TTD_Target_ID Target_Name TTD_Drug_ID Drug_Name Drug_Highest_Status Drug_PubchemID Molecular_Formula Molecular_Weight Canonical_SMILES Activity Binder_Type T57392 Debrisoquine 4-hydroxylase D00FGR Miltefosine Approved 3599 C21H46NO4P 407.6 CCCCCCCCCCCCCCCCOP(=O)([O-])OCC[N+](C)(C)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D00YZD Dolutegravir Approved 54726191 C20H19F2N3O5 419.4 C[C@@H]1CCO[C@@H]2N1C(=O)C3=C(C(=O)C(=CN3C2)C(=O)NCC4=C(C=C(C=C4)F)F)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D02DPA Cimetidine Approved 2756 C10H16N6S 252.34 CC1=C(N=CN1)CSCCNC(=NC)NC#N Ki = 77000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D03BLF Triamcinolone Approved 31307 C21H27FO6 394.4 C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@H]([C@@]2(C(=O)CO)O)O)CCC4=CC(=O)C=C[C@@]43C)F)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D03DIG Codeine Approved 5284371 C18H21NO3 299.4 CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3[C@H](C=C4)O IC50 = 104000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D03ROX Betaxolol Approved 2369 C18H29NO3 307.4 CC(C)NCC(COC1=CC=C(C=C1)CCOCC2CC2)O IC50 = 66000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D04OSE Nifedipine Approved 4485 C17H18N2O6 346.3 CC1=C(C(C(=C(N1)C)C(=O)OC)C2=CC=CC=C2[N+](=O)[O-])C(=O)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D04XGT Benznidazole Approved 31593 C12H12N4O3 260.25 C1=CC=C(C=C1)CNC(=O)CN2C=CN=C2[N+](=O)[O-] IC50 = 77800 nM Poor binder T57392 Debrisoquine 4-hydroxylase D07ACT Ceftriaxone Approved 5479530 C18H18N8O7S3 554.6 CN1C(=NC(=O)C(=O)N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\\OC)/C4=CSC(=N4)N)SC2)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D09SGV Daclatasvir Approved 25154714 C40H50N8O6 738.9 CC(C)[C@@H](C(=O)N1CCC[C@H]1C2=NC=C(N2)C3=CC=C(C=C3)C4=CC=C(C=C4)C5=CN=C(N5)[C@@H]6CCCN6C(=O)[C@H](C(C)C)NC(=O)OC)NC(=O)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0C3SW Lesinurad Approved 53465279 C17H14BrN3O2S 404.3 C1CC1C2=CC=C(C3=CC=CC=C23)N4C(=NN=C4Br)SCC(=O)O IC50 = 92100 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0D4YZ PSI-7977 Approved 45375808 C22H29FN3O9P 529.5 C[C@@H](C(=O)OC(C)C)N[P@](=O)(OC[C@@H]1[C@H]([C@@]([C@@H](O1)N2C=CC(=O)NC2=O)(C)F)O)OC3=CC=CC=C3 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0EG1I Tofacitinib Approved 9926791 C16H20N6O 312.37 C[C@@H]1CCN(C[C@@H]1N(C)C2=NC=NC3=C2C=CN3)C(=O)CC#N IC50 ~ 52000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0I1FQ Raltegravir Approved 54671008 C20H21FN6O5 444.4 . IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0I2MK Metoprolol Approved 4171 C15H25NO3 267.36 CC(C)NCC(COC1=CC=C(C=C1)CCOC)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0K9MY Saxagliptin Approved 11243969 C18H25N3O2 315.4 C1[C@@H]2C[C@@H]2N([C@@H]1C#N)C(=O)[C@H](C34CC5CC(C3)CC(C5)(C4)O)N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0N6RF Telmisartan Approved 65999 C33H30N4O2 514.6 CCCC1=NC2=C(N1CC3=CC=C(C=C3)C4=CC=CC=C4C(=O)O)C=C(C=C2C)C5=NC6=CC=CC=C6N5C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0Q2PE Norfloxacin Approved 4539 C16H18FN3O3 319.33 CCN1C=C(C(=O)C2=CC(=C(C=C21)N3CCNCC3)F)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0R3JB Mitoxantrone Approved 4212 C22H28N4O6 444.5 C1=CC(=C2C(=C1NCCNCCO)C(=O)C3=C(C=CC(=C3C2=O)O)O)NCCNCCO IC50 = 76300 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0V8QT Chlorambucil Approved 2708 C14H19Cl2NO2 304.2 C1=CC(=CC=C1CCCC(=O)O)N(CCCl)CCCl IC50 = 65100 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0Y4JJ Bepridil Approved 2351 C24H34N2O 366.5 CC(C)COCC(CN(CC1=CC=CC=C1)C2=CC=CC=C2)N3CCCC3 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0Y7LD Sitosterol Approved 222284 C29H50O 414.7 CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)C(C)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0Z3DY Benzbromarone Approved 2333 C17H12Br2O3 424.1 CCC1=C(C2=CC=CC=C2O1)C(=O)C3=CC(=C(C(=C3)Br)O)Br IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D06ZEO BAY 1021189 Phase 3 54674461 C19H16F2N8O2 426.4 COC(=O)NC1=C(N=C(N=C1N)C2=NN(C3=C2C=C(C=N3)F)CC4=CC=CC=C4F)N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0SP5V Setipiprant Phase 3 49843471 C24H19FN2O3 402.4 C1CN(CC2=C1N(C3=C2C=C(C=C3)F)CC(=O)O)C(=O)C4=CC=CC5=CC=CC=C54 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0ZE1O Plinabulin Phase 3 9949641 C19H20N4O2 336.4 CC(C)(C)C1=C(N=CN1)/C=C\\2/C(=O)N/C(=C\\C3=CC=CC=C3)/C(=O)N2 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0W9VW TZP-101 Phase 2b 11526696 C30H39FN4O4 538.7 C[C@@H]1CN[C@H](C(=O)N([C@@H](C(=O)N[C@@H](C(=O)NCCCC2=CC=CC=C2O1)CC3=CC=C(C=C3)F)C)C)C4CC4 IC50 = 84000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D01DDN SCH-900271 Phase 2 56950369 C14H16N2O4 276.29 CC1(CC1)CCCC2=CC(=O)OC3=C2C(=O)NC(=O)N3 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D02EEJ SCY-635 Phase 2 6479267 C66H120N12O13S 1321.8 CC[C@H]1C(=O)N([C@@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N1)[C@@H]([C@H](C)C/C=C/C)O)C)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)(C)O)C)SCCN(C)C)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D09RII GBT440 Phase 2 71602803 C19H19N3O3 337.4 CC(C)N1C(=CC=N1)C2=C(C=CC=N2)COC3=CC=CC(=C3C=O)O IC50 = 148000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D09WYL GSK-557296 Phase 2 11634973 C30H38N4O4 518.6 CC[C@H](C)[C@@H]1C(=O)N[C@@H](C(=O)N1[C@H](C2=C(N=C(C=C2)C)C)C(=O)N3CCOCC3)C4CC5=CC=CC=C5C4 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0C9PZ PT2385 Phase 2 91754484 C17H12F3NO4S 383.3 CS(=O)(=O)C1=C2[C@@H](C(CC2=C(C=C1)OC3=CC(=CC(=C3)C#N)F)(F)F)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0E0JO GLPG-1837 Phase 2 117857370 C16H20N4O3S 348.4 CC1(CC2=C(C(O1)(C)C)SC(=C2C(=O)N)NC(=O)C3=CC=NN3)C EC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0F6YM VBP15 Phase 2 3035000 C22H28O4 356.5 C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4(C3=CC[C@@]2([C@]1(C(=O)CO)O)C)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0G7UX Cyclosporin A Phase 2 5284373 C62H111N11O12 1202.6 CC[C@H]1C(=O)N(CC(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N1)[C@@H]([C@H](C)C/C=C/C)O)C)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)C)C)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0I4PW APD371 Phase 2 60164925 C18H23N5O3 357.4 CC(C)(C)[C@@H](CO)NC(=O)C1=NN(C2=C1C[C@H]3[C@@H]2C3)C4=NC=C[N+](=C4)[O-] IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0M4TJ Ralinepag Phase 2 44219292 C23H26ClNO5 431.9 C1CC(CCC1COCC(=O)O)COC(=O)N(C2=CC=CC=C2)C3=CC=C(C=C3)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0Q7NB 842166X Phase 2 10253143 C18H17Cl2F3N4O2 449.3 C1COCCC1CNC(=O)C2=CN=C(N=C2C(F)(F)F)NC3=C(C=C(C=C3)Cl)Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0S0EQ AZD-0865 Phase 2 9951066 C21H26N4O2 366.5 CC1=C(C(=CC=C1)C)CNC2=CC(=CN3C2=NC(=C3C)C)C(=O)NCCO IC50 = 58000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0SG7B GLPG-0634 Phase 2 49831257 C21H23N5O3S 425.5 C1CC1C(=O)NC2=NN3C(=N2)C=CC=C3C4=CC=C(C=C4)CN5CCS(=O)(=O)CC5 IC50 ~ 70000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0W1US PLECONARIL Phase 2 1684 C18H18F3N3O3 381.3 CC1=CC(=CC(=C1OCCCC2=CC(=NO2)C)C)C3=NOC(=N3)C(F)(F)F IC50 ~ 50118.72 nM Poor binder T57392 Debrisoquine 4-hydroxylase D00DRL MK-2461 Phase 1/2 44137946 C24H25N5O5S 495.6 CN1C=C(C=N1)C2=CC3=C(C=CC4=C(C3=O)C=C(C=C4)NS(=O)(=O)N(C)C[C@@H]5COCCO5)N=C2 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D03ISJ BMS-863233 Phase 1/2 135564632 C14H12ClN3O2 289.71 . IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D03SQT Q203 Phase 1 68234908 C29H28ClF3N4O2 557 CCC1=C(N2C=C(C=CC2=N1)Cl)C(=O)NCC3=CC=C(C=C3)N4CCC(CC4)C5=CC=C(C=C5)OC(F)(F)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0I3TU MK-7246 Phase 1 45268455 C21H21FN2O4S 416.5 CN([C@@H]1CCC2=C(C3=CC=CC=C3N2C1)CC(=O)O)S(=O)(=O)C4=CC=C(C=C4)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0J1HB PF-06840003 Phase 1 23063810 C12H9FN2O2 232.21 C1C(C(=O)NC1=O)C2=CNC3=C2C=C(C=C3)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D00OWF HARMINE Patented 5280953 C13H12N2O 212.25 CC1=NC=CC2=C1NC3=C2C=CC(=C3)OC Ki = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0LU9X Tetra-hydro-oxazolopyridine derivative 3 Patented 74221950 C18H12ClF2N3O2 375.8 C1CN(CC2=C1OC(=N2)C3=NC=C(C=C3)F)C(=O)C4=CC(=CC(=C4)Cl)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0IP6X Osanetant Discontinued in Phase 2b 219077 C35H41Cl2N3O2 606.6 CC(=O)N(C)C1(CCN(CC1)CCC[C@@]2(CCCN(C2)C(=O)C3=CC=CC=C3)C4=CC(=C(C=C4)Cl)Cl)C5=CC=CC=C5 IC50 = 55000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D04RLX Tariquidar Discontinued in Phase 2 148201 C38H38N4O6 646.7 COC1=C(C=C2CN(CCC2=C1)CCC3=CC=C(C=C3)NC(=O)C4=CC(=C(C=C4NC(=O)C5=CC6=CC=CC=C6N=C5)OC)OC)OC IC50 = 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0B7SP GSK163090 Discontinued in Phase 2 11292933 C25H29N5O 415.5 CC1=NC2=C(C=C1)C(=CC=C2)N3CCN(CC3)CCC4=CC(=CC=C4)N5CCNC5=O IC50 = 86000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D06ZVC WAY-181187 Discontinued in Phase 1 10150497 C15H13ClN4O2S2 380.9 C1=CC=C2C(=C1)C(=CN2S(=O)(=O)C3=C(N=C4N3C=CS4)Cl)CCN IC50 = 196000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B01MJO CID 71544946 Investigative 71544946 C28H25N3O6 499.5 C[C@H](C1=CC=CC=C1)N2C(=O)[C@@](OC2=O)(CC3=CC=CC=C3)C4=NN=C(O4)C5=CC(=CC(=C5)OC)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B01TPF 3-[7-Chloro-2-[(1-cyclopropyl-2-oxoimidazo[4,5-c]pyridin-3-yl)methyl]imidazo[1,2-a]pyridin-3-yl]propanoic acid Investigative 118737720 C20H18ClN5O3 411.8 C1CC1N2C3=C(C=NC=C3)N(C2=O)CC4=C(N5C=CC(=CC5=N4)Cl)CCC(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B03WHX 1-(8-(2,6-Dimethylbenzylamino)-2,3-dimethylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one Investigative 24888487 C23H24N4O 372.5 CC1=C(C(=CC=C1)C)CNC2=CC(=CN3C2=NC(=C3C)C)N4C=CC=CC4=O IC50 = 97000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B04JSK N-(2-((4-Chlorophenyl)(phenyl)methylamino)-2-oxoethyl)benzamide Investigative 44578955 C22H19ClN2O2 378.8 C1=CC=C(C=C1)C(C2=CC=C(C=C2)Cl)NC(=O)CNC(=O)C3=CC=CC=C3 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B09XBP (2S)-N-[5-[2-(6-Methoxypyridin-3-yl)-7-methylimidazo[1,2-a]pyridin-3-yl]-6-[2-(1-methyl-2-oxoquinolin-6-yl)ethynyl]pyridin-2-yl]-2-(methylamino)propanamide Investigative 118863011 C35H31N7O3 597.7 CC1=CC2=NC(=C(N2C=C1)C3=C(N=C(C=C3)NC(=O)[C@H](C)NC)C#CC4=CC5=C(C=C4)N(C(=O)C=C5)C)C6=CN=C(C=C6)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0A8WX 3-Methyl-2-[(2R)-2-methyl-4-pyridin-4-ylpiperazin-1-yl]-6-pyrimidin-4-ylpyrimidin-4-one Investigative 57869953 C19H21N7O 363.4 C[C@@H]1CN(CCN1C2=NC(=CC(=O)N2C)C3=NC=NC=C3)C4=CC=NC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0CMB9 1-[3-[4-(4-Pyrrolidin-1-ylcyclohexyl)phenoxy]propyl]piperidine Investigative 11978859 C24H38N2O 370.6 C1CCN(CC1)CCCOC2=CC=C(C=C2)C3CCC(CC3)N4CCCC4 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0E3FN (3S,4R)-4''-Hydroxy-6,3''-dimethoxyisoflavan-4-ol Investigative 53326249 C16H16O4 272.29 COC1=C(C=CC(=C1)[C@H]2COC3=CC=CC=C3[C@@H]2O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0EFK3 2-(2-Benzoyl-3,4-dihydro-1H-pyrido[4,3-b]indol-5-yl)acetic acid Investigative 11695689 C20H18N2O3 334.4 C1CN(CC2=C1N(C3=CC=CC=C23)CC(=O)O)C(=O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0FV4O CID 59835879 Investigative 59835879 C27H27ClN2O2 447 CC1=C(C=CC(=C1)C#CC2=NC=C(C=C2)C3=CC=C(C=C3)Cl)OCCN4CCC[C@H]4CO IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0G9IH S-[2-[6-[[4-[3-(Dimethylamino)propoxy]phenyl]sulfonylamino]pyridin-3-yl]-2-oxoethyl] ethanethioate;hydrobromide Investigative 24993935 C20H26BrN3O5S2 532.5 CC(=O)SCC(=O)C1=CN=C(C=C1)NS(=O)(=O)C2=CC=C(C=C2)OCCCN(C)C.Br EC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0L1OA 4-Tert-butyl-6-(2,4-dichlorophenylamino)-N-((tetrahydro-2H-pyran-4-yl)methyl)nicotinamide Investigative 25181419 C22H27Cl2N3O2 436.4 CC(C)(C)C1=CC(=NC=C1C(=O)NCC2CCOCC2)NC3=C(C=C(C=C3)Cl)Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0LD9Q 1-[5-(4-Methylpyridin-3-yl)-2,3-dihydroindol-1-yl]ethanone Investigative 73603391 C16H16N2O 252.31 CC1=C(C=NC=C1)C2=CC3=C(C=C2)N(CC3)C(=O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0ME9H CID 44125704 Investigative 44125704 C23H25ClN4O5 472.9 CC(C)OC1=C(C=C(C=N1)C2=NC(=NO2)C3=C4C(=CC=C3)C(NCCO4)CCCC(=O)O)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0ML7V (2S,4R)-N-[4-(4-Fluorophenoxy)phenyl]-4-[(4-fluorophenyl)methyl]-1-[2-(triazol-2-yl)acetyl]pyrrolidine-2-carboxamide Investigative 45377016 C28H25F2N5O3 517.5 C1[C@H](CN([C@@H]1C(=O)NC2=CC=C(C=C2)OC3=CC=C(C=C3)F)C(=O)CN4N=CC=N4)CC5=CC=C(C=C5)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0PFS1 (5r)-5-(3-{[3-(6-Methoxy-1,2-Benzoxazol-3-Yl)-2-Oxo-2,3-Dihydro-1h-Benzimidazol-1-Yl]methyl}phenyl)-5-Methyl-1,3-Oxazolidine-2,4-Dione Investigative 11591164 C26H20N4O6 484.5 C[C@]1(C(=O)NC(=O)O1)C2=CC=CC(=C2)CN3C4=CC=CC=C4N(C3=O)C5=NOC6=C5C=CC(=C6)OC IC50 = 91000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0PIT1 Harmol Investigative 68094 C12H10N2O 198.22 CC1=C2C(=C3C=CC(=O)C=C3N2)C=CN1 Ki = 65000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0QIZ3 (S)-3-(4-((2-(2,6-Dimethylphenyl)-[1,2,4]triazolo[1,5-a]pyridin-6-yl)methoxy)phenyl)hex-4-ynoic acid Investigative 91809187 C27H25N3O3 439.5 CC#C[C@@H](CC(=O)O)C1=CC=C(C=C1)OCC2=CN3C(=NC(=N3)C4=C(C=CC=C4C)C)C=C2 IC50 ~ 60000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0V5QJ 4-Fluoro-N-[2-[(2-fluoro-6,11-dihydrobenzo[c][1]benzoxepin-11-yl)methylamino]-2-oxoethyl]benzamide Investigative 44579237 C24H20F2N2O3 422.4 C1C2=CC=CC=C2C(C3=C(O1)C=CC(=C3)F)CNC(=O)CNC(=O)C4=CC=C(C=C4)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0V9LM (4Ar,6aR,6aS,6bR,8aS,12aS,14bS)-8a-acetyl-4,4,6a,6b,11,11,14b-heptamethyl-3,13-dioxo-4a,5,6,6a,7,8,9,10,12,12a-decahydropicene-2-carbonitrile Investigative 122179419 C32H43NO3 489.7 CC(=O)[C@@]12CC[C@@]3([C@@H]([C@@H]1CC(CC2)(C)C)C(=O)C=C4[C@]3(CC[C@@H]5[C@@]4(C=C(C(=O)C5(C)C)C#N)C)C)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0WIL3 S-2-(6-(1,4-Dihydrobenzo[d][1,2]dioxine-6-sulfonamido)pyridin-3-yl)-2-oxoethyl ethanethioate Investigative 44589548 C17H16N2O6S2 408.5 CC(=O)SCC(=O)C1=CN=C(C=C1)NS(=O)(=O)C2=CC3=C(COOC3)C=C2 EC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B0X4JZ 4-[[6-Ethyl-5-[[4-[(5R)-2-oxo-5-phenyl-3-(tetrahydro-2H-pyran-4-yl)imidazolidine-1-yl]piperidino]methyl]pyridine-2-yl]oxy]benzoic acid Investigative 58835217 C34H40N4O5 584.7 CCC1=C(C=CC(=N1)OC2=CC=C(C=C2)C(=O)O)CN3CCC(CC3)N4[C@@H](CN(C4=O)C5CCOCC5)C6=CC=CC=C6 IC50 ~ 73000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B10YMZ 5-(2-Butoxy-phenyl)-isoxazole Investigative 11183547 C13H15NO2 217.26 CCCCOC1=CC=CC=C1C2=CC=NO2 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B13WBR 5-(3-Butoxy-phenyl)-isoxazole Investigative 11160258 C13H15NO2 217.26 CCCCOC1=CC=CC(=C1)C2=CC=NO2 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B13XTS 4-({(2s)-2-[2-(4-Chlorophenyl)-5,6-Difluoro-1h-Benzimidazol-1-Yl]-2-Cyclohexylacetyl}amino)benzoic Acid Investigative 49837870 C28H24ClF2N3O3 524 C1CCC(CC1)[C@@H](C(=O)NC2=CC=C(C=C2)C(=O)O)N3C4=CC(=C(C=C4N=C3C5=CC=C(C=C5)Cl)F)F IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B14FKW (2S)-N-[5-[2-(2-Methoxypyridin-4-yl)-7-methylimidazo[1,2-a]pyridin-3-yl]-6-[2-(1-methyl-2-oxoquinolin-6-yl)ethynyl]pyridin-2-yl]-2-(methylamino)propanamide Investigative 118863002 C35H31N7O3 597.7 CC1=CC2=NC(=C(N2C=C1)C3=C(N=C(C=C3)NC(=O)[C@H](C)NC)C#CC4=CC5=C(C=C4)N(C(=O)C=C5)C)C6=CC(=NC=C6)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B16BKM (1R,2S,3R,5R)-3-[[2-[(2-Cyclopropyloxypyridin-4-yl)amino]-5-quinolin-2-ylpyrimidin-4-yl]amino]-5-(hydroxymethyl)cyclopentane-1,2-diol Investigative 117885766 C27H28N6O4 500.5 C1CC1OC2=NC=CC(=C2)NC3=NC=C(C(=N3)N[C@@H]4C[C@@H]([C@H]([C@H]4O)O)CO)C5=NC6=CC=CC=C6C=C5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B17NIS Chembl4127978 Investigative 138319684 C22H23FN6 390.5 CCN1C2=C(C[C@@H](CC2)NC3=NN4C=CC=C(C4=N3)C5=C(C=C(C=C5)F)C)C=N1 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B19KIV (10S)-4-(1H-Indol-4-yl)-6-(4-methylsulfonyloxan-4-yl)-8,12-dioxa-1,3,5-triazatricyclo[8.4.0.02,7]tetradeca-2,4,6-triene Investigative 78210287 C23H26N4O5S 470.5 CS(=O)(=O)C1(CCOCC1)C2=C3C(=NC(=N2)C4=C5C=CNC5=CC=C4)N6CCOC[C@H]6CO3 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1A2VS N-[4-(4-Cyanophenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl]propanamide Investigative 71811363 C19H19N3O 305.4 CCC(=O)NC1CCCC2=C1C=NC=C2C3=CC=C(C=C3)C#N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1B6IY 2-[4-(5-Chloro-2-hydroxy-phenyl)-3-(2-hydroxy-ethyl)-2-oxo-6-trifluoromethyl-2H-quinolin-1-yl]-acetamide Investigative 11669364 C20H16ClF3N2O4 440.8 C1=CC2=C(C=C1C(F)(F)F)C(=C(C(=O)N2CC(=O)N)CCO)C3=C(C=CC(=C3)Cl)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1BA7E (S)-6-(2-Hydroxy-2-methylpropyl)-3-((S)-1-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-2-one Investigative 44476890 C28H32N2O4 460.6 C[C@@H](C1=CC=C(C=C1)C2=CN(C(=O)C=C2)C)N3CC[C@](OC3=O)(CC(C)(C)O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1CR7I Rac-3-(4-(2-(difluoromethoxy)-4-(trifluoromethyl)phenoxy)phenyl)hex-4-ynoic acid Investigative 53248846 C20H15F5O4 414.3 CC#CC(CC(=O)O)C1=CC=C(C=C1)OC2=C(C=C(C=C2)C(F)(F)F)OC(F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1ENI2 4-[4-[2-[(3S)-3-Hydroxy-1-azabicyclo[2.2.2]octan-3-yl]ethynyl]phenoxy]-N-(pyrimidin-4-ylmethyl)benzamide Investigative 53311230 C27H26N4O3 454.5 C1CN2CCC1[C@@](C2)(C#CC3=CC=C(C=C3)OC4=CC=C(C=C4)C(=O)NCC5=NC=NC=C5)O IC50 ~ 50118.72 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1HB7J CID 49848896 Investigative 49848896 C33H32N6O5 592.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC(=C(C=C6)C(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1HV0B 3-(4-Cyclohexylphenyl)-8-[(3-methylpyridin-2-yl)methyl]-1-(6-oxo-1H-pyrimidin-4-yl)-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 136069521 C30H34N6O3 526.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=O)NC=N4)C5=CC=C(C=C5)C6CCCCC6 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1J6XH (2S)-2-(Methylamino)-N-[6-[2-(1-methylisoquinolin-6-yl)ethynyl]-5-[7-methyl-2-(2-methylpyridin-3-yl)imidazo[1,2-a]pyridin-3-yl]pyridin-2-yl]propanamide Investigative 118863042 C35H31N7O 565.7 CC1=CC2=NC(=C(N2C=C1)C3=C(N=C(C=C3)NC(=O)[C@H](C)NC)C#CC4=CC5=C(C=C4)C(=NC=C5)C)C6=C(N=CC=C6)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1JIG4 {4-[(1R,3S)-3-((R)-1-Naphthalen-1-yl-ethylamino)-cyclopentyl]phenoxy}-acetic acid Investigative 54765463 C25H27NO3 389.5 C[C@H](C1=CC=CC2=CC=CC=C21)N[C@H]3CC[C@H](C3)C4=CC=C(C=C4)OCC(=O)O IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1MW3P N-[4-[[(2S,5R)-5-[(R)-Hydroxy(phenyl)methyl]pyrrolidin-2-yl]methyl]phenyl]-2-(6-oxopyridazin-1-yl)acetamide Investigative 44472610 C24H26N4O3 418.5 C1C[C@@H](N[C@@H]1CC2=CC=C(C=C2)NC(=O)CN3C(=O)C=CC=N3)[C@@H](C4=CC=CC=C4)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1MYA6 (S)-(4,6-Dimethyl-pyrimidin-2-yloxy)-((S)-1-methyl-2-oxo-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-5-yl)-acetic acid Investigative 10224745 C24H24N4O4 432.5 CC1=CC(=NC(=N1)O[C@H](C(=O)O)[C@@]2(C3=CC=CC=C3N(C(=O)CN2)C)C4=CC=CC=C4)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1RX8A 1-(4-Isopropenylamino-naphthalen-1-yloxy)-3-isopropylamino-propan-2-ol Investigative 44389644 C18H24N2O3 316.4 CC(C)NCC(COC1=CC=C(C2=CC=CC=C21)NC(=O)C)O IC50 = 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1VE9P (1R,4E,7E,11R)-1,5,9,9-Tetramethyl-12-oxabicyclo[9.1.0]dodeca-4,7-dien-6-one Investigative 11368318 C15H22O2 234.33 C/C/1=C\\CC[C@@]2([C@H](O2)CC(/C=C/C1=O)(C)C)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1X0OW (S)-2-(2-Bromo-3-oxo-spiro[3.5]non-1-en-1-ylamino)-3-[4-(2-isopropyl-imidazo[4,5-b]pyridin-3-yl)-phenyl]-propionic acid Investigative 24991884 C27H29BrN4O3 537.4 CC(C)C1=NC2=C(N1C3=CC=C(C=C3)C[C@@H](C(=O)O)NC4=C(C(=O)C45CCCCC5)Br)N=CC=C2 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1XHI9 N-(4-(4-Cyanophenyl)-5,6,7,8-tetrahydroisoquinoline-8-yl)acetamide Investigative 71811365 C18H17N3O 291.3 CC(=O)NC1CCCC2=C1C=NC=C2C3=CC=C(C=C3)C#N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1XJ2F CID 71580827 Investigative 71580827 C20H24BrN7O3 490.4 CC(C)[C@@H](C(=O)N1CCC[C@H]1C2=NC(=C(N2)Br)C3=CC=C(C=C3)N=[N+]=[N-])NC(=O)OC IC50 = 50500 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1ZFE2 10-[(3S)-1-Azabicyclo[2.2.2]octan-3-yl]-6-methoxy-1,2,10-triazatricyclo[6.4.1.04,13]trideca-2,4(13),5,7-tetraen-9-one Investigative 66898172 C18H22N4O2 326.4 COC1=CC2=C3C(=C1)C(=O)N(CCN3N=C2)[C@@H]4CN5CCC4CC5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B1ZLW5 HIF-2alpha-IN-1 Investigative 91810395 C16H8F5NO4S 405.3 C1=CC2=C([C@H](C(S2(=O)=O)(F)F)O)C(=C1OC3=CC(=CC(=C3)C#N)F)C(F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B20HBC 3-Methyl-4-[5-[8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1-pyrazin-2-yl-1,3,8-triazaspiro[4.5]decan-3-yl]pyridin-2-yl]benzoic acid Investigative 57387775 C31H29N7O4 563.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=NC=CN=C4)C5=CN=C(C=C5)C6=C(C=C(C=C6)C(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B20JYT 5-[4-[1-(6-Methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]thiophene-2-carboxylic acid Investigative 57387282 C30H28N6O5S 584.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC=C(S6)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B23GQL 2-[2-[4-(4-Ethylphenyl)benzoyl]-3,4-dihydro-1H-pyrido[4,3-b]indol-5-yl]acetic acid Investigative 11539410 C28H26N2O3 438.5 CCC1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)N3CCC4=C(C3)C5=CC=CC=C5N4CC(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B23KIG 5-(4-Butoxy-phenyl)-1-methyl-1H-pyrazole Investigative 11195591 C14H18N2O 230.31 CCCCOC1=CC=C(C=C1)C2=CC=NN2C IC50 = 96500 nM Poor binder T57392 Debrisoquine 4-hydroxylase B24VYX Chembl4283853 Investigative 118261815 C22H27NO6 401.5 CC(C)[C@@H]1CC2=CC(=C(C=C2C3=CC(=O)C(=CN13)C(=O)O)OC)OCCCOC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B26ZAO (2S)-2-(Methylamino)-N-[6-[2-(1-methylisoquinolin-6-yl)ethynyl]-5-[7-methyl-2-(6-methylpyridin-3-yl)imidazo[1,2-a]pyridin-3-yl]pyridin-2-yl]propanamide Investigative 118862989 C35H31N7O 565.7 CC1=CC2=NC(=C(N2C=C1)C3=C(N=C(C=C3)NC(=O)[C@H](C)NC)C#CC4=CC5=C(C=C4)C(=NC=C5)C)C6=CN=C(C=C6)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B27RKI N-(2-((3-Chlorophenyl)(phenyl)methylamino)-2-oxoethyl)-4-fluorobenzamide Investigative 24900235 C22H18ClFN2O2 396.8 C1=CC=C(C=C1)C(C2=CC(=CC=C2)Cl)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2A0FE 8-[(2R)-2-Hydroxy-2-(4-methyl-1-oxo-3H-2-benzofuran-5-yl)ethyl]-2-(1-methyl-6-oxopyridazin-3-yl)-2,8-diazaspiro[4.5]decan-1-one Investigative 121313969 C24H28N4O5 452.5 CC1=C(C=CC2=C1COC2=O)[C@H](CN3CCC4(CC3)CCN(C4=O)C5=NN(C(=O)C=C5)C)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2AVH0 2-(3,4-Dimethoxyphenyl)-5-(3-methoxypropyl)benzofuran Investigative 24764491 C20H22O4 326.4 COCCCC1=CC2=C(C=C1)OC(=C2)C3=CC(=C(C=C3)OC)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2B1EH 4-Fluoro-N-[2-oxo-2-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylmethylamino)ethyl]benzamide Investigative 44579236 C25H23FN2O2 402.5 C1CC2=CC=CC=C2C(C3=CC=CC=C31)CNC(=O)CNC(=O)C4=CC=C(C=C4)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2CZK5 CID 57384750 Investigative 57384750 C32H31N7O5 593.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CN=C(C=C5)C6=C(C=C(C=C6)C(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2F3ZI 2-[4-Chloro-2-[(3,4-dichlorophenyl)sulfonylamino]phenoxy]benzoic acid Investigative 49798349 C19H12Cl3NO5S 472.7 C1=CC=C(C(=C1)C(=O)O)OC2=C(C=C(C=C2)Cl)NS(=O)(=O)C3=CC(=C(C=C3)Cl)Cl IC50 = 53703.18 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2GR7X 2-[(7R)-7-[(4-Fluorophenyl)methyl-(4-fluorophenyl)sulfonylamino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetic acid Investigative 53317718 C27H24F2N2O4S 510.6 C1CC2=C(C3=CC=CC=C3N2C[C@@H]1N(CC4=CC=C(C=C4)F)S(=O)(=O)C5=CC=C(C=C5)F)CC(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2GV9K 5-Methoxytryptophol Investigative 12835 C11H13NO2 191.23 COC1=CC2=C(C=C1)NC=C2CCO Ki = 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2HE4W 4-[4-[(Dimethylamino)methyl]-3,5-Dimethoxy-Phenyl]-2-Methyl-2,7-Naphthyridin-1-One Investigative 118796358 C20H23N3O3 353.4 CN1C=C(C2=C(C1=O)C=NC=C2)C3=CC(=C(C(=C3)OC)CN(C)C)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2IX5R (3R,4S)-N-(2-(3,5-Bis(trifluoromethyl)phenyl)propan-2-yl)-1-(1-acetylpiperidine-4-carbonyl)-4-(4-fluoro-2-methylphenyl)-N-methylpyrrolidine-3-carboxamide Investigative 44433798 C32H36F7N3O3 643.6 CC1=C(C=CC(=C1)F)[C@H]2CN(C[C@@H]2C(=O)N(C)C(C)(C)C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F)C(=O)C4CCN(CC4)C(=O)C IC50 = 57000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2M0VE 3-[4-[1-(6-Methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]benzoic acid Investigative 57386783 C32H30N6O5 578.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC(=CC=C6)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2PI8M Dibenzylideneacetone Investigative 640180 C17H14O 234.29 C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2 IC50 = 68500 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2SO1Y (Z)-4-[5-[(3,5-Difluorophenyl)methyl]-1-[(2-fluorophenyl)methyl]-2-oxopyridin-3-yl]-4-hydroxy-1-[4-(4-pyrrol-1-ylphenyl)piperazin-1-yl]but-3-ene-1,2-dione Investigative 89826402 C37H31F3N4O4 652.7 C1CN(CCN1C2=CC=C(C=C2)N3C=CC=C3)C(=O)C(=O)/C=C(/C4=CC(=CN(C4=O)CC5=CC=CC=C5F)CC6=CC(=CC(=C6)F)F)\\O IC50 ~ 185000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2T8CF Chembl4166081 Investigative 135314362 C22H31N5 365.5 CC1=CN=C(C=C1)CN(C)C[C@H]2CC3=C(CN2)C=CC=C3N4CCNCC4 IC50 = 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2UT6F 3-[4-(3H-Benzimidazol-5-yl)phenyl]-1-(6-methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 57384239 C32H30N8O3 574.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC7=C(C=C6)N=CN7 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2V4JP 9-Fluoro-7-(5-fluoro-pyridin-3-yl)-1-methyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline Investigative 70977969 C16H12F2N4 298.29 CC1=NN=C2N1C3=C(CC2)C=C(C=C3F)C4=CC(=CN=C4)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2W3GN (6-Hydroxy-1,3-benzothiazol-2-yl)-(3-hydroxy-4-methylphenyl)methanone Investigative 56847605 C15H11NO3S 285.3 CC1=C(C=C(C=C1)C(=O)C2=NC3=C(S2)C=C(C=C3)O)O IC50 = 54000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2WOV9 Chembl4160749 Investigative 145956935 C14H14Cl2N2OS 329.2 C1=CN=CC(=C1C2=COC=C2)C3=CC=C(S3)CN.Cl.Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2XJS0 (S)-2-(2-Bromo-3-oxo-spiro[3.5]non-1-en-1-ylamino)-3-{4-[2-(1-trifluoromethyl-cyclopropyl)-imidazo[4,5-b]pyridin-3-yl]-phenyl}-propionic acid Investigative 24986404 C28H26BrF3N4O3 603.4 C1CCC2(CC1)C(=C(C2=O)Br)N[C@@H](CC3=CC=C(C=C3)N4C5=C(C=CC=N5)N=C4C6(CC6)C(F)(F)F)C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B2YZD1 2-[2-(2,6-Dimethylpyridin-3-yl)oxyethylamino]-4-methyl-6-[(5-methyl-1H-pyrazol-3-yl)amino]pyridine-3-carbonitrile Investigative 67098558 C20H23N7O 377.4 CC1=NC(=C(C=C1)OCCNC2=C(C(=CC(=N2)NC3=NNC(=C3)C)C)C#N)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B30CIV (2S)-2-[6-Chloro-2-(4-chlorophenyl)-5-fluorobenzimidazol-1-yl]-N,2-dicyclohexylacetamide Investigative 50938548 C27H30Cl2FN3O 502.4 C1CCC(CC1)[C@@H](C(=O)NC2CCCCC2)N3C4=CC(=C(C=C4N=C3C5=CC=C(C=C5)Cl)F)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B35FQC trans-4-((2S)-2-Cyclohexyl-2-(2-(2,4-dimethoxypyridin-3-yl)-5,6-difluoro-1H-benzo[d]imidazol-1-yl)acetamido)cyclohexanecarboxylic acid Investigative 53317017 C29H34F2N4O5 556.6 COC1=NC(=C(C=C1)C2=NC3=CC(=C(C=C3N2[C@@H](C4CCCCC4)C(=O)NC5CCC(CC5)C(=O)O)F)F)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B36BNZ N-(2-(4-(4-(3,4-Dimethoxybenzyl)piperazin-1-yl)phenylcarbamoyl)phenyl)quinoline-3-carboxamide Investigative 44428924 C36H35N5O4 601.7 COC1=C(C=C(C=C1)CN2CCN(CC2)C3=CC=C(C=C3)NC(=O)C4=CC=CC=C4NC(=O)C5=CC6=CC=CC=C6N=C5)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B37OFQ CID 81689815 Investigative 81689815 C15H13FN6OS 344.4 CC1=NSC(=N1)C2=NN=C3N2CCN(C3)C(=O)C4=CC=C(C=C4)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B38ACX N-(2-Methyl-5-butylphenyl)-N'-hydroxyformamidine Investigative 20763421 C12H18N2O 206.28 CCCCC1=CC(=C(C=C1)C)N=CNO IC50 = 98000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B38SJF 2-[[3-[4-[[2-[[1-[3-[3-(Cyclohexylamino)propylamino]propyl]triazol-4-yl]methylamino]-6-methylpyrimidin-4-yl]amino]piperidin-1-yl]-3-oxopropyl]amino]acetic acid Investigative 118965395 C30H51N11O3 613.8 CC1=CC(=NC(=N1)NCC2=CN(N=N2)CCCNCCCNC3CCCCC3)NC4CCN(CC4)C(=O)CCNCC(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B39VFH (2S)-N-[5-[2-(2-Methoxypyridin-4-yl)-7-methylimidazo[1,2-a]pyridin-3-yl]-6-[2-(1-methylisoquinolin-6-yl)ethynyl]pyridin-2-yl]-2-(methylamino)propanamide Investigative 118863030 C35H31N7O2 581.7 CC1=CC2=NC(=C(N2C=C1)C3=C(N=C(C=C3)NC(=O)[C@H](C)NC)C#CC4=CC5=C(C=C4)C(=NC=C5)C)C6=CC(=NC=C6)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3D5GB Rac-3-(4-(2-(difluoromethoxy)-4-(trifluoromethyl)phenoxy)-2-fluorophenyl)hex-4-ynoic acid Investigative 53248847 C20H14F6O4 432.3 CC#CC(CC(=O)O)C1=C(C=C(C=C1)OC2=C(C=C(C=C2)C(F)(F)F)OC(F)F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3DP4G Chembl4126548 Investigative 145960389 C20H21FN4O4 400.4 CC(C)COC(=O)[C@H](CN1C=CN=C1)NC(=O)C2=NOC(=C2)C3=CC=CC=C3F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3ERV4 (1S,4S,5R,8R,13S,17S,18R)-24-Cyclohexyl-4,5,9,9,13,20,20-heptamethyl-10,16,23-trioxo-24-azahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosa-11,14-diene-11-carbonitrile Investigative 122179416 C37H50N2O3 570.8 C[C@@]12CC[C@@H]3[C@@](C1=CC(=O)[C@@]45[C@]2(CC[C@@]6([C@H]4CC(CC6)(C)C)C(=O)N5C7CCCCC7)C)(C=C(C(=O)C3(C)C)C#N)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3H7FA 2-(4-Butoxyphenyl)pyridine Investigative 11322128 C15H17NO 227.3 CCCCOC1=CC=C(C=C1)C2=CC=CC=N2 IC50 = 88700 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3HJI8 (S)-6-(2-Hydroxy-2-methylpropyl)-3-((S)-1-(4-(6-methoxypyridin-3-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-2-one Investigative 44625908 C28H32N2O4 460.6 C[C@@H](C1=CC=C(C=C1)C2=CN=C(C=C2)OC)N3CC[C@](OC3=O)(CC(C)(C)O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3J1DR (S)-N-((3S,4S)-5-Acetyl-7-cyano-1-((2-methoxynaphthalen-1-yl)methyl)-4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl)-2-(methylamino)propanamide hydrochloride Investigative 72714053 C29H32ClN5O4 550 C[C@H]1[C@@H](C(=O)N(C2=C(N1C(=O)C)C=C(C=C2)C#N)CC3=C(C=CC4=CC=CC=C43)OC)NC(=O)[C@H](C)NC.Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3JAR7 4-[(2,4-Difluorophenyl)carbonyl]-1-[4-({3-[(2R)-2-methyl-1-pyrrolidinyl]propyl)oxy)phenyl]-2-piperazinone, formate salt Investigative 24748995 C26H31F2N3O5 503.5 C[C@@H]1CCCN1CCCOC2=CC=C(C=C2)N3CCN(CC3=O)C(=O)C4=C(C=C(C=C4)F)F.C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3JP9O Sodium;6-[[5-chloro-2-[(2,4-dichlorophenyl)methoxy]phenyl]methyl]pyridine-2-carboxylate Investigative 23683143 C20H13Cl3NNaO3 444.7 C1=CC(=NC(=C1)C(=O)[O-])CC2=C(C=CC(=C2)Cl)OCC3=C(C=C(C=C3)Cl)Cl.[Na+] IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3KU7L (S)-[(S)-5-Biphenyl-3-yl-2-oxo-1-(2,4,6-trifluoro-benzyl)-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-5-yl]-(4,6-dimethyl-pyrimidin-2-yloxy)-acetic acid Investigative 11377200 C36H29F3N4O4 638.6 CC1=CC(=NC(=N1)O[C@H](C(=O)O)[C@@]2(C3=CC=CC=C3N(C(=O)CN2)CC4=C(C=C(C=C4F)F)F)C5=CC=CC(=C5)C6=CC=CC=C6)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3P7WJ Chembl4171365 Investigative 135313730 C27H37N5 431.6 CN1CCN(CC1)C2=CC=CC3=C2C[C@@H](NC3)CN4CCC[C@@H]5[C@H]4C6=C(CC5)C=CC=N6 IC50 = 67800 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3PB6T 5-Methyl-3-[4-[[1-(6-methylpyridazin-3-yl)azetidin-3-yl]methoxy]phenyl]-1,2,4-oxadiazole Investigative 54752774 C18H19N5O2 337.4 CC1=NN=C(C=C1)N2CC(C2)COC3=CC=C(C=C3)C4=NOC(=N4)C IC50 ~ 50118.72 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3S6BE 1-(4-((3R,4S)-3-(5-(2-(3,5-Bis(trifluoromethyl)phenyl)propan-2-yl)-1,2,4-oxadiazol-3-yl)-4-(4-fluoro-2-methylphenyl)pyrrolidine-1-carbonyl)piperidin-1-yl)ethanone Investigative 44433803 C32H33F7N4O3 654.6 CC1=C(C=CC(=C1)F)[C@H]2CN(C[C@@H]2C3=NOC(=N3)C(C)(C)C4=CC(=CC(=C4)C(F)(F)F)C(F)(F)F)C(=O)C5CCN(CC5)C(=O)C IC50 = 63000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3TL6G 6-[(1S)-1-Hydroxy-2-[4-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-3H-2-benzofuran-5-yl)ethyl]piperazin-1-yl]ethyl]-4-methoxypyridine-3-carbonitrile Investigative 59568656 C24H28N4O5 452.5 CC1=C(C=CC2=C1COC2=O)[C@H](CN3CCN(CC3)C[C@@H](C4=NC=C(C(=C4)OC)C#N)O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3TS8R Fezolinetant Investigative 117604931 C16H15FN6OS 358.4 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=C(C=C3)F)C4=NC(=NS4)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3U2ZH 2-[[(3Ar,6aS)-5-[2-(trifluoromethyl)phenyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carbonyl]amino]-5-chlorobenzoic acid Investigative 86304439 C22H20ClF3N2O3 452.9 C1[C@@H]2CN(C[C@@H]2CC1C3=CC=CC=C3C(F)(F)F)C(=O)NC4=C(C=C(C=C4)Cl)C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3VKF0 4-({(2s)-2-[2-(4-Chlorophenyl)-5,6-Difluoro-1h-Benzimidazol-1-Yl]-2-Cyclohexylacetyl}amino)-3-Fluorobenzoic Acid Investigative 49837869 C28H23ClF3N3O3 541.9 C1CCC(CC1)[C@@H](C(=O)NC2=C(C=C(C=C2)C(=O)O)F)N3C4=CC(=C(C=C4N=C3C5=CC=C(C=C5)Cl)F)F IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3WP6F 3-(3-Thienyl)pyridine Investigative 595254 C9H7NS 161.23 C1=CC(=CN=C1)C2=CSC=C2 Ki = 124000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B3XD2W N-(2-(Bis(4-methoxyphenyl)methylamino)-2-oxoethyl)-4-fluorobenzamide Investigative 44578957 C24H23FN2O4 422.4 COC1=CC=C(C=C1)C(C2=CC=C(C=C2)OC)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B41VJY 3-Methyl-2-[(2R)-2-methyl-4-pyridin-3-ylpiperazin-1-yl]-6-pyrimidin-4-ylpyrimidin-4-one Investigative 57869954 C19H21N7O 363.4 C[C@@H]1CN(CCN1C2=NC(=CC(=O)N2C)C3=NC=NC=C3)C4=CN=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B42YAO N-[1-(Cyclopropylmethyl)piperidin-4-yl]-3-propan-2-ylimidazo[1,5-a]pyridine-1-carboxamide Investigative 127041786 C20H28N4O 340.5 CC(C)C1=NC(=C2N1C=CC=C2)C(=O)NC3CCN(CC3)CC4CC4 IC50 = 140100 nM Poor binder T57392 Debrisoquine 4-hydroxylase B43ZNB 5-Amino-N-(2-((2,6-difluoro-N-(2-hydroxyethyl)benzamido)methyl)-3,3,3-trifluoro-2-hydroxypropyl)-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide Investigative 25028373 C23H21F6N5O4 545.4 C1=CC(=C(C(=C1)F)C(=O)N(CCO)CC(CNC(=O)C2=C(N(N=C2)C3=CC=C(C=C3)F)N)(C(F)(F)F)O)F IC50 = 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B45SOY 2-[5-Bromo-2-[(4-fluorophenyl)methylsulfanyl]-4-oxopyrimidin-1-yl]-N-[2-(diethylamino)ethyl]-N-[[4-[4-(trifluoromethyl)phenyl]phenyl]methyl]acetamide Investigative 10305573 C33H33BrF4N4O2S 705.6 CCN(CC)CCN(CC1=CC=C(C=C1)C2=CC=C(C=C2)C(F)(F)F)C(=O)CN3C=C(C(=O)N=C3SCC4=CC=C(C=C4)F)Br IC50 = 56000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B46FPE 4-(5-Chloro-2-hydroxy-phenyl)-3-(2-hydroxy-ethyl)-1-(2H-tetrazol-5-ylmethyl)-6-trifluoromethyl-1H-quinolin-2-one Investigative 11655677 C20H15ClF3N5O3 465.8 C1=CC2=C(C=C1C(F)(F)F)C(=C(C(=O)N2CC3=NNN=N3)CCO)C4=C(C=CC(=C4)Cl)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4A1UM N-(4-Chlorobenzyl)-N~2~-(2-ethylphenyl)-N~2~-[(4-methylphenyl)sulfonyl]glycinamide Investigative 1283333 C24H25ClN2O3S 457 CCC1=CC=CC=C1N(CC(=O)NCC2=CC=C(C=C2)Cl)S(=O)(=O)C3=CC=C(C=C3)C IC50 = 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4AKG9 {2-[5-(2,3-Dihydro-indole-1-carbonyl)-2-methoxy-benzylsulfanyl]-5-fluoro-benzoimidazol-1-yl}-acetic acid Investigative 11670392 C26H22FN3O4S 491.5 COC1=C(C=C(C=C1)C(=O)N2CCC3=CC=CC=C32)CSC4=NC5=C(N4CC(=O)O)C=CC(=C5)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4BA2Z Glycine, N-((5-((2-(4-chlorophenyl)-5-methyl-4-oxazolyl)methoxy)-2-fluorophenyl)methyl)-N-(methoxycarbonyl)- Investigative 16727109 C22H20ClFN2O6 462.9 CC1=C(N=C(O1)C2=CC=C(C=C2)Cl)COC3=CC(=C(C=C3)F)CN(CC(=O)O)C(=O)OC IC50 ~ 150000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4BOZ7 N-[1-(2-Fluoroethyl)piperidin-4-yl]-3-propan-2-ylimidazo[1,5-a]pyridine-1-carboxamide Investigative 127039509 C18H25FN4O 332.4 CC(C)C1=NC(=C2N1C=CC=C2)C(=O)NC3CCN(CC3)CCF IC50 = 93500 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4E0LG (3r,4r)-4-[4-Cyclopropyl-5-[3-(2-Methylpropyl)cyclobutyl]-1,2,4-Triazol-3-Yl]-N-(2,4-Dimethylphenyl)-1-Ethanoyl-Pyrrolidine-3-Carboxamide Investigative 121345502 C28H39N5O2 477.6 CC1=CC(=C(C=C1)NC(=O)[C@H]2CN(C[C@@H]2C3=NN=C(N3C4CC4)C5CC(C5)CC(C)C)C(=O)C)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4EXU2 (S)-4-(((R)-6-(2-Chloro-4-fluorophenyl)-5-(methoxycarbonyl)-2-(thiazol-2-yl)-3,6-dihydropyrimidin-4-yl)methyl)morpholine-3-carboxylic acid Investigative 89996234 C21H20ClFN4O5S 494.9 COC(=O)C1=C(NC(=N[C@H]1C2=C(C=C(C=C2)F)Cl)C3=NC=CS3)CN4CCOC[C@H]4C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4FO8Y Methyl N-[(1R)-2-[(2S)-2-[[4-[4-[[(2S)-1-[(2R)-2-(methoxycarbonylamino)-2-phenylacetyl]pyrrolidine-2-carbonyl]amino]-2-(trifluoromethyl)phenyl]-3-(trifluoromethyl)phenyl]carbamoyl]pyrrolidin-1-yl]-2-oxo-1-phenylethyl]carbamate Investigative 118861737 C44H42F6N6O8 896.8 COC(=O)N[C@H](C1=CC=CC=C1)C(=O)N2CCC[C@H]2C(=O)NC3=CC(=C(C=C3)C4=C(C=C(C=C4)NC(=O)[C@@H]5CCCN5C(=O)[C@@H](C6=CC=CC=C6)NC(=O)OC)C(F)(F)F)C(F)(F)F EC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4GP2N 1-(6-Methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-3-[4-[4-(5-oxo-1,2-dihydropyrazol-3-yl)phenyl]phenyl]-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 57384236 C34H32N8O4 616.7 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC=C(C=C6)C7=CC(=O)NN7 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4HT6N 1-((3S,4R)-4-(((S)-3-(4-Fluorobenzyl)piperidin-1-yl)methyl)pyrrolidin-3-yl)-3-(5-acetyl-4-methylthiazol-2-yl)urea Investigative 44445853 C24H32FN5O2S 473.6 CC1=C(SC(=N1)NC(=O)N[C@@H]2CNC[C@@H]2CN3CCC[C@H](C3)CC4=CC=C(C=C4)F)C(=O)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4N2FL Chembl4227911 Investigative 145968879 C21H20N4O4 392.4 CC(C)OC(=O)[C@H](CN1C=CN=C1)NC(=O)C2=NOC3=C2C=CC4=CC=CC=C43 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4O3SC 3-[[7-Chloro-3-(2-methylsulfonylethyl)imidazo[1,2-a]pyridin-2-yl]methyl]-1-cyclopropylimidazo[4,5-c]pyridin-2-one Investigative 118737724 C20H20ClN5O3S 445.9 CS(=O)(=O)CCC1=C(N=C2N1C=CC(=C2)Cl)CN3C4=C(C=CN=C4)N(C3=O)C5CC5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4OUR5 3-Methyl-2-[(2R)-2-methyl-4-pyrimidin-5-ylpiperazin-1-yl]-6-pyrimidin-4-ylpyrimidin-4-one Investigative 57870102 C18H20N8O 364.4 C[C@@H]1CN(CCN1C2=NC(=CC(=O)N2C)C3=NC=NC=C3)C4=CN=CN=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4P7JI 2-Bromo-2-(2-ethylphenyl)indane-1,3-dione Investigative 323023 C17H13BrO2 329.2 CCC1=CC=CC=C1C2(C(=O)C3=CC=CC=C3C2=O)Br IC50 = 83000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4S2RG 4-(Dimethylaminomethyl)-7-methoxycoumarin Investigative 8931830 C13H15NO3 233.26 CN(C)CC1=CC(=O)OC2=C1C=CC(=C2)OC IC50 = 74200 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4SUW3 4-[4-[2-Chloro-5-(trifluoromethoxy)phenyl]-2,6-dimethylphenoxy]butanoic acid Investigative 134132142 C19H18ClF3O4 402.8 CC1=CC(=CC(=C1OCCCC(=O)O)C)C2=C(C=CC(=C2)OC(F)(F)F)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4UW7V N-(2-((4-Chlorophenyl)(phenyl)methylamino)-2-oxoethyl)isonicotinamide Investigative 44579189 C21H18ClN3O2 379.8 C1=CC=C(C=C1)C(C2=CC=C(C=C2)Cl)NC(=O)CNC(=O)C3=CC=NC=C3 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4VFW5 Isoquinoline N-oxide, 47 Investigative 25050394 C21H14ClF2N3O2S 445.9 CC1=C(SC=N1)C(=O)N(CC2=C[N+](=CC3=C2C=CC(=C3F)F)[O-])C4=CC(=CC=C4)Cl EC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4Y5QZ Chembl4288001 Investigative 145990715 C21H19ClO5 386.8 CC#C[C@@H](CC(=O)O)C1=CC=C(C=C1)OC[C@H]2COC3=C(O2)C=C(C=C3)Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B4ZL2E N-(4-Sec-Butylphenyl)-N'-hydroxyformamidine Investigative 10198034 C11H16N2O 192.26 CCC(C)C1=CC=C(C=C1)N=CNO IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B52MQK Sodium;3-[4-[5-(3-chloro-4-propan-2-yloxyphenyl)-1,2,4-oxadiazol-3-yl]indazol-1-yl]propanoate Investigative 118724203 C21H18ClN4NaO4 448.8 CC(C)OC1=C(C=C(C=C1)C2=NC(=NO2)C3=C4C=NN(C4=CC=C3)CCC(=O)[O-])Cl.[Na+] IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B52STZ 3-(4-Butoxyphenyl)-1H-pyrazole Investigative 10198293 C13H16N2O 216.28 CCCCOC1=CC=C(C=C1)C2=CC=NN2 IC50 = 93500 nM Poor binder T57392 Debrisoquine 4-hydroxylase B53NHC 2-Chloro-4-[4-[1-(6-methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]benzoic acid Investigative 57387028 C32H29ClN6O5 613.1 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC(=C(C=C6)C(=O)O)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B56MVW 4-[4-[1-(6-Methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]-N,N-dimethylbenzamide Investigative 57384749 C34H35N7O4 605.7 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC=C(C=C6)C(=O)N(C)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B56YZV N-(4-Butylphenyl)-N'-hydroxyformamidine Investigative 20763386 C11H16N2O 192.26 CCCCC1=CC=C(C=C1)N=CNO IC50 = 83000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B5CEX2 (S)-(4,6-Dimethyl-pyrimidin-2-yloxy)-[(S)-2-oxo-5-phenyl-1-(2,4,6-trifluoro-benzyl)-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-5-yl]-acetic acid Investigative 10166543 C30H25F3N4O4 562.5 CC1=CC(=NC(=N1)O[C@H](C(=O)O)[C@@]2(C3=CC=CC=C3N(C(=O)CN2)CC4=C(C=C(C=C4F)F)F)C5=CC=CC=C5)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B5DRB6 Unii-WQ8pch72SD Investigative 44247806 C19H23N3 293.4 C[C@@H](C1=NC=CN=C1)C2=C(CC3=CC=CC=C32)CCN(C)C IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B5EH3F CID 67450880 Investigative 67450880 C22H18FN5OS 419.5 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=C(C=C3)F)C4=CSC(=N4)C5=CC=CC=C5 IC50 = 54000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B5ENL8 N-(4-Chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yl)oxy-5-fluoronaphthalene-1-carboxamide Investigative 24824450 C28H20ClFN2O4 502.9 COC1=CC2=C(C=CN=C2C=C1OC)OC3=C(C4=C(C=C3)C(=CC=C4)C(=O)NC5=CC=C(C=C5)Cl)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B5I2BR trans-4-((S)-2-(2-(4-Chlorophenyl)-5,6-difluoro-1H-benzo[d]imidazol-1-yl)-2-cyclohexylacetamido)cyclohexanecarboxylic acid Investigative 53322279 C28H30ClF2N3O3 530 C1CCC(CC1)[C@@H](C(=O)NC2CCC(CC2)C(=O)O)N3C4=CC(=C(C=C4N=C3C5=CC=C(C=C5)Cl)F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B5J4YU 4-[7-(5-{3-Cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl]butanoic acid Investigative 44128987 C26H28N4O4 460.5 CC(C)OC1=C(C=C(C=C1)C2=NC(=NO2)C3=CC4=C(CCN(CC4)CCCC(=O)O)C=C3)C#N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B5M1OX 6-Chloranyl-4-Phenyl-2-Piperidin-1-Yl-Quinoline-3-Carboxylic Acid Investigative 71556223 C21H19ClN2O2 366.8 C1CCN(CC1)C2=NC3=C(C=C(C=C3)Cl)C(=C2C(=O)O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B5QV3B 5,7-Dihydroxy-2-(4-Hydroxyphenyl)-4-Oxo-4h-Chromen-3-Yl 3,4-Di-O-Acetyl-6-Deoxy-alpha-L-Mannopyranoside Investigative 10459196 C25H24O12 516.4 C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)OC(=O)C)OC(=O)C IC50 = 50500 nM Poor binder T57392 Debrisoquine 4-hydroxylase B5S2RP 1-(2-(Benzyloxy)-5-bromobenzyl)-5-methyl-1H-pyrazole-3-carboxylic acid Investigative 11235004 C19H17BrN2O3 401.3 CC1=CC(=NN1CC2=C(C=CC(=C2)Br)OCC3=CC=CC=C3)C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B5SR3X Benzenesulfinate;6-[2-[4-[[4-bromo-3-(2-methoxyethoxy)phenyl]methyl]piperidin-1-yl]ethyl]-3,4-dihydro-2H-chromen-4-ol Investigative 86766575 C32H39BrNO6S- 645.6 COCCOC1=C(C=CC(=C1)CC2CCN(CC2)CCC3=CC4=C(C=C3)OCCC4O)Br.C1=CC=C(C=C1)S(=O)[O-] IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B5UZJ9 3-(4-((3-(3,5-Dichlorophenyl)-5-(4-(trifluoromethoxy)phenyl)-1H-pyrazol-1-yl)methyl)benzamido)propanoic acid Investigative 9985625 C27H20Cl2F3N3O4 578.4 C1=CC(=CC=C1CN2C(=CC(=N2)C3=CC(=CC(=C3)Cl)Cl)C4=CC=C(C=C4)OC(F)(F)F)C(=O)NCCC(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B5W3XV 5-Amino-N-(2-((N-ethyl-2,6-difluorobenzamido)methyl)-3,3,3-trifluoro-2-hydroxypropyl)-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide Investigative 24809711 C23H21F6N5O3 529.4 CCN(CC(CNC(=O)C1=C(N(N=C1)C2=CC=C(C=C2)F)N)(C(F)(F)F)O)C(=O)C3=C(C=CC=C3F)F IC50 = 74000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B60LKM 2-[(7R)-4-Fluoro-7-[(4-fluorophenyl)sulfonyl-methylamino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetic acid Investigative 53325908 C21H20F2N2O4S 434.5 CN([C@@H]1CCC2=C(C3=C(N2C1)C(=CC=C3)F)CC(=O)O)S(=O)(=O)C4=CC=C(C=C4)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B61WAK 4-[[(3As,6aR)-5-[2-(trifluoromethyl)phenyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carbonyl]amino]-6-methylpyridine-3-carboxylic acid Investigative 117614609 C22H22F3N3O3 433.4 CC1=CC(=C(C=N1)C(=O)O)NC(=O)N2C[C@H]3CC(C[C@H]3C2)C4=CC=CC=C4C(F)(F)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B63BPI CID 86274489 Investigative 86274489 C16H15ClN6OS 374.8 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=C(C=C3)Cl)C4=NC(=NS4)C IC50 = 88000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B63ZUV (R)-6-(2-(4-Fluorophenyl)-6-(hydroxymethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)-2-(o-tolyl)pyridazin-3(2H)-one Investigative 136173253 C24H22FN5O2 431.5 CC1=CC=CC=C1N2C(=O)C=CC(=N2)C3=C4NC[C@H](CN4N=C3C5=CC=C(C=C5)F)CO IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B64PIB CID 67453320 Investigative 67453320 C18H16FN5O 337.4 CC1=NC(=CC=C1)C2=NN=C3N2CCN(C3)C(=O)C4=CC=C(C=C4)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B64QOG Chembl4293810 Investigative 124088406 C14H20O2 220.31 C1CC(CCC(C1)C2=CC=C(C=C2)O)CO IC50 = 73000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B6DFY5 (R)-1-(Methylsulfonylamino)-3-[2-(4-methoxyphenyl)ethyl]-4-(4-methoxy-phenyl)-2-imidazolidinone Investigative 25019282 C20H25N3O5S 419.5 COC1=CC=C(C=C1)CCN2[C@@H](CN(C2=O)NS(=O)(=O)C)C3=CC=C(C=C3)OC IC50 = 180000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B6E0XW 6-(6,7-Dimethoxyquinolin-4-yl)oxy-N-pyridin-2-ylnaphthalene-1-carboxamide Investigative 24822428 C27H21N3O4 451.5 COC1=CC2=C(C=CN=C2C=C1OC)OC3=CC4=C(C=C3)C(=CC=C4)C(=O)NC5=CC=CC=N5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B6E0ZR 3-[4-[(1S,3S)-3-[[(1R)-1-Naphthalen-1-ylethyl]amino]cyclopentyl]phenyl]propanoic acid Investigative 42601459 C26H29NO2 387.5 C[C@H](C1=CC=CC2=CC=CC=C21)N[C@H]3CC[C@@H](C3)C4=CC=C(C=C4)CCC(=O)O IC50 = 79000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B6FU5T 3-[(2R)-6-[3,4-Difluoro-6-(3-methoxycyclobutyl)oxypyridin-2-yl]-3,4-dihydro-2H-chromen-2-yl]propanoic acid Investigative 134156727 C22H23F2NO5 419.4 COC1CC(C1)OC2=NC(=C(C(=C2)F)F)C3=CC4=C(C=C3)O[C@H](CC4)CCC(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B6G9IP 2-(2-Aminophenyl)quinazolin-4-amine Investigative 428490 C14H12N4 236.27 C1=CC=C(C(=C1)C2=NC3=CC=CC=C3C(=N2)N)N IC50 = 169000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B6JFA5 2-[2-(3-Chlorobenzoyl)-8-fluoro-3,4-dihydro-1H-pyrido[4,3-b]indol-5-yl]acetic acid Investigative 11494768 C20H16ClFN2O3 386.8 C1CN(CC2=C1N(C3=C2C=C(C=C3)F)CC(=O)O)C(=O)C4=CC(=CC=C4)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B6QA3Y [3-[2-[[4-[[6-Amino-2-(2-methoxyethoxy)-8-oxo-7H-purin-9-yl]methyl]benzoyl]amino]ethoxy-hydroxyphosphoryl]oxy-2-dodecanoyloxypropyl] dodecanoate Investigative 53492525 C45H73N6O12P 921.1 CCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCNC(=O)C1=CC=C(C=C1)CN2C3=NC(=NC(=C3NC2=O)N)OCCOC)OC(=O)CCCCCCCCCCC IC50 = 67000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B6TMC8 3-(1H-Imidazol-4-yl)pyridine Investigative 3040177 C8H7N3 145.16 C1=CC(=CN=C1)C2=CN=CN2 IC50 = 98000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B6X5AF 4-[[2-[(5-Cyano-1,3-thiazol-2-yl)amino]pyridin-4-yl]methyl]-N-methylpiperazine-1-carboxamide Investigative 5329333 C16H19N7OS 357.4 CNC(=O)N1CCN(CC1)CC2=CC(=NC=C2)NC3=NC=C(S3)C#N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B6XI5J Shogaol Investigative 5281794 C17H24O3 276.4 CCCCC/C=C/C(=O)CCC1=CC(=C(C=C1)O)OC IC50 = 87000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B6ZGC4 N-Hydroxy-N'-(4-butyl-2-methylphenyl)formamidine Investigative 2727594 C12H18N2O 206.28 CCCCC1=CC(=C(C=C1)N=CNO)C IC50 = 83900 nM Poor binder T57392 Debrisoquine 4-hydroxylase B70IAP 6,7-Dihydro-4H-thieno[3,2-c]pyridin-5-yl-(2,4-dihydroxy-5-propan-2-ylphenyl)methanone Investigative 134149366 C17H19NO3S 317.4 CC(C)C1=CC(=C(C=C1O)O)C(=O)N2CCC3=C(C2)C=CS3 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B73FQX 3-(3,4-Dimethoxyphenyl)-5-({[4-(4-methoxyphenyl)-5-methyl-4H-1,2,4-triazol-3-yl]thio}methyl)-1,2,4-oxadiazole Investigative 16013186 C21H21N5O4S 439.5 CC1=NN=C(N1C2=CC=C(C=C2)OC)SCC3=NC(=NO3)C4=CC(=C(C=C4)OC)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B75UQB [3-(2-Methyl-1,3-thiazol-4-yl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-(4-thiophen-2-ylphenyl)methanone Investigative 71549359 C20H17N5OS2 407.5 CC1=NC(=CS1)C2=NN=C3N2CCN(C3)C(=O)C4=CC=C(C=C4)C5=CC=CS5 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B78TDB (2R,3S,5R)-5-(11-Methyl-1,4,8,12-tetrazatricyclo[7.3.0.02,6]dodeca-2(6),7,9,11-tetraen-4-yl)-2-(2,4,5-trifluorophenyl)oxan-3-amine Investigative 127051045 C20H20F3N5O 403.4 CC1=NN2C3=C(CN(C3)[C@@H]4C[C@@H]([C@H](OC4)C5=CC(=C(C=C5F)F)F)N)C=NC2=C1 IC50 = 59000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B79GLA (3R,4S)-N-(3,5-Bis(trifluoromethyl)benzyl)-1-(1-acetylpiperidine-4-carbonyl)-4-(4-fluoro-2-methylphenyl)-N-methylpyrrolidine-3-carboxamide Investigative 44433797 C30H32F7N3O3 615.6 CC1=C(C=CC(=C1)F)[C@H]2CN(C[C@@H]2C(=O)N(C)CC3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F)C(=O)C4CCN(CC4)C(=O)C IC50 = 92000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B7BN0D 2-[5-Chloro-3-[(3,4-dichlorophenyl)sulfonylamino]pyridin-2-yl]oxy-N-(2-hydroxyethyl)benzamide Investigative 49798437 C20H16Cl3N3O5S 516.799 C1=CC=C(C(=C1)C(=O)NCCO)OC2=C(C=C(C=N2)Cl)NS(=O)(=O)C3=CC(=C(C=C3)Cl)Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B7CG9Y (S)-3-((S)-1-(4-([1,2,4]Triazolo[1,5-a]pyridin-6-yl)phenyl)ethyl)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-1,3-oxazinan-2-one Investigative 46865563 C28H30N4O3 470.6 C[C@@H](C1=CC=C(C=C1)C2=CN3C(=NC=N3)C=C2)N4CC[C@](OC4=O)(CC(C)(C)O)C5=CC=CC=C5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B7E2NG (1R,2S,3R,5R)-3-[[2-[(2,6-Dimethylpyridin-4-yl)amino]-5-(4-phenyl-1,3-thiazol-2-yl)pyrimidin-4-yl]amino]-5-(hydroxymethyl)cyclopentane-1,2-diol Investigative 118462026 C26H28N6O3S 504.6 CC1=CC(=CC(=N1)C)NC2=NC=C(C(=N2)N[C@@H]3C[C@@H]([C@H]([C@H]3O)O)CO)C4=NC(=CS4)C5=CC=CC=C5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B7F3AK Methyl N-[(2S)-1-[(2S)-2-[5-[4-[4-(hydroxymethyl)phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate Investigative 71579539 C27H32N4O4 476.6 CC(C)[C@@H](C(=O)N1CCC[C@H]1C2=NC=C(N2)C3=CC=C(C=C3)C4=CC=C(C=C4)CO)NC(=O)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B7GYN4 1-[2-[4-[2-[5-(4-Chlorophenyl)pyridin-2-yl]ethynyl]phenoxy]ethyl]piperidine-4-carboxamide Investigative 59835725 C27H26ClN3O2 460 C1CN(CCC1C(=O)N)CCOC2=CC=C(C=C2)C#CC3=NC=C(C=C3)C4=CC=C(C=C4)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B7LTY6 CID 11977494 Investigative 11977494 C24H38N2O2 386.6 C1CCN(CC1)CCCOC2=CC=C(C=C2)C3CCC(CC3)N4CCOCC4 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B7Q1KM N-Benzyl-N-hydroxy-2,2-dimethylbutanamide Investigative 121439991 C13H19NO2 221.29 CCC(C)(C)C(=O)N(CC1=CC=CC=C1)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B7R1LT 9-Fluoro-1-methyl-7-(4-methyl-3-pyridyl)-4,5-dihydro[1,2,4]triazolo[4,3-a]quinoline Investigative 66575743 C17H15FN4 294.33 CC1=C(C=NC=C1)C2=CC3=C(C(=C2)F)N4C(=NN=C4CC3)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B7RP0K 8-[(3-Methylpyridin-2-yl)methyl]-3-[4-(4-morpholin-4-ylphenyl)phenyl]-1-(6-oxo-1H-pyrimidin-4-yl)-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 136205833 C34H35N7O4 605.7 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=O)NC=N4)C5=CC=C(C=C5)C6=CC=C(C=C6)N7CCOCC7 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B7VNB0 Kaempferol 3-(4-O-acetyl-alpha-L-rhamnopyranoside) Investigative 10624340 C23H22O11 474.4 C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)OC(=O)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B7VZ5T Chembl4127317 Investigative 122484585 C30H34N8O4 570.6 CC(C)N1C(=O)C2=CN=C(N=C2N(C1=O)C3=CC=CC(=C3)NC(=O)C=C)NC4=C(C=C(C=C4)N5CCN(CC5)C)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B7YHS4 3-[3-[4-(Methylsulfonylamino)styryl]-4-methoxy-5-tert-butylphenyl]-5-fluoro-2(1H)-pyridone Investigative 67070065 C25H27FN2O4S 470.6 CC(C)(C)C1=CC(=CC(=C1OC)/C=C/C2=CC=C(C=C2)NS(=O)(=O)C)C3=CC(=CNC3=O)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B81CPZ 2-[4-(2-Methoxyethoxy)butyl]-3-methyl-1H-quinolin-4-one Investigative 57403212 C17H23NO3 289.4 CC1=C(NC2=CC=CC=C2C1=O)CCCCOCCOC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B81KRO Sodium;6-[[5-chloro-2-[(2-chloro-4-fluorophenyl)methoxy]phenyl]methyl]pyridine-2-carboxylate Investigative 23696680 C20H13Cl2FNNaO3 428.2 C1=CC(=NC(=C1)C(=O)[O-])CC2=C(C=CC(=C2)Cl)OCC3=C(C=C(C=C3)F)Cl.[Na+] IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B83KMA CID 49847379 Investigative 49847379 C31H29N7O5 579.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CN=C(C=C5)C6=CC=C(C=C6)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B84TPW 3,4-Dichloro-N-[5-chloro-2-(triazol-1-ylmethyl)phenyl]benzenesulfonamide Investigative 15985912 C15H11Cl3N4O2S 417.7 C1=CC(=C(C=C1S(=O)(=O)NC2=C(C=CC(=C2)Cl)CN3C=CN=N3)Cl)Cl IC50 ~ 50118.72 nM Poor binder T57392 Debrisoquine 4-hydroxylase B89CRW (4R)-N-[4-[[(2S,5R)-5-[(R)-Hydroxy(pyridin-3-yl)methyl]pyrrolidin-2-yl]methyl]phenyl]-5,6-dihydro-4H-cyclopenta[d][1,3]thiazole-4-carboxamide Investigative 76322043 C24H26N4O2S 434.6 C1C[C@@H](N[C@@H]1CC2=CC=C(C=C2)NC(=O)[C@@H]3CCC4=C3N=CS4)[C@@H](C5=CN=CC=C5)O IC50 = 78800 nM Poor binder T57392 Debrisoquine 4-hydroxylase B89KHR CID 71225056 Investigative 71225056 C18H13F4N5O 391.3 C1CN2C(=NN=C2C3=NC(=CC=C3)C(F)(F)F)CN1C(=O)C4=CC=C(C=C4)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B89PFN N-(2-((5-Amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamido)methyl)-3,3,3-trifluoro-2-hydroxypropyl)-3-chloro-N-ethylpicolinamide Investigative 24960588 C22H21ClF4N6O3 528.9 CCN(CC(CNC(=O)C1=C(N(N=C1)C2=CC=C(C=C2)F)N)(C(F)(F)F)O)C(=O)C3=C(C=CC=N3)Cl IC50 = 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8A7MV N'-[3-(1-Methyl-3,6-dihydro-2H-pyridin-4-yl)-1H-indol-6-yl]thiophene-2-carboximidamide;dihydrochloride Investigative 56593712 C19H22Cl2N4S 409.4 CN1CCC(=CC1)C2=CNC3=C2C=CC(=C3)N=C(C4=CC=CS4)N.Cl.Cl IC50 = 63200 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8B7WR (3-Fluorophenyl)-[2-(5-fluoropyridin-2-yl)-6,7-dihydro-4H-[1,3]oxazolo[4,5-c]pyridin-5-yl]methanone Investigative 74222036 C18H13F2N3O2 341.3 C1CN(CC2=C1OC(=N2)C3=NC=C(C=C3)F)C(=O)C4=CC(=CC=C4)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8C1IH (2S)-2-(Methylamino)-N-[6-[2-(1-methylisoquinolin-6-yl)ethynyl]-5-[7-methyl-2-(2-methylpyrimidin-5-yl)imidazo[1,2-a]pyridin-3-yl]pyridin-2-yl]propanamide Investigative 118862998 C34H30N8O 566.7 CC1=CC2=NC(=C(N2C=C1)C3=C(N=C(C=C3)NC(=O)[C@H](C)NC)C#CC4=CC5=C(C=C4)C(=NC=C5)C)C6=CN=C(N=C6)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8HT5M 2-[5-Chloro-2-[(4-fluorophenyl)methylsulfanyl]-4-oxopyrimidin-1-yl]-N-[2-(diethylamino)ethyl]-N-[[4-[4-(trifluoromethyl)phenyl]phenyl]methyl]acetamide Investigative 10122452 C33H33ClF4N4O2S 661.2 CCN(CC)CCN(CC1=CC=C(C=C1)C2=CC=C(C=C2)C(F)(F)F)C(=O)CN3C=C(C(=O)N=C3SCC4=CC=C(C=C4)F)Cl IC50 = 83000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8ID2W Nvp-qav-680 Investigative 11508736 C18H18N2O4S 358.4 CC1=C(C2=C(N1CC3=CC=C(C=C3)S(=O)(=O)C)N=CC=C2)CC(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8IM7T 4-[4-[1-(6-Methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]benzonitrile Investigative 57384481 C32H29N7O3 559.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC=C(C=C6)C#N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8JEM2 (S)-3-(4-(1-(3-(3,5-Dichlorophenyl)-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl)ethyl)benzamido)propanoic acid Investigative 11570626 C32H27Cl2N3O4 588.5 C[C@@H](C1=CC=C(C=C1)C(=O)NCCC(=O)O)N2C(=CC(=N2)C3=CC(=CC(=C3)Cl)Cl)C4=CC5=C(C=C4)C=C(C=C5)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8KO4A 4-[4-[8-[(3-Methylpyridin-2-yl)methyl]-2,4-dioxo-1-pyrazin-2-yl-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]benzoic acid Investigative 57387542 C31H28N6O4 548.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=NC=CN=C4)C5=CC=C(C=C5)C6=CC=C(C=C6)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8M2RS N-(3-Chlorophenyl)-N-[(7,8-difluoro-2-oxo-1H-quinolin-4-yl)methyl]-4-methyl-1,2,3,6-tetrahydropyridine-5-carboxamide Investigative 44566070 C23H20ClF2N3O2 443.9 CC1=C(CNCC1)C(=O)N(CC2=CC(=O)NC3=C2C=CC(=C3F)F)C4=CC(=CC=C4)Cl EC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8MCI6 CID 49849123 Investigative 49849123 C34H32N8O3 600.7 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC=C(C=C6)C7=CC=NN7 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8OKW4 (S)-8-(1-Isopropylpiperidin-4-yloxy)-4-methyl-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one Investigative 16679614 C20H27N3O2 341.4 C[C@H]1CNC(=O)C2=CC3=C(N12)C=CC(=C3)OC4CCN(CC4)C(C)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8PQ7T 4-(4-{2-[(2,2-Dimethylpropanoyl)amino]ethyl}piperidin-1-Yl)thieno[3,2-D]pyrimidine-6-Carboxamide Investigative 71304814 C19H27N5O2S 389.5 CC(C)(C)C(=O)NCCC1CCN(CC1)C2=NC=NC3=C2SC(=C3)C(=O)N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8QC4U (2S)-2-[2-(4-Chlorophenyl)-5,6-difluorobenzimidazol-1-yl]-2-cyclohexyl-N-(4-hydroxycyclohexyl)acetamide Investigative 53317643 C27H30ClF2N3O2 502 C1CCC(CC1)[C@@H](C(=O)NC2CCC(CC2)O)N3C4=CC(=C(C=C4N=C3C5=CC=C(C=C5)Cl)F)F IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8RT6L CYP3cide Investigative 71315139 C26H32N8 456.6 CC1=CC=C(C=C1)C2=C(C=NN2C)C3=NN(C4=C3C(=NC=N4)N5CC[C@@H](C5)N6CCCCC6)C IC50 = 71000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8SG7L 5-[[(3As,6aR)-5-[2-(trifluoromethyl)phenyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carbonyl]amino]pyridazine-4-carboxylic acid Investigative 86304762 C20H19F3N4O3 420.4 C1[C@@H]2CN(C[C@@H]2CC1C3=CC=CC=C3C(F)(F)F)C(=O)NC4=CN=NC=C4C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8U1IE CID 86274362 Investigative 86274362 C17H16FN5OS 357.4 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=C(C=C3)F)C4=CSC(=N4)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8UTD4 CID 49847377 Investigative 49847377 C32H30N6O4 562.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=NC=NC=C4)C5=CC=C(C=C5)C6=C(C=C(C=C6)C(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8X4QN (R)-2-(9-Chloro-7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid Investigative 53362086 C24H23ClF3NO4 481.9 CC(C)OC1=C(C=C(C=C1)COC2=CC3=C(C=C2)N4CC[C@@H](C4=C3Cl)CC(=O)O)C(F)(F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8YKP1 (5-Pyridin-3-ylthiophen-2-yl)methanamine;(5-pyridin-3-ylthiophen-2-yl)methanimine Investigative 44388657 C30H26N6S3 566.8 C1=CC(=CN=C1)C2=CC=C(S2)CN.C1=CC(=CN=C1)C2=CC=C(S2)C=N.C1=CC(=CN=C1)C2=CC=C(S2)C=N IC50 = 197000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B8Z5PV 6-((1R,2S)-2-Amino-cyclohexylamino)-4-(6-methyl-pyridin-2-ylamino)-pyridazine-3-carboxylic acid amide Investigative 71626755 C17H23N7O 341.4 CC1=NC(=CC=C1)NC2=CC(=NN=C2C(=O)N)N[C@@H]3CCCC[C@@H]3N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B90PQV 6-(6,7-Dimethoxyquinolin-4-yl)oxy-N-(3-methyl-1,2-oxazol-5-yl)naphthalene-1-carboxamide Investigative 24824447 C26H21N3O5 455.5 CC1=NOC(=C1)NC(=O)C2=CC=CC3=C2C=CC(=C3)OC4=C5C=C(C(=CC5=NC=C4)OC)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B91GZR 2-[[(3As,6aR)-5-[2-(trifluoromethyl)phenyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carbonyl]amino]-5-fluorobenzoic acid Investigative 86304285 C22H20F4N2O3 436.4 C1[C@@H]2CN(C[C@@H]2CC1C3=CC=CC=C3C(F)(F)F)C(=O)NC4=C(C=C(C=C4)F)C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B91TXG N-Methyl-1-[(10S)-6-(2-methylsulfonylpropan-2-yl)-8,12-dioxa-1,3,5-triazatricyclo[8.4.0.02,7]tetradeca-2,4,6-trien-4-yl]benzimidazol-2-amine Investigative 86268192 C21H26N6O4S 458.5 CC(C)(C1=C2C(=NC(=N1)N3C4=CC=CC=C4N=C3NC)N5CCOC[C@H]5CO2)S(=O)(=O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B92CBY 3-(1H-Pyrazol-3-yl)pyridine Investigative 7074967 C8H7N3 145.16 C1=CC(=CN=C1)C2=CC=NN2 Ki = 165000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B92YAB N-({[(4-Chloro-phenyl)-phenyl-methyl]-carbamoyl}-methyl)-2-phenyl-acetamide Investigative 44578954 C23H21ClN2O2 392.9 C1=CC=C(C=C1)CC(=O)NCC(=O)NC(C2=CC=CC=C2)C3=CC=C(C=C3)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B98UHN N,N-Dimethyl(5-(pyridin-3-yl)furan-2-yl)methanamine Investigative 11171679 C12H14N2O 202.25 CN(C)CC1=CC=C(O1)C2=CN=CC=C2 Ki = 127000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9A2BE N-[(3R,5S)-1-(1-Benzofuran-3-carbonyl)-5-carbamoylpyrrolidin-3-yl]-2,5-diethylpyrazole-3-carboxamide Investigative 76314530 C22H25N5O4 423.5 CCC1=NN(C(=C1)C(=O)N[C@@H]2C[C@H](N(C2)C(=O)C3=COC4=CC=CC=C43)C(=O)N)CC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9A4YR CID 86274732 Investigative 86274732 C17H17FN6O2S 388.4 CC1=NSC(=N1)C2=NN=C3N2CCN([C@@H]3CCO)C(=O)C4=CC=C(C=C4)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9AX8Q 3-({4-[(2-Benzyl-3-methyl-2H-indazol-6-yl)(methyl)amino]pyrimidin-2-yl}amino)benzene-1-sulfonamide Investigative 24949702 C26H25N7O2S 499.6 CC1=C2C=CC(=CC2=NN1CC3=CC=CC=C3)N(C)C4=NC(=NC=C4)NC5=CC(=CC=C5)S(=O)(=O)N IC50 = 66000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9CA7D N'-[3-(1-Azabicyclo[2.2.2]octan-3-yl)-1H-indol-6-yl]thiophene-2-carboximidamide;dihydrochloride Investigative 56593857 C20H24Cl2N4S 423.4 C1CN2CCC1C(C2)C3=CNC4=C3C=CC(=C4)N=C(C5=CC=CS5)N.Cl.Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9DR8E 6,8-Dichloro-4-Phenyl-2-(Piperidin-1-Yl)quinoline-3-Carboxylic Acid Investigative 71556353 C21H18Cl2N2O2 401.3 C1CCN(CC1)C2=C(C(=C3C=C(C=C(C3=N2)Cl)Cl)C4=CC=CC=C4)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9FO2R Chembl4203179 Investigative 124114343 C30H36F2N8 546.7 CCN1CCC(CC1)N2CCC3=C(C2)C=CC(=N3)NC4=NC=C(C(=N4)C5=CC6=C(C(=C5)F)N=C(N6C(C)C)C)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9FU8I N-(4-Tert-Butylphenyl)-N'-hydroxyformamidine Investigative 10313487 C11H16N2O 192.26 CC(C)(C)C1=CC=C(C=C1)N=CNO IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9GQ3C CID 71580631 Investigative 71580631 C20H25N7O3 411.5 CC(C)[C@@H](C(=O)N1CCC[C@H]1C2=NC=C(N2)C3=CC=C(C=C3)N=[N+]=[N-])NC(=O)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9IUJ2 CID 86275449 Investigative 86275449 C16H15FN6O2 342.33 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=C(C=C3)F)C4=NC(=NO4)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9KF8J 1-[(3-Methoxyphenyl)methyl]-1-methyl-3-[4-(1H-pyrazol-4-yl)phenyl]urea Investigative 68568011 C19H20N4O2 336.4 CN(CC1=CC(=CC=C1)OC)C(=O)NC2=CC=C(C=C2)C3=CNN=C3 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9KSA2 3-(4-Methoxyphenyl)-5-({[4-(4-Methoxyphenyl)-5-Methyl-4h-1,2,4-Triazol-3-Yl]sulfanyl}methyl)-1,2,4-Oxadiazole Investigative 16013184 C20H19N5O3S 409.5 CC1=NN=C(N1C2=CC=C(C=C2)OC)SCC3=NC(=NO3)C4=CC=C(C=C4)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9LPX0 [(2R,5R)-5-(8-Fluoroquinolin-4-yl)oxy-2-methylpiperidin-1-yl]-[2-(triazol-2-yl)phenyl]methanone Investigative 46212134 C24H22FN5O2 431.5 C[C@@H]1CC[C@H](CN1C(=O)C2=CC=CC=C2N3N=CC=N3)OC4=C5C=CC=C(C5=NC=C4)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9OY2X (2S)-2-(Methylamino)-N-[6-[2-(1-methylisoquinolin-6-yl)ethynyl]-5-[7-methyl-2-(2-methylpyridin-4-yl)imidazo[1,2-a]pyridin-3-yl]pyridin-2-yl]propanamide Investigative 118862990 C35H31N7O 565.7 CC1=CC2=NC(=C(N2C=C1)C3=C(N=C(C=C3)NC(=O)[C@H](C)NC)C#CC4=CC5=C(C=C4)C(=NC=C5)C)C6=CC(=NC=C6)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9PFX5 CID 71549913 Investigative 71549913 C23H21N5OS 415.5 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=C(C=C3)C4=CC=CS4)C5=CC=CC(=N5)C IC50 = 86000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9SCY8 8-(1-Isopropylpiperidin-4-yloxy)-2-(pyridin-4-ylmethyl)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one Investigative 16678620 C25H30N4O2 418.5 CC(C)N1CCC(CC1)OC2=CC3=C(C=C2)N4CCN(C(=O)C4=C3)CC5=CC=NC=C5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9SU4P 2-(5-Chloro-2-fluoroanilino)-N-(oxan-4-ylmethyl)-4-(trifluoromethyl)pyrimidine-5-carboxamide Investigative 10410589 C18H17ClF4N4O2 432.8 C1COCCC1CNC(=O)C2=CN=C(N=C2C(F)(F)F)NC3=C(C=CC(=C3)Cl)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9TSN6 2-(2-Pyridinylmethylthio)-6-ethoxy-1H-benzoimidazole Investigative 47144386 C15H15N3OS 285.4 CCOC1=CC2=C(C=C1)N=C(N2)SCC3=CC=CC=N3 IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9UXC8 1-Cyclopropyl-3-[[1-(4-hydroxybutyl)benzimidazol-2-yl]methyl]imidazo[4,5-c]pyridin-2-one Investigative 6478034 C21H23N5O2 377.4 C1CC1N2C3=C(C=NC=C3)N(C2=O)CC4=NC5=CC=CC=C5N4CCCCO IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9UZ2H (5R)-2,6,9-Humulatrien-5-ol-8-one Investigative 11310871 C15H22O2 234.33 C/C/1=C\\CC(/C=C/C(=O)/C(=C/[C@@H](C1)O)/C)(C)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9WA7J Afzelin Investigative 5316673 C21H20O10 432.4 C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9ZX0A 2-[8-Fluoro-2-(thiophene-2-carbonyl)-3,4-dihydro-1H-pyrido[4,3-b]indol-5-yl]acetic acid Investigative 11631813 C18H15FN2O3S 358.4 C1CN(CC2=C1N(C3=C2C=C(C=C3)F)CC(=O)O)C(=O)C4=CC=CS4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase B9ZY2M 7-(2-Aminopyrimidin-5-yl)-1-[[(1R)-1-cyclopropyl-2,2,2-trifluoroethyl]amino]-5H-pyrido[4,3-b]indole-4-carboxamide Investigative 42622934 C21H18F3N7O 441.4 C1CC1[C@H](C(F)(F)F)NC2=NC=C(C3=C2C4=C(N3)C=C(C=C4)C5=CN=C(N=C5)N)C(=O)N IC50 ~ 75000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BA0I9O Kaempferol-3-O-(2,4-di-O-acetyl-alpha-L-rhamnopyranoside) Investigative 14825858 C25H24O12 516.4 C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC(=O)C)O)OC(=O)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BA5I4J 2-(Cyclohexylmethylsulfanyl)-6-methoxy-1H-benzimidazole Investigative 56953897 C15H20N2OS 276.4 COC1=CC2=C(C=C1)N=C(N2)SCC3CCCCC3 IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BA8KE7 4-[4-[1-(6-Methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]thiophene-2-carboxylic acid Investigative 57387283 C30H28N6O5S 584.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CSC(=C6)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BA9RY1 [8,8-Dimethyl-3-(3-methyl-1,2,4-thiadiazol-5-yl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-(4-fluorophenyl)methanone Investigative 122187069 C17H17FN6OS 372.4 CC1=NSC(=N1)C2=NN=C3N2CCN(C3(C)C)C(=O)C4=CC=C(C=C4)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BAB30C (2S)-2-(Methylamino)-N-[6-[2-(1-methylisoquinolin-6-yl)ethynyl]-5-[7-methyl-2-(1-methylpyrazol-4-yl)imidazo[1,2-a]pyridin-3-yl]pyridin-2-yl]propanamide Investigative 118863027 C33H30N8O 554.6 CC1=CC2=NC(=C(N2C=C1)C3=C(N=C(C=C3)NC(=O)[C@H](C)NC)C#CC4=CC5=C(C=C4)C(=NC=C5)C)C6=CN(N=C6)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BABC07 4-[(5-Methoxybenzimidazol-2-ylthio)methyl]benzoic acid Investigative 672443 C16H14N2O3S 314.4 COC1=CC2=C(C=C1)N=C(N2)SCC3=CC=C(C=C3)C(=O)O IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BACM85 CID 44512094 Investigative 44512094 C27H31N3O4 461.6 C[C@@H](C1=CC=C(C=C1)C2=NN(C(=O)C=C2)C)N3CC[C@](OC3=O)(CC(C)(C)O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BAMH57 (2R,3S,5R)-2,3-Epoxy-6,9-humuladien-5-ol-8-one Investigative 11218910 C15H22O3 250.33 C/C/1=C\\[C@@H](C[C@@]2([C@H](O2)CC(/C=C/C1=O)(C)C)C)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BANG04 2-((4'-Chlorobiphenyl-2-yl)methylsulfinyl)acetamide Investigative 11855008 C15H14ClNO2S 307.8 C1=CC=C(C(=C1)CS(=O)CC(=O)N)C2=CC=C(C=C2)Cl IC50 = 151000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BAT1S0 (4-Fluorophenyl)-[(8R)-8-methyl-3-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]methanone Investigative 122187067 C18H19FN6O2 370.4 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=C(C=C3)F)C4=NC(=NO4)C(C)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BAV37E [6-Fluoro-3-[[2-fluoro-3-(sulfamoylamino)phenyl]methyl]-4-methyl-2-oxochromen-7-yl] N,N-dimethylcarbamate Investigative 24753412 C20H19F2N3O6S 467.4 CC1=C(C(=O)OC2=CC(=C(C=C12)F)OC(=O)N(C)C)CC3=C(C(=CC=C3)NS(=O)(=O)N)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BAW8C9 4-[[2-(3,3-Difluorocyclobutyl)imidazo[4,5-b]pyrazin-3-yl]methyl]-8-fluoro-1H-quinolin-2-one Investigative 49837170 C19H14F3N5O 385.3 C1C(CC1(F)F)C2=NC3=NC=CN=C3N2CC4=CC(=O)NC5=C4C=CC=C5F EC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BAZ27J 2-[(3R)-3-Aminopiperidin-1-yl]-3-[(2-chloro-5-fluorophenyl)methyl]-5-methyl-4-oxoimidazo[4,5-c]quinoline-7-carboxylic acid;hydrochloride Investigative 71461809 C24H24Cl2FN5O3 520.4 CN1C2=C(C=CC(=C2)C(=O)O)C3=C(C1=O)N(C(=N3)N4CCC[C@H](C4)N)CC5=C(C=CC(=C5)F)Cl.Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BB07MW (7R)-7-Hydroxylariciresinol Investigative 10022393 C20H24O7 376.4 COC1=C(C=CC(=C1)[C@@H]2[C@H]([C@H](CO2)[C@H](C3=CC(=C(C=C3)O)OC)O)CO)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BB09ES N'-(1-Piperidin-4-yl-3,4-dihydro-2H-quinolin-6-yl)thiophene-2-carboximidamide;dihydrochloride Investigative 90665208 C19H26Cl2N4S 413.4 C1CC2=C(C=CC(=C2)N=C(C3=CC=CS3)N)N(C1)C4CCNCC4.Cl.Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BB0Q1L N-(4-Ethylphenyl)-N'-hydroxyformamidine Investigative 10130125 C9H12N2O 164.2 CCC1=CC=C(C=C1)N=CNO IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BB1X6S 4-(4-Fluorobenzoyl)-1-[4-(3-piperidin-1-ylpropoxy)phenyl]piperazin-2-one;formic acid Investigative 24748805 C26H32FN3O5 485.5 C1CCN(CC1)CCCOC2=CC=C(C=C2)N3CCN(CC3=O)C(=O)C4=CC=C(C=C4)F.C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BB3H5J 2-[[2-(3,4-Dichlorophenoxy)phenyl]methylsulfinyl]acetamide Investigative 11588489 C15H13Cl2NO3S 358.2 C1=CC=C(C(=C1)CS(=O)CC(=O)N)OC2=CC(=C(C=C2)Cl)Cl IC50 = 89000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BB6P5J 2-[N-[2-[7-Chloro-1-(tetrahydropyran-4-ylmethyl)-1H-indol-3-yl]thiazol-4-ylmethyl]-N-isopropylamino]ethanol Investigative 11453673 C23H30ClN3O2S 448 CC(C)N(CCO)CC1=CSC(=N1)C2=CN(C3=C2C=CC=C3Cl)CC4CCOCC4 IC50 = 97800 nM Poor binder T57392 Debrisoquine 4-hydroxylase BB7N1Z Methyl 4-[[(1R,5S)-6-[[(3-propan-2-ylimidazo[1,5-a]pyridine-1-carbonyl)amino]methyl]-3-azabicyclo[3.1.0]hexan-3-yl]methyl]piperidine-1-carboxylate Investigative 127037819 C25H35N5O3 453.6 CC(C)C1=NC(=C2N1C=CC=C2)C(=O)NCC3[C@H]4[C@@H]3CN(C4)CC5CCN(CC5)C(=O)OC IC50 = 88500 nM Poor binder T57392 Debrisoquine 4-hydroxylase BB92RQ 5-[[5-(4-Fluorophenyl)-4-phenyl-1,2,4-triazol-3-yl]sulfanylmethyl]-3-phenyl-1,2,4-oxadiazole Investigative 2088634 C23H16FN5OS 429.5 C1=CC=C(C=C1)C2=NOC(=N2)CSC3=NN=C(N3C4=CC=CC=C4)C5=CC=C(C=C5)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BBH1C6 2-Amino-6-Bromo-7-(Trifluoromethyl)-1,8-Naphthyridine-3-Carboxamide Investigative 60202329 C10H6BrF3N4O 335.08 C1=C2C=C(C(=NC2=NC(=C1C(=O)N)N)C(F)(F)F)Br IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BBM7D8 6-((1R,2S)-2-Aminocyclohexylamino)-4-(6,7-dihydro-5H-cyclopenta[b]pyridin-2-ylamino)pyridazine-3-carboxamide Investigative 71626971 C19H25N7O 367.4 C1CC[C@H]([C@H](C1)N)NC2=NN=C(C(=C2)NC3=NC4=C(CCC4)C=C3)C(=O)N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BBOL80 (2S)-2-(Methylamino)-N-[5-[7-methyl-2-(2-methylpyrimidin-5-yl)imidazo[1,2-a]pyridin-3-yl]-6-[2-(1-methyl-2-oxoquinolin-6-yl)ethynyl]pyridin-2-yl]propanamide Investigative 118862996 C34H30N8O2 582.7 CC1=CC2=NC(=C(N2C=C1)C3=C(N=C(C=C3)NC(=O)[C@H](C)NC)C#CC4=CC5=C(C=C4)N(C(=O)C=C5)C)C6=CN=C(N=C6)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BBQ60U 2-[[4-[[(3-Fluorophenyl)-phenylcarbamoyl]oxymethyl]cyclohexyl]methoxy]acetic acid Investigative 44234032 C23H26FNO5 415.5 C1CC(CCC1COCC(=O)O)COC(=O)N(C2=CC=CC=C2)C3=CC(=CC=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BBS7K3 2-(2,2-Dimethylpropylsulfanyl)-6-methoxy-1H-benzimidazole Investigative 56953771 C13H18N2OS 250.36 CC(C)(C)CSC1=NC2=C(N1)C=C(C=C2)OC IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BBT8U5 2-[2-(3-Chlorobenzoyl)-3,4-dihydro-1H-pyrido[4,3-b]indol-5-yl]acetic acid Investigative 11610353 C20H17ClN2O3 368.8 C1CN(CC2=C1N(C3=CC=CC=C23)CC(=O)O)C(=O)C4=CC(=CC=C4)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BC0XB2 N-Methyl-pyrimidinone derivative, 11 Investigative 54712015 C20H24FN5O5 433.4 CC(C)(C1=NC(=C(C(=O)N1C)O)C(=O)NCC2=CC=C(C=C2)F)NC(=O)C(=O)N(C)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BC1OB7 4-Fluoro-N-(2-oxo-2-(phenyl(pyridazin-3-yl)methylamino)ethyl)benzamide Investigative 44578960 C20H17FN4O2 364.4 C1=CC=C(C=C1)C(C2=NN=CC=C2)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BC3LF7 2,6-Dichloro-N-[(2R)-2-(8-fluoro-5-methyl-4-oxo-3H-quinazolin-2-yl)-2-(3-fluorophenyl)ethyl]-4-(3-methyl-1,2,4-triazol-1-yl)benzamide Investigative 137028369 C27H20Cl2F2N6O2 569.4 CC1=C2C(=C(C=C1)F)N=C(NC2=O)[C@@H](CNC(=O)C3=C(C=C(C=C3Cl)N4C=NC(=N4)C)Cl)C5=CC(=CC=C5)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BC6UQ0 DprE1-IN-1 Investigative 72792692 C18H21N5O3 355.4 CC1=CC2=C(C(=CN2CC3=C(C(=NC=N3)OC)C)C(=O)NCCO)N=C1 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BC86WX 2-(2-Fluoro-4-chlorophenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid (tetrahydro-pyran-4-ylmethyl)amide Investigative 16719649 C18H17ClF4N4O2 432.8 C1COCCC1CNC(=O)C2=CN=C(N=C2C(F)(F)F)NC3=C(C=C(C=C3)Cl)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BC87MN (S)-(3,5-Dimethyl-phenoxy)-[(S)-2-oxo-5-phenyl-1-(2,4,6-trifluoro-benzyl)-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-5-yl]-acetic acid Investigative 10347783 C32H27F3N2O4 560.6 CC1=CC(=CC(=C1)O[C@H](C(=O)O)[C@@]2(C3=CC=CC=C3N(C(=O)CN2)CC4=C(C=C(C=C4F)F)F)C5=CC=CC=C5)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BCI1Z4 8-[(3-Methylpyridin-2-yl)methyl]-1-(6-oxo-1H-pyrimidin-4-yl)-3-[4-(2-oxo-1H-pyrimidin-5-yl)phenyl]-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 136069563 C28H26N8O4 538.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=O)NC=N4)C5=CC=C(C=C5)C6=CNC(=O)N=C6 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BCJ9M8 5-Amino-N-(2-((2,6-dichloro-N-(2-hydroxyethyl)benzamido)methyl)-3,3,3-trifluoro-2-hydroxypropyl)-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide Investigative 25028375 C23H21Cl2F4N5O4 578.3 C1=CC(=C(C(=C1)Cl)C(=O)N(CCO)CC(CNC(=O)C2=C(N(N=C2)C3=CC=C(C=C3)F)N)(C(F)(F)F)O)Cl IC50 = 54000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BCK0R6 4-[[2-[(5-Cyano-1,3-thiazol-2-yl)amino]-3-methylpyridin-4-yl]methyl]-N-methylpiperazine-1-carboxamide Investigative 5329336 C17H21N7OS 371.5 CC1=C(C=CN=C1NC2=NC=C(S2)C#N)CN3CCN(CC3)C(=O)NC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BCP4T3 4-[[(3Ar,6aS)-5-[2-(trifluoromethyl)phenyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carbonyl]amino]pyridine-3-carboxylic acid Investigative 86304283 C21H20F3N3O3 419.4 C1[C@@H]2CN(C[C@@H]2CC1C3=CC=CC=C3C(F)(F)F)C(=O)NC4=C(C=NC=C4)C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BCWI07 2-[4-[1-(6-Methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]benzoic acid Investigative 57386784 C32H30N6O5 578.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC=CC=C6C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BCWY53 4-[4-[2-Chloro-5-(trifluoromethoxy)phenyl]phenoxy]butanoic acid Investigative 134150245 C17H14ClF3O4 374.7 C1=CC(=CC=C1C2=C(C=CC(=C2)OC(F)(F)F)Cl)OCCCC(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BCX6O3 N-(2-((4-Chlorophenyl)(phenyl)methylamino)-2-oxoethyl)thiophene-3-carboxamide Investigative 24897002 C20H17ClN2O2S 384.9 C1=CC=C(C=C1)C(C2=CC=C(C=C2)Cl)NC(=O)CNC(=O)C3=CSC=C3 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BD04UT 1-(2,4,5-Trimethoxyphenyl)propan-2-one Investigative 3083746 C12H16O4 224.25 CC(=O)CC1=CC(=C(C=C1OC)OC)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BD16RT Harman Investigative 5281404 C12H10N2 182.22 CC1=NC=CC2=C1NC3=CC=CC=C23 Ki = 86000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BD1J2M N-(6,8-Dimethylimidazo[1,2-a]pyrazin-2-yl)-4-(4-methylpiperazin-1-yl)benzamide Investigative 137647660 C20H24N6O 364.4 CC1=CN2C=C(N=C2C(=N1)C)NC(=O)C3=CC=C(C=C3)N4CCN(CC4)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BD3FH7 4-Nitroestrone 3-methyl ether Investigative 100580 C19H23NO4 329.4 C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=C3C=CC(=C4[N+](=O)[O-])OC IC50 = 196000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BD3UX9 Chembl4168669 Investigative 145955289 C14H14Cl2N2OS 329.2 C1=COC(=C1)C2=C(C=NC=C2)C3=CC=C(S3)CN.Cl.Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BD8E3J Quinolinone, 40 Investigative 42618066 C21H14ClF2N3O2S 445.9 CC1=C(SC=N1)C(=O)N(CC2=CC(=O)NC3=C2C=CC(=C3F)F)C4=CC(=CC=C4)Cl EC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BD8EG6 trans-4-[4-(3-Piperidin-1-yl-propoxy)-phenyl]-cyclohexanol Investigative 15940927 C20H31NO2 317.5 C1CCN(CC1)CCCOC2=CC=C(C=C2)C3CCC(CC3)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BD9V8Y N-[7-[Acetyl(ethyl)amino]-4-methoxy-1,3-benzothiazol-2-yl]-2-methylpyrazole-3-carboxamide Investigative 46911060 C17H19N5O3S 373.4 CCN(C1=C2C(=C(C=C1)OC)N=C(S2)NC(=O)C3=CC=NN3C)C(=O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BDSZ24 4-Fluoro-N-[2-[(5-methyl-6-oxo-11H-benzo[c][1]benzazepin-11-yl)methylamino]-2-oxoethyl]benzamide Investigative 44579273 C25H22FN3O3 431.5 CN1C2=CC=CC=C2C(C3=CC=CC=C3C1=O)CNC(=O)CNC(=O)C4=CC=C(C=C4)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BE27TD 2-[(1S,18S,21E,28S,29S,30S)-30-[(2S,4S,5R,6S)-5-(Dimethylamino)-4-hydroxy-4,6-dimethyloxan-2-yl]oxy-52-hydroxy-18-[(1R)-1-hydroxyethyl]-9-methoxy-21-(1-methoxyethylidene)-16,19,26,31,42,46-hexaoxo-32,43,54-trioxa-3,13,23,49-tetrathia-7,17,20,27,45,51,52,55,56,57-decazadecacyclo[26.16.6.229,40.12,5.112,15.122,25.138,41.147,50.06,11.034,39]heptapentaconta-2(57),4,6,8,10,12(56),14,22(55),24,34(39),35,37,40,47,50-pentadecaen-8-yl]-N-(3-morpholin-4-ylpropyl)-1,3-thiazole-4-carboxamide Investigative 44475943 C66H72N14O18S5 1509.7 C[C@H]1[C@H]([C@@](C[C@@H](O1)O[C@H]2[C@@H]3[C@H]4C5=NC(=CS5)C(=O)N[C@@H](COC(=O)C6=C(CO3)C7=C(COC2=O)C=CC=C7N6O)C8=NC(=CS8)C9=NC(=C(C=C9C1=NC(=CS1)C(=O)N[C@H](C(=O)N/C(=C(\\C)/OC)/C1=NC(=CS1)C(=O)N4)[C@@H](C)O)OC)C1=NC(=CS1)C(=O)NCCCN1CCOCC1)(C)O)N(C)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BE2M8Y (R)-8-(3-(2-Methylpyrrolidin-1-yl)propoxy)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one Investigative 16122898 C19H25N3O2 327.4 C[C@@H]1CCCN1CCCOC2=CC3=C(C=C2)N4CCNC(=O)C4=C3 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BE5CA0 N-[6-(2-Chlorophenyl)-5-(4-chlorophenyl)-2-(2-hydroxy-2-methylpropanoyl)furo[2,3-b]pyridin-3-yl]-2-hydroxyacetamide Investigative 10028888 C25H20Cl2N2O5 499.3 CC(C)(C(=O)C1=C(C2=CC(=C(N=C2O1)C3=CC=CC=C3Cl)C4=CC=C(C=C4)Cl)NC(=O)CO)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BE5ZA7 N-Methyl-1-(4-methylphenyl)-N-(thiophen-2-ylmethyl)cyclopropane-1-carboxamide Investigative 71449606 C17H19NOS 285.4 CC1=CC=C(C=C1)C2(CC2)C(=O)N(C)CC3=CC=CS3 IC50 = 72000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BE7U0L 4-(4-{4-[(2-Phenyl-5-trifluoromethyloxazole-4-carbonyl)-amino]phenyl}piperidine-1-carbonyl)-cis-cyclohexanecarboxylic Acid Investigative 25118654 C30H30F3N3O5 569.6 C1CC(CCC1C(=O)N2CCC(CC2)C3=CC=C(C=C3)NC(=O)C4=C(OC(=N4)C5=CC=CC=C5)C(F)(F)F)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BEF6L0 5-(4-Butoxyphenyl)-2H-tetrazole Investigative 3718258 C11H14N4O 218.26 CCCCOC1=CC=C(C=C1)C2=NNN=N2 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BEJ91S CCS(=O)(=O)CCc1c(CN2C(=O)N(C3CC3)c4ccncc24)nc5cc(Cl)ccn15 Investigative 118737725 C21H22ClN5O3S 459.9 CCS(=O)(=O)CCC1=C(N=C2N1C=CC(=C2)Cl)CN3C4=C(C=CN=C4)N(C3=O)C5CC5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BEL6Y1 Chembl4160587 Investigative 138753112 C27H22N4O3 450.5 C1=CC=C(C=C1)[C@@H](CO)NC(=O)C2=CC\\3=C(C=C2)NC(=O)/C3=C(/C4=CC=CC=C4)\\C5=NC=CN5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BEOP15 (4-Fluoro-3-hydroxyphenyl)-(6-hydroxy-1,3-benzothiazol-2-yl)methanone Investigative 56929249 C14H8FNO3S 289.28 C1=CC(=C(C=C1C(=O)C2=NC3=C(S2)C=C(C=C3)O)O)F IC50 = 54000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BER28W (2S,3S,11Bs)-3-butyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-amine Investigative 44431744 C19H30N2O2 318.5 CCCC[C@H]1CN2CCC3=CC(=C(C=C3[C@@H]2C[C@@H]1N)OC)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BF10NO N-(4-Benzylphenyl)-N'-hydroxyformamidine Investigative 20763372 C14H14N2O 226.27 C1=CC=C(C=C1)CC2=CC=C(C=C2)N=CNO IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BF5IQ2 (S)-3-((S)-1-(4-(5-Fluoropyridin-2-yl)phenyl)ethyl)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-1,3-oxazinan-2-one Investigative 44625911 C27H29FN2O3 448.5 C[C@@H](C1=CC=C(C=C1)C2=NC=C(C=C2)F)N3CC[C@](OC3=O)(CC(C)(C)O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BF9GD7 N-(Diphenylmethyl)-2-[(4-fluorophenyl)formamido]acetamide Investigative 18104758 C22H19FN2O2 362.4 C1=CC=C(C=C1)C(C2=CC=CC=C2)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BFKS31 3-[4-(1H-Indazol-6-yl)phenyl]-1-(6-methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 57384237 C32H30N8O3 574.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC7=C(C=C6)C=NN7 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BFNV93 2-Fluoro-N-[3-fluoro-4-[5-(4-morpholin-4-ylbutylamino)-1,3,4-oxadiazol-2-yl]phenyl]benzamide Investigative 57663655 C23H25F2N5O3 457.5 C1COCCN1CCCCNC2=NN=C(O2)C3=C(C=C(C=C3)NC(=O)C4=CC=CC=C4F)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BFOA25 (2S)-N-[5-[2-(6-Methoxypyridin-3-yl)-7-methylimidazo[1,2-a]pyridin-3-yl]-6-[2-(1-methylisoquinolin-6-yl)ethynyl]pyridin-2-yl]-2-(methylamino)propanamide Investigative 118863000 C35H31N7O2 581.7 CC1=CC2=NC(=C(N2C=C1)C3=C(N=C(C=C3)NC(=O)[C@H](C)NC)C#CC4=CC5=C(C=C4)C(=NC=C5)C)C6=CN=C(C=C6)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BFP39D (2R)-2-(1-Benzofuran-5-yl)-2-[(3R,6R)-3-(2,3-dihydro-1H-inden-2-yl)-6-(2-methylpropyl)-2,5-dioxo-1-piperazinyl]-N-(1-methylethyl)ethanamide Investigative 11488952 C30H35N3O4 501.6 CC(C)C[C@@H]1C(=O)N[C@@H](C(=O)N1[C@H](C2=CC3=C(C=C2)OC=C3)C(=O)NC(C)C)C4CC5=CC=CC=C5C4 IC50 = 62000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BFS63R (7S,8S)-Methoxy-3',7-epoxy-8,4'-oxyneolignan-4,9,9'-triol Investigative 11393842 C19H22O6 346.4 COC1=C(C=CC(=C1)[C@H]2[C@@H](OC3=C(O2)C=C(C=C3)CCCO)CO)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BFW54A 5-Amino-N-(2-((N-ethyl-2-(methylsulfonyl)benzamido)methyl)-3,3,3-trifluoro-2-hydroxypropyl)-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide Investigative 44593549 C24H25F4N5O5S 571.5 CCN(CC(CNC(=O)C1=C(N(N=C1)C2=CC=C(C=C2)F)N)(C(F)(F)F)O)C(=O)C3=CC=CC=C3S(=O)(=O)C IC50 = 96000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BFWX86 4-[[6-Methyl-5-[[4-[(5R)-2-oxo-5-(3-chlorophenyl)-3-(tetrahydro-2H-pyran-4-yl)imidazolidine-1-yl]piperidino]methyl]pyridine-2-yl]oxy]benzoic acid Investigative 58834906 C33H37ClN4O5 605.1 CC1=C(C=CC(=N1)OC2=CC=C(C=C2)C(=O)O)CN3CCC(CC3)N4[C@@H](CN(C4=O)C5CCOCC5)C6=CC(=CC=C6)Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BFY1R9 1-(8-(2,6-Dimethylbenzylamino)-2,3-dimethylimidazo[1,2-a]pyridin-6-yl)imidazolidin-2-one Investigative 44583590 C21H25N5O 363.5 CC1=C(C(=CC=C1)C)CNC2=CC(=CN3C2=NC(=C3C)C)N4CCNC4=O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BG03QX 5-(3-{2-[2-Hydroxy-1-(hydroxymethyl)ethyl]-5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl}-1,2,4-oxadiazol-5-yl)-2-[(1-methylethyl)oxy]benzonitrile Investigative 53492750 C25H28N4O4 448.5 CC1=C(C=CC2=C1CCN(C2)C(CO)CO)C3=NOC(=N3)C4=CC(=C(C=C4)OC(C)C)C#N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BG1S9W 2-[(2S)-2-(2,6-Dimethoxyphenyl)morpholin-4-yl]-3-methyl-6-pyrimidin-4-ylpyrimidin-4-one Investigative 57798682 C21H23N5O4 409.4 CN1C(=O)C=C(N=C1N2CCO[C@H](C2)C3=C(C=CC=C3OC)OC)C4=NC=NC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BG1XE8 Taxiresinol Investigative 10088963 C19H22O6 346.4 COC1=C(C=CC(=C1)C[C@H]2CO[C@@H]([C@H]2CO)C3=CC(=C(C=C3)O)O)O IC50 = 68100 nM Poor binder T57392 Debrisoquine 4-hydroxylase BG2FO3 (Rac)-N-(4-(4-Cyanophenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl)isobutyramide Investigative 89846366 C20H21N3O 319.4 CC(C)C(=O)NC1CCCC2=C1C=NC=C2C3=CC=C(C=C3)C#N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BG2S3U (S)-7-Bromo-2-(cyclopropylmethyl)-8-(1-isopropylpiperidin-4-yloxy)-4-methyl-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one Investigative 52948255 C24H32BrN3O2 474.4 C[C@H]1CN(C(=O)C2=CC3=CC(=C(C=C3N12)Br)OC4CCN(CC4)C(C)C)CC5CC5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BG2YO5 [4-(2-Methoxyethyl)piperazin-1-Yl][6-Methyl-7-Nitro-5-(Trifluoromethyl)-1,3-Benzothiazol-2-Yl]methanone Investigative 91971253 C17H19F3N4O4S 432.4 CC1=C(C2=C(C=C1C(F)(F)F)N=C(S2)C(=O)N3CCN(CC3)CCOC)[N+](=O)[O-] IC50 = 58600 nM Poor binder T57392 Debrisoquine 4-hydroxylase BG3L2Y 2-(2-(6-Methylpyridin-3-yloxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-methylnicotinonitrile Investigative 67098566 C19H21N7O 363.4 CC1=NC=C(C=C1)OCCNC2=C(C(=CC(=N2)NC3=NNC(=C3)C)C)C#N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BG8AN2 2,6-Dichloro-N-[(2R)-2-(6-chloro-4-methyl-1H-benzimidazol-2-yl)-2-(3-fluorophenyl)ethyl]-4-(3-methyl-1,2,4-triazol-1-yl)benzamide Investigative 122192990 C26H20Cl3FN6O 557.8 CC1=CC(=CC2=C1N=C(N2)[C@@H](CNC(=O)C3=C(C=C(C=C3Cl)N4C=NC(=N4)C)Cl)C5=CC(=CC=C5)F)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BG8W0I 4-[4-[1-(3-Methoxypyrazin-2-yl)-8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]-3-methylbenzoic acid Investigative 57387539 C33H32N6O5 592.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=NC=CN=C4OC)C5=CC=C(C=C5)C6=C(C=C(C=C6)C(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BGER45 1-(4-((3S,4R)-3-(3-(2-(3,5-Bis(trifluoromethyl)phenyl)propan-2-yl)-1,2,4-oxadiazol-5-yl)-4-(4-fluoro-2-methylphenyl)pyrrolidine-1-carbonyl)piperidin-1-yl)ethanone Investigative 44433802 C32H33F7N4O3 654.6 CC1=C(C=CC(=C1)F)[C@@H]2CN(C[C@H]2C3=NC(=NO3)C(C)(C)C4=CC(=CC(=C4)C(F)(F)F)C(F)(F)F)C(=O)C5CCN(CC5)C(=O)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BGF19N N-(4-Methylphenyl)-N'-hydroxyformamidine Investigative 13163256 C8H10N2O 150.18 CC1=CC=C(C=C1)N=CNO IC50 = 52000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BGI03O (S)-6-(2-Hydroxy-2-methylpropyl)-3-((S)-1-(4-(5-methylpyrazin-2-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-2-one Investigative 58109236 C27H31N3O3 445.6 CC1=CN=C(C=N1)C2=CC=C(C=C2)[C@H](C)N3CC[C@](OC3=O)(CC(C)(C)O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BGI0F1 (S)-6-(2-Hydroxy-2-methylpropyl)-3-((S)-1-(4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-2-one Investigative 44476893 C28H32N2O4 460.6 C[C@@H](C1=CC=C(C=C1)C2=CC(=O)N(C=C2)C)N3CC[C@](OC3=O)(CC(C)(C)O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BGIP98 10-[(3S)-1-Azabicyclo[2.2.2]octan-3-yl]-6-fluoro-1,2,10-triazatricyclo[6.4.1.04,13]trideca-2,4(13),5,7-tetraen-9-one Investigative 66898814 C17H19FN4O 314.36 C1CN2CCC1[C@@H](C2)N3CCN4C5=C(C=C(C=C5C3=O)F)C=N4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BGU01Q SSTR5 antagonist 2 (TFA) Investigative 138377584 C34H36F4N2O7 660.7 CCOC1=CC(=CC(=C1C2=CC=C(C=C2)F)OCC)CN3CCC4(CC3)CC(=O)N(C4)C5=CC=C(C=C5)C(=O)O.C(=O)(C(F)(F)F)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BGX38E 1-[[6-(Dimethylamino)-5-methyl-pyrimidin-4-yl]methyl]-N-(2-hydroxyethyl)-6-methoxy-pyrrolo[3,2-b]pyridine-3-carboxamide Investigative 90467162 C19H24N6O3 384.4 CC1=C(N=CN=C1N(C)C)CN2C=C(C3=C2C=C(C=N3)OC)C(=O)NCCO IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BH12CO N-(2-((2-Chloro-9H-thioxanthen-9-yl)methylamino)-2-oxoethyl)-4-fluorobenzamide Investigative 44579235 C23H18ClFN2O2S 440.9 C1=CC=C2C(=C1)C(C3=C(S2)C=CC(=C3)Cl)CNC(=O)CNC(=O)C4=CC=C(C=C4)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BH1A5C 5-(3,4-Dimethoxyphenyl)-4-methyl-2-[(E)-(4-phenylphenyl)methyleneamino]thiophene-3-carbonitrile Investigative 9554933 C27H22N2O2S 438.5 CC1=C(SC(=C1C#N)/N=C/C2=CC=C(C=C2)C3=CC=CC=C3)C4=CC(=C(C=C4)OC)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BH25PL Methyl N-[(2S)-3-methyl-1-oxo-1-[(2S)-2-[5-[4-[4-(trifluoromethyl)phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]butan-2-yl]carbamate Investigative 71580912 C27H29F3N4O3 514.5 CC(C)[C@@H](C(=O)N1CCC[C@H]1C2=NC=C(N2)C3=CC=C(C=C3)C4=CC=C(C=C4)C(F)(F)F)NC(=O)OC IC50 = 62100 nM Poor binder T57392 Debrisoquine 4-hydroxylase BH4A3Z Tert-Butyl (1-(2-(benzyloxy)-5-chlorobenzyl)-5-methyl-1H-pyrazol-3-yl)carbamate Investigative 11963255 C23H26ClN3O3 427.9 CC1=CC(=NN1CC2=C(C=CC(=C2)Cl)OCC3=CC=CC=C3)NC(=O)OC(C)(C)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BH58GP (2S)-N-(5-Tert-butyl-1,2-oxazol-3-yl)-1-(4-chlorophenyl)pyrrolidine-2-carboxamide Investigative 67953283 C18H22ClN3O2 347.8 CC(C)(C)C1=CC(=NO1)NC(=O)[C@@H]2CCCN2C3=CC=C(C=C3)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BH59SQ 2-[4-[4-[6-[[2-Phenyl-5-(trifluoromethyl)-1,3-oxazole-4-carbonyl]amino]-1H-benzimidazol-2-yl]phenyl]cyclohexyl]acetic acid Investigative 71812623 C32H27F3N4O4 588.6 C1CC(CCC1CC(=O)O)C2=CC=C(C=C2)C3=NC4=C(N3)C=C(C=C4)NC(=O)C5=C(OC(=N5)C6=CC=CC=C6)C(F)(F)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BH5NW1 1-[3-[2,5-Bis(trifluoromethyl)phenyl]phenyl]pyrazole-3,5-dicarboxamide Investigative 50925404 C19H12F6N4O2 442.3 C1=CC(=CC(=C1)N2C(=CC(=N2)C(=O)N)C(=O)N)C3=C(C=CC(=C3)C(F)(F)F)C(F)(F)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BH6LK1 CID 11978858 Investigative 11978858 C22H36N2O 344.5 CN(C)C1CCC(CC1)C2=CC=C(C=C2)OCCCN3CCCCC3 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BH6N3L 3-Propan-2-yl-N-(1-propan-2-ylpiperidin-4-yl)imidazo[1,5-a]pyridine-1-carboxamide Investigative 127041783 C19H28N4O 328.5 CC(C)C1=NC(=C2N1C=CC=C2)C(=O)NC3CCN(CC3)C(C)C IC50 = 50400 nM Poor binder T57392 Debrisoquine 4-hydroxylase BH7OJ2 6-(Pyridin-3-yl)-3,4-dihydroquinolin-2(1H)-one Investigative 13728862 C14H12N2O 224.26 C1CC(=O)NC2=C1C=C(C=C2)C3=CN=CC=C3 IC50 = 171000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BH8I0B Propan-2-yl N-[1-[(5-chloro-2-phenylmethoxyphenyl)methyl]-5-methylpyrazol-3-yl]carbamate Investigative 11962967 C22H24ClN3O3 413.9 CC1=CC(=NN1CC2=C(C=CC(=C2)Cl)OCC3=CC=CC=C3)NC(=O)OC(C)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BHC81Z 6-(7-(2,6-Dimethylbenzylamino)-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridin-5-yl)pyridin-2(1H)-one Investigative 46879553 C23H24N4O 372.5 CC1=C(C(=CC=C1)C)CNC2=C3C(=CC(=N2)C4=CC=CC(=O)N4)C(=C(N3)C)C IC50 = 60000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BHF7W1 Carbamic acid, N-(4-hydroxybutyl)-, 2-(5-((1S)-1-((2-amino-2-methyl-1-oxopropyl)amino)-2-(phenylmethoxy)ethyl)-1H-tetrazol-1-yl)ethyl ester Investigative 23649669 C21H33N7O5 463.5 CC(C)(C(=O)N[C@H](COCC1=CC=CC=C1)C2=NN=NN2CCOC(=O)NCCCCO)N IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BHFA03 CID 49848895 Investigative 49848895 C32H30N6O5 578.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC=C(C=C6)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BHL81D 2-[[(3As,6aR)-5-[2-(trifluoromethyl)phenyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carbonyl]amino]benzoic acid Investigative 73890929 C22H21F3N2O3 418.4 C1[C@@H]2CN(C[C@@H]2CC1C3=CC=CC=C3C(F)(F)F)C(=O)NC4=CC=CC=C4C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BHO69W 6-(Difluoromethoxy)-2-(pyridin-2-ylmethylsulfanyl)-1H-benzimidazole Investigative 56954138 C14H11F2N3OS 307.32 C1=CC=NC(=C1)CSC2=NC3=C(N2)C=C(C=C3)OC(F)F IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BHTI42 2-(2-(4-((Dimethylamino)methyl)-2-methylphenyl)-2-oxoethyl)-5-((5-methoxypyridin-2-yl)methoxy)pyridazin-3(2H)-one Investigative 71714121 C23H26N4O4 422.5 CC1=C(C=CC(=C1)CN(C)C)C(=O)CN2C(=O)C=C(C=N2)OCC3=NC=C(C=C3)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BHU65C CID 49849122 Investigative 49849122 C33H29F3N6O4 630.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=NC=NC(=C4)C(F)(F)F)C5=CC=C(C=C5)C6=C(C=C(C=C6)C(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BHU98D CID 71549767 Investigative 71549767 C20H18N6O2S 406.5 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=C(C=C3)C4=CC=CS4)C5=NC(=NO5)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BHX15E Chembl4227117 Investigative 145968371 C21H22N4O4 394.4 CC(C)OC(=O)[C@H](CN1C=CN=C1)NC(=O)C2=NOC3=C2CCC4=CC=CC=C43 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BHXW01 N-[(8R)-4-(4-Cyanophenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl]propanamide Investigative 89846958 C19H19N3O 305.4 CCC(=O)N[C@@H]1CCCC2=C1C=NC=C2C3=CC=C(C=C3)C#N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BI2OY8 2-(3-Chlorophenylamino)-4-trifluoromethylpyrimidine-5-carboxylic acidcyclopentylmethylamide Investigative 10318708 C18H18ClF3N4O 398.8 C1CCC(C1)CNC(=O)C2=CN=C(N=C2C(F)(F)F)NC3=CC(=CC=C3)Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BI3JK2 3-(6-Chloro-2-fluoro-3-((5-methyl-6-oxo-1,6-dihydropyridazin-3-yl)methyl)phenoxy)-5-fluorobenzonitrile Investigative 18440026 C19H12ClF2N3O2 387.8 CC1=CC(=NNC1=O)CC2=C(C(=C(C=C2)Cl)OC3=CC(=CC(=C3)C#N)F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BI3O2G CID 49848897 Investigative 49848897 C33H32N6O5 592.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=C(C=C(C=C6)C(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BI5P8S 1-((3R,4R)-3-(((S)-3-(4-Fluorobenzyl)piperidin-1-yl)methyl)-1-(1-methylpiperidin-4-yl)piperidin-4-yl)-3-(5-acetyl-4-methylthiazol-2-yl)urea Investigative 21362425 C31H45FN6O2S 584.8 CC1=C(SC(=N1)NC(=O)N[C@@H]2CCN(C[C@H]2CN3CCC[C@H](C3)CC4=CC=C(C=C4)F)C5CCN(CC5)C)C(=O)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BI5XK0 3-(4-Butoxy-phenyl)-isoxazole Investigative 11378954 C13H15NO2 217.26 CCCCOC1=CC=C(C=C1)C2=NOC=C2 IC50 = 85500 nM Poor binder T57392 Debrisoquine 4-hydroxylase BI6KH5 CID 86275207 Investigative 86275207 C16H16N6OS 340.4 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=CC=C3)C4=NC(=NS4)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BI6RQ4 N-(2-((4-Chlorophenyl)(phenyl)methylamino)-2-oxoethyl)-3-phenylpropanamide Investigative 44578914 C24H23ClN2O2 406.9 C1=CC=C(C=C1)CCC(=O)NCC(=O)NC(C2=CC=CC=C2)C3=CC=C(C=C3)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BI9LA7 5-[(3,5-Dichlorophenoxy)methyl]-4-pyrazoline-3-one Investigative 45102767 C10H8Cl2N2O2 259.089 C1=C(C=C(C=C1Cl)Cl)OCC2=CC(=O)NN2 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BIC8T9 3-Methyl-2-(2-oxo-2-phenylethylamino)-6-pyridin-4-yl-3H-pyrimidin-4-one Investigative 10308589 C18H16N4O2 320.3 CN1C(=O)C=C(N=C1NCC(=O)C2=CC=CC=C2)C3=CC=NC=C3 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BIDV06 N-(3-Chlorophenyl)-N-((8-fluoro-2-oxo-1,2-dihydroquinolin-4-yl)methyl)-4-methylthiazole-5-carboxamide Investigative 42618040 C21H15ClFN3O2S 427.9 CC1=C(SC=N1)C(=O)N(CC2=CC(=O)NC3=C2C=CC=C3F)C4=CC(=CC=C4)Cl EC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BIHS86 Kaempferol-3-O-(3-O-acetyl-alpha-L-rhamnopyranoside) Investigative 44559524 C23H22O11 474.4 C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)OC(=O)C)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BIJ7T1 Methyl N-[(1R)-2-[(2S)-2-[[9,9-difluoro-7-[[(2S)-1-[(2R)-2-(methoxycarbonylamino)-2-phenylacetyl]pyrrolidine-2-carbonyl]amino]fluoren-2-yl]carbamoyl]pyrrolidin-1-yl]-2-oxo-1-phenylethyl]carbamate Investigative 92045044 C43H42F2N6O8 808.8 COC(=O)N[C@H](C1=CC=CC=C1)C(=O)N2CCC[C@H]2C(=O)NC3=CC4=C(C=C3)C5=C(C4(F)F)C=C(C=C5)NC(=O)[C@@H]6CCCN6C(=O)[C@@H](C7=CC=CC=C7)NC(=O)OC EC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BIQS65 N-(2-((4-Chlorophenyl)(phenyl)methylamino)-2-oxoethyl)cyclopentanecarboxamide Investigative 44579190 C21H23ClN2O2 370.9 C1CCC(C1)C(=O)NCC(=O)NC(C2=CC=CC=C2)C3=CC=C(C=C3)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BIR0E9 2-[[(3As,6aR)-5-[2-(trifluoromethyl)phenyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carbonyl]amino]pyridine-3-carboxylic acid Investigative 86304441 C21H20F3N3O3 419.4 C1[C@@H]2CN(C[C@@H]2CC1C3=CC=CC=C3C(F)(F)F)C(=O)NC4=C(C=CC=N4)C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BIV5K0 CID 68503758 Investigative 68503758 C25H21FN2O3 416.4 C1CN(CC2=C1N(C3=C2C=C(C=C3)F)CC(=O)O)C(=O)CC4=CC=CC5=CC=CC=C54 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BIWF02 2-(4-Chlorophenyl)-3-hydroxy-8-phenylquinoline-4-carboxylic acid Investigative 16099923 C22H14ClNO3 375.8 C1=CC=C(C=C1)C2=CC=CC3=C(C(=C(N=C32)C4=CC=C(C=C4)Cl)O)C(=O)O IC50 = 151000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BIZE13 (2R)-1,1,1-Trifluoro-2-[5-(3-methylindazol-1-yl)pyridin-3-yl]propan-2-ol Investigative 90252852 C16H14F3N3O 321.3 CC1=NN(C2=CC=CC=C12)C3=CN=CC(=C3)[C@](C)(C(F)(F)F)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJ35GN (4R)-N-[4-[[(2S,5R)-5-[(R)-Hydroxy(pyridin-3-yl)methyl]pyrrolidin-2-yl]methyl]phenyl]-2-methyl-5,6-dihydro-4H-cyclopenta[d][1,3]thiazole-4-carboxamide Investigative 76322044 C25H28N4O2S 448.6 CC1=NC2=C(S1)CC[C@H]2C(=O)NC3=CC=C(C=C3)C[C@@H]4CC[C@@H](N4)[C@@H](C5=CN=CC=C5)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJ3B2V N-(11-Oxo-2-phenylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Investigative 15981007 C21H16N2O3S 376.4 CS(=O)(=O)NC1=CC2=C(C=C1)C=CC3=C(C2=O)C=C(C=N3)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJ3OM6 N-(2-Fluoroethyl)-1-((6-methoxy-5-methylpyrimidin-4-yl)methyl)-6-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide Investigative 72792633 C18H20FN5O2 357.4 CC1=CC2=C(C(=CN2CC3=C(C(=NC=N3)OC)C)C(=O)NCCF)N=C1 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJ53QF 4-Fluoro-N-(2-oxo-2-(phenyl(3-(trifluoromethyl)phenyl)methylamino)ethyl)benzamide Investigative 24899995 C23H18F4N2O2 430.4 C1=CC=C(C=C1)C(C2=CC(=CC=C2)C(F)(F)F)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJ65KB 3-Chloro-4-[4-[1-(6-methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]benzoic acid Investigative 57386785 C32H29ClN6O5 613.1 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=C(C=C(C=C6)C(=O)O)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJ7SO5 1-((3S,4S)-4-(((S)-3-(4-Fluorobenzyl)piperidin-1-yl)methyl)piperidin-3-yl)-3-(5-acetyl-4-methylthiazol-2-yl)urea Investigative 44445847 C25H34FN5O2S 487.6 CC1=C(SC(=N1)NC(=O)N[C@@H]2CNCC[C@H]2CN3CCC[C@H](C3)CC4=CC=C(C=C4)F)C(=O)C IC50 = 56000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJ7Y3X 9-(1-Isopropyl-piperidin-4-yloxy)-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indol-1-one Investigative 16679701 C20H27N3O2 341.4 CC(C)N1CCC(CC1)OC2=CC3=C(C=C2)N4CCCNC(=O)C4=C3 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJAG19 2-(3-Chloroanilino)-N-(cyclohexylmethyl)-4-(trifluoromethyl)pyrimidine-5-carboxamide Investigative 10364379 C19H20ClF3N4O 412.8 C1CCC(CC1)CNC(=O)C2=CN=C(N=C2C(F)(F)F)NC3=CC(=CC=C3)Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJBH34 2-Pyridinecarboxylic acid, 6-((5-chloro-2-((4-chloro-2-fluorophenyl)methoxy)phenyl)methyl)-, sodium salt Investigative 23696973 C20H13Cl2FNNaO3 428.2 C1=CC(=NC(=C1)C(=O)[O-])CC2=C(C=CC(=C2)Cl)OCC3=C(C=C(C=C3)Cl)F.[Na+] IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJCN58 4-Fluoro-N-(2-oxo-2-(phenyl(m-tolyl)methylamino)ethyl)benzamide Investigative 24900236 C23H21FN2O2 376.4 CC1=CC(=CC=C1)C(C2=CC=CC=C2)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJK7B6 6-[5-(Cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(cyclopropylmethyl)pyridine-3-carboxamide Investigative 21914667 C21H22FN3O2 367.4 CC1=C(C=C(C=C1F)C(=O)NC2CC2)C3=NC=C(C=C3)C(=O)NCC4CC4 IC50 ~ 63095.73 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJU09Z 7-Chloro-2-ethyl-N-[[4-[4-[4-(trifluoromethoxy)phenyl]piperidin-1-yl]phenyl]methyl]imidazo[1,2-a]pyridine-3-carboxamide Investigative 68234870 C29H28ClF3N4O2 557 CCC1=C(N2C=CC(=CC2=N1)Cl)C(=O)NCC3=CC=C(C=C3)N4CCC(CC4)C5=CC=C(C=C5)OC(F)(F)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJV85F 2-[(2R)-4-Benzoyl-2-methylpiperazin-1-yl]-3-methyl-6-pyrimidin-4-ylpyrimidin-4-one Investigative 25005270 C21H22N6O2 390.4 C[C@@H]1CN(CCN1C2=NC(=CC(=O)N2C)C3=NC=NC=C3)C(=O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BJX17E Methyl N-[(1R)-2-[(2S)-2-[[7-[[(2S)-1-[(2R)-2-(methoxycarbonylamino)-2-phenylacetyl]pyrrolidine-2-carbonyl]amino]-9,9-dimethylfluoren-2-yl]carbamoyl]pyrrolidin-1-yl]-2-oxo-1-phenylethyl]carbamate Investigative 118861736 C45H48N6O8 800.9 CC1(C2=C(C=CC(=C2)NC(=O)[C@@H]3CCCN3C(=O)[C@@H](C4=CC=CC=C4)NC(=O)OC)C5=C1C=C(C=C5)NC(=O)[C@@H]6CCCN6C(=O)[C@@H](C7=CC=CC=C7)NC(=O)OC)C EC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BK0I8X N-(4-Propoxyphenyl)-N'-hydroxyformamidine Investigative 10219789 C10H14N2O2 194.23 CCCOC1=CC=C(C=C1)N=CNO IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BK0VJ8 (R)-2-(Cyclopropylmethyl)-8-(1-isopropylpiperidin-4-yloxy)-3-methyl-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one Investigative 46945057 C24H33N3O2 395.5 C[C@@H]1CN2C3=C(C=C(C=C3)OC4CCN(CC4)C(C)C)C=C2C(=O)N1CC5CC5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BK6AR1 8,8-Dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenyloxy)-8-azoniabicyclo[3.2.1]octane Investigative 24834032 C24H28NO+ 346.5 C[N+]1(C2CCC1CC(C2)OC3C4=CC=CC=C4C=CC5=CC=CC=C35)C IC50 = 60000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BK80FJ N-(4-Chlorophenyl)-6-[(6,7-dimethoxyquinolin-4-yl)oxy]naphthalene-1-carboxamide Investigative 24757938 C28H21ClN2O4 484.9 COC1=CC2=C(C=CN=C2C=C1OC)OC3=CC4=C(C=C3)C(=CC=C4)C(=O)NC5=CC=C(C=C5)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BK8OA0 Magnosalin Investigative 10454589 C24H32O6 416.5 C[C@@H]1[C@H]([C@H]([C@@H]1C2=CC(=C(C=C2OC)OC)OC)C3=CC(=C(C=C3OC)OC)OC)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BKC3M7 5-[(5-Biphenyl-4-yl-6-chloro-1H-benzimidazol-2-yl)oxy]-2-methylbenzoic acid Investigative 45256689 C27H19ClN2O3 454.9 CC1=C(C=C(C=C1)OC2=NC3=C(N2)C=C(C(=C3)C4=CC=C(C=C4)C5=CC=CC=C5)Cl)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BKE7A3 N-((3r,5s)-1-(Benzofuran-3-Carbonyl)-5-(Ethylcarbamoyl)pyrrolidin-3-Yl)-3-Ethyl-1-Methyl-1h-Pyrazole-5-Carboxamide Investigative 72725792 C23H27N5O4 437.5 CCC1=NN(C(=C1)C(=O)N[C@@H]2C[C@H](N(C2)C(=O)C3=COC4=CC=CC=C43)C(=O)NCC)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BKNO32 Chembl4177457 Investigative 72950813 C19H18ClN5O3S 431.9 CS(=O)(=O)C1=NN(C2=C1C=CN=C2)CC3=NC4=C(N3CC5COC5)C=CC(=C4)Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BKOH24 [2-(Naphthalene-1-carbonyl)-1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-yl]-acetic acid Investigative 11653874 C24H20N2O3 384.4 C1CN(CC2=C1N(C3=CC=CC=C23)CC(=O)O)C(=O)C4=CC=CC5=CC=CC=C54 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BKU3J5 2-Dimethylaminomethyl-9-hydroxythieno[2,3-c]isoquinolin-5(4H)-one hydrobromide Investigative 67072266 C14H15BrN2O2S 355.25 CN(C)CC1=CC2=C(S1)NC(=O)C3=C2C(=CC=C3)O.Br IC50 = 170000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BKZ65M CID 86272102 Investigative 86272102 C16H12F4N6OS 412.4 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=C(C=C3)F)C4=NC(=NS4)C(F)(F)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BL6ZM8 N-(4-Butoxyphenyl)-N''-hydroxyimidoformamide Investigative 20763385 C11H16N2O2 208.26 CCCCOC1=CC=C(C=C1)N=CNO IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BL8G4T [(8R)-8-Methyl-3-(6-methylpyrazin-2-yl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-(4-thiophen-2-ylphenyl)methanone Investigative 118735353 C22H20N6OS 416.5 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=C(C=C3)C4=CC=CS4)C5=NC(=CN=C5)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BL9O8V Chembl4167560 Investigative 145952745 C9H12Cl2N2O 235.11 COC1=C(C=NC=C1)C#CCN.Cl.Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BLBD75 (5-Pyrid-3-ylthien-2-YL)methylamine Investigative 11206290 C10H10N2S 190.27 C1=CC(=CN=C1)C2=CC=C(S2)CN Ki = 84500 nM Poor binder T57392 Debrisoquine 4-hydroxylase BLF2V0 JTZ-951 HCl Investigative 67049587 C17H17ClN4O4 376.8 C1=CC=C(C=C1)CCC2=CC(=O)C(=C3N2NC=N3)C(=O)NCC(=O)O.Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BLK3C6 2-[(4R)-4-[(5-Ethylsulfonyl-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl]-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl]benzamide Investigative 44545482 C23H26F3N3O4S 497.5 CCS(=O)(=O)C1=NC=C2C(=C1)C=C(N2)C[C@](CC(C)(C)C3=CC=CC=C3C(=O)N)(C(F)(F)F)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BLQK90 DprE1-IN-2 Investigative 90467014 C19H24N6O2 368.4 CC1=CC2=C(C(=CN2CC3=C(C(=NC=N3)N(C)C)C)C(=O)NCCO)N=C1 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BLS18O cis-2,6-Dimethyl-4-(6-(5-(1-methylcyclopropoxy)-1H-indazol-3-yl)pyrimidin-4-yl)morpholine Investigative 78319901 C21H25N5O2 379.5 C[C@@H]1CN(C[C@@H](O1)C)C2=NC=NC(=C2)C3=NNC4=C3C=C(C=C4)OC5(CC5)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BLS90I 2-[[(3As,6aR)-5-[2-(trifluoromethyl)phenyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carbonyl]amino]-5-methoxybenzoic acid Investigative 86304284 C23H23F3N2O4 448.4 COC1=CC(=C(C=C1)NC(=O)N2C[C@H]3CC(C[C@H]3C2)C4=CC=CC=C4C(F)(F)F)C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BLUE24 Abelcet Investigative 118705500 C47H73NO17 924.1 C[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H](C[C@H]([C@@H](CC[C@H](C[C@H](CC(=O)O[C@H]([C@@H]([C@@H]1O)C)C)O)O)O)O)O)O)O)C(=O)O)O[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)O)N)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BLWN62 5-(3-Cyclopropylpropyl)-2-(difluoromethyl)-3H-pyrano[2,3-d]pyrimidine-4,7-dione Investigative 51346919 C14H14F2N2O3 296.27 C1CC1CCCC2=CC(=O)OC3=C2C(=O)NC(=N3)C(F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BLZM01 N-Hydroxy-2-[(1S,5R)-6-(naphthalen-2-ylmethylamino)-3-azabicyclo[3.1.0]hexan-3-yl]pyrimidine-5-carboxamide Investigative 49856926 C21H21N5O2 375.4 C1[C@@H]2[C@@H](C2NCC3=CC4=CC=CC=C4C=C3)CN1C5=NC=C(C=N5)C(=O)NO IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BM0JA4 N-({[(4-Chloro-phenyl)-phenyl-methyl]-carbamoyl}-methyl)-acetamide Investigative 44579191 C17H17ClN2O2 316.8 CC(=O)NCC(=O)NC(C1=CC=CC=C1)C2=CC=C(C=C2)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BM1F0Z 2-[2-(4-Ethylsulfonyl-2-methylphenyl)-4-(trifluoromethyl)phenoxy]acetic acid Investigative 53359023 C18H17F3O5S 402.4 CCS(=O)(=O)C1=CC(=C(C=C1)C2=C(C=CC(=C2)C(F)(F)F)OCC(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BM1T2J N-((4,6-Dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(ethyl((1r,4r)-4-((2-methoxyethyl)(methyl)amino)cyclohexyl)amino)-2-methyl-5-(3-morpholinoprop-1-yn-1-yl)benzamide Investigative 73670548 C35H51N5O4 605.8 CCN(C1CCC(CC1)N(C)CCOC)C2=CC(=CC(=C2C)C(=O)NCC3=C(C=C(NC3=O)C)C)C#CCN4CCOCC4 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BM1Y2I 1-(2,4,5-Trimethoxyphenyl)-1,2-propanedione Investigative 15172937 C12H14O5 238.24 CC(=O)C(=O)C1=CC(=C(C=C1OC)OC)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BM2L9U 3-Hydroxy-2-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenyl)-2,3-dihydroinden-1-one Investigative 44409480 C24H18O2 338.4 C1=CC=C2C(C3=CC=CC=C3C=CC2=C1)C4C(C5=CC=CC=C5C4=O)O IC50 = 60000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BM56JK [2'-[(Cyclopropanecarbonyl-ethyl-amino)-methyl]-4'-(6-ethoxy-pyridin-3-yl)-6-methoxy-biphenyl-3-yl]-acetic acid sodium salt Investigative 50901657 C29H31N2NaO5 510.6 CCN(CC1=C(C=CC(=C1)C2=CN=C(C=C2)OCC)C3=C(C=CC(=C3)CC(=O)[O-])OC)C(=O)C4CC4.[Na+] IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BM5DW8 2-[8-Fluoro-2-[2-(1H-indol-3-yl)acetyl]-3,4-dihydro-1H-pyrido[4,3-b]indol-5-yl]acetic acid Investigative 71733911 C23H20FN3O3 405.4 C1CN(CC2=C1N(C3=C2C=C(C=C3)F)CC(=O)O)C(=O)CC4=CNC5=CC=CC=C54 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BM62RI (S)-2-(2-Bromo-3-oxo-spiro[3.5]non-1-en-1-ylamino)-3-[4-(2-pyridin-3-yl-imidazo[4,5-b]pyridin-3-yl)-phenyl]-propionic acid Investigative 24988956 C29H26BrN5O3 572.5 C1CCC2(CC1)C(=C(C2=O)Br)N[C@@H](CC3=CC=C(C=C3)N4C5=C(C=CC=N5)N=C4C6=CN=CC=C6)C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BM6FD8 8-[(3-Methylpyridin-2-yl)methyl]-3-[4-(2-oxoazetidin-1-yl)phenyl]-1-(6-oxo-1H-pyrimidin-4-yl)-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 136069522 C27H27N7O4 513.5 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=O)NC=N4)C5=CC=C(C=C5)N6CCC6=O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BM7ZW8 2,5-Bis(3,5-di-tert-butyl-4-hydroxybenzylidene)cyclopentanone Investigative 10791993 C35H48O3 516.799 CC(C1=CC(=CC(=C1O)C(C)(C)C)/C=C\\2/C(=O)/C(=C/C3=CC(=C(C(=C3)C(C)(C)C)O)C(C)(C)C)/CC2)(C)C IC50 = 118700 nM Poor binder T57392 Debrisoquine 4-hydroxylase BM80DQ 4-[3-((R)-1-Naphthalen-1-yl-ethylamino)-cyclopentyl]-benzoic acid Investigative 68778190 C24H25NO2 359.5 C[C@H](C1=CC=CC2=CC=CC=C21)NC3CCC(C3)C4=CC=C(C=C4)C(=O)O IC50 = 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BM8U6J (3R,4S)-N-(3,5-Bis(trifluoromethyl)benzyl)-4-(4-fluoro-2-methylphenyl)-N-methyl-1-(2-methylpyrazine-5-carbonyl)pyrrolidine-3-carboxamide Investigative 44433799 C28H25F7N4O2 582.5 CC1=C(C=CC(=C1)F)[C@H]2CN(C[C@@H]2C(=O)N(C)CC3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F)C(=O)C4=NC=C(N=C4)C IC50 = 73000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BM95EQ Chembl4128835 Investigative 145960490 C24H28Cl2N2O2 447.4 C[C@H](C1=CC=CC2=CC=CC=C21)N[C@H]3CCN(C3)C4=CC=C(C=C4)CC(=O)O.Cl.Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BME6S3 Hdac inhibitor CHR-3996 Investigative 49857317 C20H19FN6O2 394.4 C1[C@@H]2[C@@H](C2NCC3=NC4=C(C=C3)C=C(C=C4)F)CN1C5=NC=C(C=N5)C(=O)NO IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BMK09X 2-[5-Fluoro-2-methyl-3-(1-oxo-2-propan-2-ylisoquinolin-4-yl)indol-1-yl]acetic acid Investigative 57505249 C23H21FN2O3 392.4 CC1=C(C2=C(N1CC(=O)O)C=CC(=C2)F)C3=CN(C(=O)C4=CC=CC=C43)C(C)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BML4X5 (2R)-2-(2,4-Difluorophenyl)-2-[(3R,6R)-3-(2,3-dihydro-1H-inden-2-yl)-6-(2-methylpropyl)-2,5-dioxo-1-piperazinyl]-N,N-dimethylethanamide Investigative 11465834 C27H31F2N3O3 483.5 CC(C)C[C@@H]1C(=O)N[C@@H](C(=O)N1[C@H](C2=C(C=C(C=C2)F)F)C(=O)N(C)C)C3CC4=CC=CC=C4C3 IC50 = 66000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BMR05V 5-(4-Butoxy-phenyl)-3-methyl-isoxazole Investigative 11253245 C14H17NO2 231.29 CCCCOC1=CC=C(C=C1)C2=CC(=NO2)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BMU4R1 2-[2-[(5-Acetyl-2-methoxyphenyl)methylsulfanyl]-5-fluorobenzimidazol-1-yl]acetic acid Investigative 11682521 C19H17FN2O4S 388.4 CC(=O)C1=CC(=C(C=C1)OC)CSC2=NC3=C(N2CC(=O)O)C=CC(=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BMW0U2 2-[(5-Chloro-3-{[(3,4-dichlorophenyl)sulfonyl]amino}-2-pyridinyl)oxy]benzoic acid Investigative 16124598 C18H11Cl3N2O5S 473.7 C1=CC=C(C(=C1)C(=O)O)OC2=C(C=C(C=N2)Cl)NS(=O)(=O)C3=CC(=C(C=C3)Cl)Cl IC50 = 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BMZ8E7 8-[(3-Methylpyridin-2-yl)methyl]-1-(6-oxo-1H-pyrimidin-4-yl)-3-(4-pyrazol-1-ylphenyl)-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 136069524 C27H26N8O3 510.5 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=O)NC=N4)C5=CC=C(C=C5)N6C=CC=N6 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BN0T6U CID 44517795 Investigative 44517795 C22H15F3N4O5 472.4 C1CN(C2=C1C=C(C=C2)C3=NOC(=N3)C4=CC(=CC(=C4)C#N)OC(F)(F)F)C(=O)CCC(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BN1A7L Pyridine, 3-(1-methyl-1H-imidazol-4-yl)- Investigative 11344157 C9H9N3 159.19 CN1C=C(N=C1)C2=CN=CC=C2 Ki = 102000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BN6SC4 CID 49849002 Investigative 49849002 C31H28N6O4 548.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=NC=NC=C4)C5=CC=C(C=C5)C6=CC=C(C=C6)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BN70HE Propan-2-yl (2S)-2-[[[(2R,3R,4S,5R)-4-chloro-5-(2,4-dioxopyrimidin-1-yl)-4-fluoro-3-hydroxyoxolan-2-yl]methoxy-phenoxyphosphoryl]amino]propanoate Investigative 91754658 C21H26ClFN3O9P 549.9 C[C@@H](C(=O)OC(C)C)NP(=O)(OC[C@@H]1[C@H]([C@]([C@@H](O1)N2C=CC(=O)NC2=O)(F)Cl)O)OC3=CC=CC=C3 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BN8MJ0 CID 90417914 Investigative 90417914 C23H23N5O2S 433.5 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=C(C=C3)C4=CC=CS4)C5=COC(=N5)C(C)C IC50 = 65000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BN9Q8L Methyl N-[(2S)-1-[(2S)-2-[5-chloro-4-[4-[4-[5-chloro-2-[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-4-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate Investigative 53251325 C40H48Cl2N8O6 807.8 CC(C)[C@@H](C(=O)N1CCC[C@H]1C2=NC(=C(N2)Cl)C3=CC=C(C=C3)C4=CC=C(C=C4)C5=C(NC(=N5)[C@@H]6CCCN6C(=O)[C@H](C(C)C)NC(=O)OC)Cl)NC(=O)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BNCP04 (2S)-N-(3-Tert-butyl-1,2-oxazol-5-yl)-5-oxo-1-[4-(trifluoromethyl)phenyl]pyrrolidine-2-carboxamide Investigative 67953330 C19H20F3N3O3 395.4 CC(C)(C)C1=NOC(=C1)NC(=O)[C@@H]2CCC(=O)N2C3=CC=C(C=C3)C(F)(F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BND4U5 (2R,3R,5R)-2,3-Epoxy-6,9-humuladien-5-ol-8-one Investigative 11357143 C15H22O3 250.33 C/C/1=C\\[C@@H](C[C@]2([C@H](O2)CC(/C=C/C1=O)(C)C)C)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BNF6V9 [(8R)-8-Methyl-3-[2-(trifluoromethyl)-1,3-thiazol-4-yl]-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-(4-thiophen-2-ylphenyl)methanone Investigative 118735354 C21H16F3N5OS2 475.5 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=C(C=C3)C4=CC=CS4)C5=CSC(=N5)C(F)(F)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BNI9Y2 Chembl4127941 Investigative 145962388 C19H19FN4O4 386.4 CC(C)OC(=O)[C@H](CN1C=CN=C1)NC(=O)C2=NOC(=C2)C3=CC=CC=C3F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BNJ4B7 2-[(7R)-3,4-Difluoro-7-[(4-fluorophenyl)sulfonyl-methylamino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetic acid Investigative 53319320 C21H19F3N2O4S 452.4 CN([C@@H]1CCC2=C(C3=C(N2C1)C(=C(C=C3)F)F)CC(=O)O)S(=O)(=O)C4=CC=C(C=C4)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BNQM63 N-(2-((4-Chlorophenyl)(phenyl)methylamino)-2-oxoethyl)-4-fluorobenzamide Investigative 24899993 C22H18ClFN2O2 396.8 C1=CC=C(C=C1)C(C2=CC=C(C=C2)Cl)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BNR5J4 1,3-Bis(2-phenylethyl)pyrimidine-2,4,6(1H,3H,5H)-trione Investigative 2187415 C20H20N2O3 336.4 C1C(=O)N(C(=O)N(C1=O)CCC2=CC=CC=C2)CCC3=CC=CC=C3 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BNTL71 Isolariciresinol Investigative 160521 C20H24O6 360.4 COC1=C(C=C2[C@@H]([C@H]([C@@H](CC2=C1)CO)CO)C3=CC(=C(C=C3)O)OC)O IC50 = 97700 nM Poor binder T57392 Debrisoquine 4-hydroxylase BNZ3F9 4-Fluoro-N-(2-oxo-2-(phenyl(pyrimidin-2-yl)methylamino)ethyl)benzamide Investigative 44578961 C20H17FN4O2 364.4 C1=CC=C(C=C1)C(C2=NC=CC=N2)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BNZB41 (S)-3-((S)-1-(4-(2,6-Dimethylpyridin-4-yl)phenyl)ethyl)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-1,3-oxazinan-2-one Investigative 58109729 C29H34N2O3 458.6 CC1=CC(=CC(=N1)C)C2=CC=C(C=C2)[C@H](C)N3CC[C@](OC3=O)(CC(C)(C)O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BO0BF7 2-[1-[(2-Chlorophenyl)methyl]-2-methyl-5-methylsulfanylindol-3-yl]ethanamine Investigative 408974 C19H21ClN2S 344.9 CC1=C(C2=C(N1CC3=CC=CC=C3Cl)C=CC(=C2)SC)CCN IC50 = 71000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BO2X3C N-(2-Hydroxyethyl)-6-methoxy-1-[(6-methoxy-5-methyl-pyrimidin-4-yl)methyl]pyrrolo[3,2-b]pyridine-3-carboxamide Investigative 90467159 C18H21N5O4 371.4 CC1=C(N=CN=C1OC)CN2C=C(C3=C2C=C(C=N3)OC)C(=O)NCCO IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BO3HW7 N~1~-[(10S)-2-{[(4-Fluorophenyl)methyl]carbamoyl}-3-hydroxy-4-oxo-4,6,7,8,9,10-hexahydropyrimido[1,2-a]azepin-10-yl]-N~1~,N~2~,N~2~-trimethylethanediamide Investigative 54716246 C22H26FN5O5 459.5 CN(C)C(=O)C(=O)N(C)[C@H]1CCCCN2C1=NC(=C(C2=O)O)C(=O)NCC3=CC=C(C=C3)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BO5EA2 6-[5-(Cyclopropylcarbamoyl)-2-Methylphenyl]-N-(Cyclopropylmethyl)pyridine-3-Carboxamide Investigative 21914519 C21H23N3O2 349.4 CC1=C(C=C(C=C1)C(=O)NC2CC2)C3=NC=C(C=C3)C(=O)NCC4CC4 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BO69VC Vibegron Investigative 44472635 C26H28N4O3 444.5 C1C[C@@H](N[C@@H]1CC2=CC=C(C=C2)NC(=O)[C@@H]3CCC4=NC=CC(=O)N34)[C@@H](C5=CC=CC=C5)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BO6MY0 1-(5-Isoquinolin-4-yl-2,3-dihydroindol-1-yl)propan-1-one Investigative 73603344 C20H18N2O 302.4 CCC(=O)N1CCC2=C1C=CC(=C2)C3=CN=CC4=CC=CC=C43 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BO7C0I 4-({(2s)-2-[2-(4-Chlorophenyl)-5,6-Difluoro-1h-Benzimidazol-1-Yl]-2-Cyclohexylacetyl}amino)-3-Methylbenzoic Acid Investigative 49837867 C29H26ClF2N3O3 538 CC1=C(C=CC(=C1)C(=O)O)NC(=O)[C@H](C2CCCCC2)N3C4=CC(=C(C=C4N=C3C5=CC=C(C=C5)Cl)F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BO7T8N 2-(3-Chloro-2-fluoroanilino)-N-(oxan-4-ylmethyl)-4-(trifluoromethyl)pyrimidine-5-carboxamide Investigative 10071498 C18H17ClF4N4O2 432.8 C1COCCC1CNC(=O)C2=CN=C(N=C2C(F)(F)F)NC3=C(C(=CC=C3)Cl)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BO8E6H 1-[(2-Chloroquinolin-3-Yl)methyl]-6-Fluoro-5-Methyl-3-(2-Oxo-1,2-Dihydropyridin-3-Yl)-1h-Indole-2-Carboxylic Acid Investigative 25226377 C25H17ClFN3O3 461.9 CC1=CC2=C(C=C1F)N(C(=C2C3=CC=CNC3=O)C(=O)O)CC4=CC5=CC=CC=C5N=C4Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BO8Y6E 6-(4-((S)-1-((S)-6-(2-Hydroxy-2-methylpropyl)-2-oxo-6-phenyl-1,3-oxazinan-3-yl)ethyl)phenyl)nicotinamide Investigative 58109674 C28H31N3O4 473.6 C[C@@H](C1=CC=C(C=C1)C2=NC=C(C=C2)C(=O)N)N3CC[C@](OC3=O)(CC(C)(C)O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BOA94H FC1=C2C(=NN(C2=CC=C1)C=1C=C(C=NC1)C(C)(C)O)C Investigative 118496546 C16H16FN3O 285.32 CC1=NN(C2=C1C(=CC=C2)F)C3=CN=CC(=C3)C(C)(C)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BOF0B8 N-(3-Chlorophenyl)-N-((8-fluoro-2-oxo-1,2-dihydroquinolin-4-yl)methyl)isobutyramide Investigative 42618054 C20H18ClFN2O2 372.8 CC(C)C(=O)N(CC1=CC(=O)NC2=C1C=CC=C2F)C3=CC(=CC=C3)Cl EC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BOI7T8 2-(4-Hydroxybutoxymethyl)-3-methyl-1H-quinolin-4-one Investigative 57396250 C15H19NO3 261.32 CC1=C(NC2=CC=CC=C2C1=O)COCCCCO IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BOI8G6 5-(4-Butoxy-phenyl)-3-methyl-1H-pyrazole Investigative 11379226 C14H18N2O 230.31 CCCCOC1=CC=C(C=C1)C2=NNC(=C2)C IC50 = 81600 nM Poor binder T57392 Debrisoquine 4-hydroxylase BON3M1 [2-(5-Fluoropyridin-2-yl)-6,7-dihydro-4H-[1,3]oxazolo[4,5-c]pyridin-5-yl]-phenylmethanone Investigative 74221949 C18H14FN3O2 323.3 C1CN(CC2=C1OC(=N2)C3=NC=C(C=C3)F)C(=O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BOW6R3 2-[(7R)-3-Fluoro-7-[(4-fluorophenyl)sulfonyl-methylamino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetic acid Investigative 53317957 C21H20F2N2O4S 434.5 CN([C@@H]1CCC2=C(C3=C(N2C1)C=C(C=C3)F)CC(=O)O)S(=O)(=O)C4=CC=C(C=C4)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BOWU17 (8)-Gingerol Investigative 168114 C19H30O4 322.4 CCCCCCC[C@@H](CC(=O)CCC1=CC(=C(C=C1)O)OC)O IC50 = 74500 nM Poor binder T57392 Debrisoquine 4-hydroxylase BOX32M 3-[4-(1H-Indazol-5-yl)phenyl]-1-(6-methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 57384238 C32H30N8O3 574.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC7=C(C=C6)NN=C7 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BOY1I6 1-[(2S)-4-[(3S)-3-[(4-Fluorophenyl)methyl]piperidin-1-yl]-4-oxobutan-2-yl]-3-[3-(1-methyltetrazol-5-yl)phenyl]urea Investigative 44455819 C25H30FN7O2 479.5 C[C@@H](CC(=O)N1CCC[C@H](C1)CC2=CC=C(C=C2)F)NC(=O)NC3=CC=CC(=C3)C4=NN=NN4C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BOY54G 4-Fluoro-N-(2-oxo-2-(phenyl(o-tolyl)methylamino)ethyl)benzamide Investigative 44579232 C23H21FN2O2 376.4 CC1=CC=CC=C1C(C2=CC=CC=C2)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BP1EH4 4-[9-(5-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1,4-benzoxazepin-4(5H)-yl]butanoic acid Investigative 44129065 C24H26ClN3O5 471.9 CC(C)OC1=C(C=C(C=C1)C2=NC(=NO2)C3=CC=CC4=C3OCCN(C4)CCCC(=O)O)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BP4JD9 8-[(3-Methylpyridin-2-yl)methyl]-1-(6-oxo-1H-pyrimidin-4-yl)-3-(4-phenylphenyl)-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 136069494 C30H28N6O3 520.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=O)NC=N4)C5=CC=C(C=C5)C6=CC=CC=C6 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BP7S5J 3-[4-[5-(Methoxymethyl)-1,2,4-oxadiazol-3-yl]phenyl]-8-[(3-methylpyridin-2-yl)methyl]-1-(6-oxo-1H-pyrimidin-4-yl)-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 136069523 C28H28N8O5 556.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=O)NC=N4)C5=CC=C(C=C5)C6=NOC(=N6)COC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BPDQ51 3,4-Dichloro-N-[5-chloro-2-(2-methylpyridin-3-yl)oxypyridin-3-yl]benzenesulfonamide Investigative 49798461 C17H12Cl3N3O3S 444.7 CC1=C(C=CC=N1)OC2=C(C=C(C=N2)Cl)NS(=O)(=O)C3=CC(=C(C=C3)Cl)Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BPE40Y (1alpha,2beta,5alpha,8alpha,10alpha)-1,10-Epoxy-2-hydroxy-3,7(11)-guaiadien-12,8-olide Investigative 11299991 C15H18O4 262.3 CC1=C[C@H]([C@]23[C@H]1CC4=C(C(=O)O[C@H]4C[C@]2(O3)C)C)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BPE7O1 4-[3-Oxo-4-[4-(3-piperidin-1-ylpropoxy)phenyl]piperazine-1-carbonyl]benzonitrile;hydrochloride Investigative 24749608 C26H31ClN4O3 483 C1CCN(CC1)CCCOC2=CC=C(C=C2)N3CCN(CC3=O)C(=O)C4=CC=C(C=C4)C#N.Cl IC50 = 77000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BPF14T 4-Fluoro-N-(2-oxo-2-(phenyl(thiazol-2-yl)methylamino)ethyl)benzamide Investigative 44579234 C19H16FN3O2S 369.4 C1=CC=C(C=C1)C(C2=NC=CS2)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BPK17F Chembl4169504 Investigative 135314107 C22H31N5 365.5 CC1=C(N=CC=C1)CN(C)C[C@H]2CC3=C(CN2)C=CC=C3N4CCNCC4 IC50 = 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BPL7V8 3-(4-Butoxy-phenyl)-1H-pyrrole Investigative 11218177 C14H17NO 215.29 CCCCOC1=CC=C(C=C1)C2=CNC=C2 IC50 = 53300 nM Poor binder T57392 Debrisoquine 4-hydroxylase BPN5S3 4-Methyl-5-[2-[4-[2-[6-(tetrazol-1-yl)pyridin-3-yl]acetyl]piperazin-1-yl]ethyl]-3H-2-benzofuran-1-one Investigative 57331668 C23H25N7O3 447.5 CC1=C(C=CC2=C1COC2=O)CCN3CCN(CC3)C(=O)CC4=CN=C(C=C4)N5C=NN=N5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BPO3Y4 3,4-Dichloro-N-[5-chloro-2-(5-chloropyridin-3-yl)oxypyridin-3-yl]benzenesulfonamide Investigative 49798462 C16H9Cl4N3O3S 465.1 C1=CC(=C(C=C1S(=O)(=O)NC2=C(N=CC(=C2)Cl)OC3=CC(=CN=C3)Cl)Cl)Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BPQC67 8-[(3-Methylpyridin-2-yl)methyl]-3-[4-(1,2-oxazol-5-yl)phenyl]-1-(6-oxo-1H-pyrimidin-4-yl)-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 136069531 C27H25N7O4 511.5 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=O)NC=N4)C5=CC=C(C=C5)C6=CC=NO6 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BQ59CW N-(2-(Bis(3-fluorophenyl)methylamino)-2-oxoethyl)-4-fluorobenzamide Investigative 24743795 C22H17F3N2O2 398.4 C1=CC(=CC(=C1)F)C(C2=CC(=CC=C2)F)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BQ9I7D 1-[[6-(Difluoromethoxy)-5-methylpyrimidin-4-yl]methyl]-N-(2-hydroxyethyl)-6-methylpyrrolo[3,2-b]pyridine-3-carboxamide Investigative 90467156 C18H19F2N5O3 391.4 CC1=CC2=C(C(=CN2CC3=C(C(=NC=N3)OC(F)F)C)C(=O)NCCO)N=C1 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BQ9KA0 [(2R)-1-[2-[4-[2-[5-(4-Chlorophenyl)pyridin-2-yl]ethynyl]phenoxy]ethyl]pyrrolidin-2-yl]methanol Investigative 59835758 C26H25ClN2O2 432.9 C1C[C@@H](N(C1)CCOC2=CC=C(C=C2)C#CC3=NC=C(C=C3)C4=CC=C(C=C4)Cl)CO IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BQ9O1W CID 49849008 Investigative 49849008 C32H30N6O4 562.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=NC=CN=C4)C5=CC=C(C=C5)C6=C(C=C(C=C6)C(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BQCX45 (1R,2S,3R,5R)-3-[[2-[(2,6-Dimethylpyridin-4-yl)amino]-5-quinolin-2-ylpyrimidin-4-yl]amino]-5-(hydroxymethyl)cyclopentane-1,2-diol Investigative 118453722 C26H28N6O3 472.5 CC1=CC(=CC(=N1)C)NC2=NC=C(C(=N2)N[C@@H]3C[C@@H]([C@H]([C@H]3O)O)CO)C4=NC5=CC=CC=C5C=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BQD29S 4-[(2-Cyclobutylimidazo[4,5-b]pyrazin-3-yl)methyl]-8-fluoro-1H-quinolin-2-one Investigative 25211805 C19H16FN5O 349.4 C1CC(C1)C2=NC3=NC=CN=C3N2CC4=CC(=O)NC5=C4C=CC=C5F EC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BQE5H1 2-[2-[(5-Acetyl-2-methoxyphenyl)methylsulfanyl]benzimidazol-1-yl]acetic acid Investigative 69315206 C19H18N2O4S 370.4 CC(=O)C1=CC(=C(C=C1)OC)CSC2=NC3=CC=CC=C3N2CC(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BQF9K3 3-Methyl-4-[4-[1-(3-methylpyrazin-2-yl)-8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]benzoic acid Investigative 57387540 C33H32N6O4 576.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=NC=CN=C4C)C5=CC=C(C=C5)C6=C(C=C(C=C6)C(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BQJH12 N-(2-((2-((3,4-Dimethoxyphenethyl)(methyl)amino)ethyl)carbamoyl)phenyl)quinoline-3-carboxamide Investigative 16072099 C30H32N4O4 512.6 CN(CCC1=CC(=C(C=C1)OC)OC)CCNC(=O)C2=CC=CC=C2NC(=O)C3=CC4=CC=CC=C4N=C3 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BQS96L 3-[4-(1,3-Benzothiazol-5-yl)phenyl]-8-[(3-methylpyridin-2-yl)methyl]-1-(6-oxo-1H-pyrimidin-4-yl)-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 136069450 C31H27N7O3S 577.7 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=O)NC=N4)C5=CC=C(C=C5)C6=CC7=C(C=C6)SC=N7 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BR30GM N-(2,3-Dichlorophenyl)-2-[4-[3-fluoro-4-(4-methylimidazol-1-yl)phenyl]triazol-1-yl]acetamide Investigative 134135307 C20H15Cl2FN6O 445.3 CC1=CN(C=N1)C2=C(C=C(C=C2)C3=CN(N=N3)CC(=O)NC4=C(C(=CC=C4)Cl)Cl)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BR53FA CID 49849007 Investigative 49849007 C32H29FN6O5 596.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=C(C=C(C=C6)C(=O)O)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BR53TN 4-(4-Chlorophenyl)-N-[2-[4-[[ethylcarbamoyl(methyl)amino]methyl]phenyl]ethyl]-2-fluorobenzamide Investigative 122184564 C26H27ClFN3O2 468 CCNC(=O)N(C)CC1=CC=C(C=C1)CCNC(=O)C2=C(C=C(C=C2)C3=CC=C(C=C3)Cl)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BR5XQ0 [(8R)-3-(2-Methylthiazole-4-yl)-8-methyl-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine]-7-yl 4-(2-thienyl)phenylmethanone Investigative 71533722 C21H19N5OS2 421.5 C[C@@H]1C2=NN=C(N2CCN1C(=O)C3=CC=C(C=C3)C4=CC=CS4)C5=CSC(=N5)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BR74FA 3-Methyl-4-[5-[8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1-(6-oxo-1H-pyrimidin-4-yl)-1,3,8-triazaspiro[4.5]decan-3-yl]pyridin-2-yl]benzoic acid Investigative 136069453 C31H29N7O5 579.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=O)NC=N4)C5=CN=C(C=C5)C6=C(C=C(C=C6)C(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BR7XT3 (S)-6-(2-Hydroxy-2-methylpropyl)-3-((S)-1-(4-(2-methylpyrimidin-5-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-2-one Investigative 58109240 C27H31N3O3 445.6 CC1=NC=C(C=N1)C2=CC=C(C=C2)[C@H](C)N3CC[C@](OC3=O)(CC(C)(C)O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BR8NM0 3-[(5-Cyclopropyl-1,2-oxazol-3-yl)methylamino]adamantan-1-ol Investigative 137651899 C17H24N2O2 288.4 C1CC1C2=CC(=NO2)CNC34CC5CC(C3)CC(C5)(C4)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BRA50S Chembl4164781 Investigative 145958087 C9H12Cl2N2 219.11 CC1=NC=C(C=C1)C#CCN.Cl.Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BRCJ26 (S)-6-Gingerol Investigative 44559528 C17H26O4 294.4 CCCCC[C@@H](CC(=O)CCC1=CC(=C(C=C1)OC)O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BRKE87 Chembl4161589 Investigative 135314108 C23H33N5 379.5 CC1=CC(=C(N=C1)CN(C)C[C@H]2CC3=C(CN2)C=CC=C3N4CCNCC4)C IC50 = 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BRLO31 Zerumbone Investigative 5470187 C15H22O 218.33 C/C/1=C\\CC(/C=C/C(=O)/C(=C/CC1)/C)(C)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BRO4G5 1-((1-Benzyl-1H-tetrazol-5-yl)(4-(methylsulfonyl)phenyl)methyl)-4-cyclobutyl-1,4-diazepane Investigative 44160248 C25H32N6O2S 480.6 CS(=O)(=O)C1=CC=C(C=C1)C(C2=NN=NN2CC3=CC=CC=C3)N4CCCN(CC4)C5CCC5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BRS1F5 3-[5-[2-Fluoro-5-(trifluoromethoxy)phenyl]-1-benzofuran-2-yl]propanoic acid Investigative 134134229 C18H12F4O4 368.3 C1=CC2=C(C=C1C3=C(C=CC(=C3)OC(F)(F)F)F)C=C(O2)CCC(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BRW80L 3-(4-Butoxy-phenyl)-1-methyl-2H-pyrazol-1-ium Investigative 44366980 C14H19N2O+ 231.31 CCCCOC1=CC=C(C=C1)C2=CC=[N+](N2)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BS26CD 5-Amino-N-(2-((2,6-dichloro-N-ethylbenzamido)methyl)-3,3,3-trifluoro-2-hydroxypropyl)-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide Investigative 44569945 C23H21Cl2F4N5O3 562.3 CCN(CC(CNC(=O)C1=C(N(N=C1)C2=CC=C(C=C2)F)N)(C(F)(F)F)O)C(=O)C3=C(C=CC=C3Cl)Cl IC50 = 89000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BS38OE (S)-1-(4-(2-(2-(4-Chlorophenyl)-5,6-difluoro-1H-benzo[d]imidazol-1-yl)-2-cyclohexylacetamido)-3-fluorophenoxy)cyclopropanecarboxylic acid Investigative 52918135 C31H27ClF3N3O4 598 C1CCC(CC1)[C@@H](C(=O)NC2=C(C=C(C=C2)OC3(CC3)C(=O)O)F)N4C5=CC(=C(C=C5N=C4C6=CC=C(C=C6)Cl)F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BS3U4D (6S)-N-[4-[[(2S,5R)-5-[(R)-Hydroxy(pyridin-3-yl)methyl]pyrrolidin-2-yl]methyl]phenyl]-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-6-carboxamide Investigative 70792359 C24H27N5O2 417.5 C1C[C@@H](N[C@@H]1CC2=CC=C(C=C2)NC(=O)[C@@H]3CCC4=CC=NN34)[C@@H](C5=CN=CC=C5)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BS59EU 4-Fluoro-N-(2-oxo-2-(phenyl(p-tolyl)methylamino)ethyl)benzamide Investigative 44579233 C23H21FN2O2 376.4 CC1=CC=C(C=C1)C(C2=CC=CC=C2)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BS5B0K 1-(2',4'-Bis(trifluoromethyl)-[1,1'-biphenyl]-3-yl)-5-methyl-1H-pyrazole-3-carboxamide Investigative 46933697 C19H13F6N3O 413.3 CC1=CC(=NN1C2=CC=CC(=C2)C3=C(C=C(C=C3)C(F)(F)F)C(F)(F)F)C(=O)N IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BS7I5D Chembl4246655 Investigative 145984299 C26H29N5O2S2 507.7 C1C[C@H](N(C1)S(=O)(=O)C2=CN=CC3=CC=CC=C32)CCN4CCN(CC4)C5=NSC6=CC=CC=C65 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BS7YV4 (S)-N-((3S,4S)-5-Acetyl-7-cyano-4-methyl-1-((2-methylnaphthalen-1-yl)methyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1, 4]diazepin-3-yl)-2-(methylamino)propanamide hydrochloride Investigative 72714057 C29H32ClN5O3 534 C[C@H]1[C@@H](C(=O)N(C2=C(N1C(=O)C)C=C(C=C2)C#N)CC3=C(C=CC4=CC=CC=C43)C)NC(=O)[C@H](C)NC.Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BS91AU 10-[(3S)-1-Azabicyclo[2.2.2]octan-3-yl]-1,2,10-triazatricyclo[6.4.1.04,13]trideca-2,4(13),5,7-tetraen-9-one Investigative 49843532 C17H20N4O 296.37 C1CN2CCC1[C@@H](C2)N3CCN4C5=C(C=CC=C5C3=O)C=N4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BSH59F 4-Cyclopropyl-6-(2,4-dichlorophenylamino)-N-((tetrahydro-2H-pyran-4-yl)methyl)nicotinamide Investigative 11154357 C21H23Cl2N3O2 420.3 C1CC1C2=CC(=NC=C2C(=O)NCC3CCOCC3)NC4=C(C=C(C=C4)Cl)Cl IC50 = 55000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BSK24O Kaempferol-3-O-(2-O-acetyl-alpha-L-rhamnopyranoside) Investigative 14861225 C23H22O11 474.4 C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC(=O)C)O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BSN8D2 6-Chloro-4-phenyl-2-propan-2-ylquinoline-3-carboxylic acid Investigative 71556166 C19H16ClNO2 325.8 CC(C)C1=NC2=C(C=C(C=C2)Cl)C(=C1C(=O)O)C3=CC=CC=C3 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BSR43T Schembl20719106 Investigative 49850345 C21H18N2O4 362.4 CC(C)C1(C(=O)NC(=O)O1)C2=CC=C(NC2=O)C3=CC4=CC=CC=C4C=C3 IC50 ~ 50118.72 nM Poor binder T57392 Debrisoquine 4-hydroxylase BST20V Chembl172633 Investigative 70960031 C15H26N2 234.38 C1CCN2C[C@@H]3C[C@H](C2C1)CN4C3CCCC4 IC50 = 66400 nM Poor binder T57392 Debrisoquine 4-hydroxylase BSUX25 MK-6892 Investigative 135416394 C19H22N4O5 386.4 CC(C)(CC1=NC(=NO1)C2=NC=C(C=C2)O)C(=O)NC3=C(CCCC3)C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BSXF58 6-[[(1R,2S)-2-Aminocyclohexyl]amino]-4-[(5-fluoro-6-methylpyridin-2-yl)amino]pyridazine-3-carboxamide Investigative 71626895 C17H22FN7O 359.4 CC1=C(C=CC(=N1)NC2=CC(=NN=C2C(=O)N)N[C@@H]3CCCC[C@@H]3N)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BSXW86 CID 49849120 Investigative 49849120 C33H32N6O4 576.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=NC=NC(=C4)C)C5=CC=C(C=C5)C6=C(C=C(C=C6)C(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BT50NK Hydroxy ethylamine (HEA), 15 Investigative 25190493 C29H40N6O4S 568.7 CCNC1=CC(=CC(=C1)C(=O)N[C@@H](CC2=CC=CC=C2)[C@@H](CNCC3=CN(N=C3)CC)O)N4CCCCS4(=O)=O IC50 ~ 89000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BT7HU3 (2R)-N-(4-Methoxyphenyl)-2-(pyridin-3-yloxymethyl)piperazine-1-carboxamide;hydrochloride Investigative 90643570 C18H23ClN4O3 378.9 COC1=CC=C(C=C1)NC(=O)N2CCNC[C@@H]2COC3=CN=CC=C3.Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BT7ZL8 (S)-7-Bromo-8-(1-isopropylpiperidin-4-yloxy)-4-methyl-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one Investigative 52944579 C20H26BrN3O2 420.3 C[C@H]1CNC(=O)C2=CC3=CC(=C(C=C3N12)Br)OC4CCN(CC4)C(C)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BT9E6B 4-[4-[1-(6-Methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]furan-2-carboxylic acid Investigative 70688210 C30H28N6O6 568.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=COC(=C6)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BTDI70 (S)-[(S)-5-(3-Butyl-phenyl)-2-oxo-1-(2,4,6-trifluoro-benzyl)-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-5-yl]-(4,6-dimethyl-pyrimidin-2-yloxy)-acetic acid Investigative 11308052 C34H33F3N4O4 618.6 CCCCC1=CC(=CC=C1)[C@]2(C3=CC=CC=C3N(C(=O)CN2)CC4=C(C=C(C=C4F)F)F)[C@@H](C(=O)O)OC5=NC(=CC(=N5)C)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BTDQ92 5-(4-Butoxy-phenyl)-4-methyl-isoxazole Investigative 11322201 C14H17NO2 231.29 CCCCOC1=CC=C(C=C1)C2=C(C=NO2)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BTPD92 4-Fluoro-N-(2-oxo-2-(1-phenylpropylamino)ethyl)benzamide Investigative 44578958 C18H19FN2O2 314.4 CCC(C1=CC=CC=C1)NC(=O)CNC(=O)C2=CC=C(C=C2)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BTWS09 N-(4-Isopropylphenyl)-N'-hydroxyformamidine Investigative 9815391 C10H14N2O 178.23 CC(C)C1=CC=C(C=C1)N=CNO IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BTZ6W5 3-[4-(2,4-Dimethyl-1,3-thiazol-5-yl)phenyl]-8-[(3-methylpyridin-2-yl)methyl]-1-(6-oxo-1H-pyrimidin-4-yl)-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 136069532 C29H29N7O3S 555.7 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=O)NC=N4)C5=CC=C(C=C5)C6=C(N=C(S6)C)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BU28ZY N-Methyl-N-[(1-methylpyrrol-2-yl)methyl]adamantane-1-carboxamide Investigative 23583191 C18H26N2O 286.4 CN1C=CC=C1CN(C)C(=O)C23CC4CC(C2)CC(C4)C3 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BU2A0E (S)-6-(2-Hydroxy-2-methylpropyl)-3-((S)-1-(4-(6-methylpyridazin-3-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-2-one Investigative 58109250 C27H31N3O3 445.6 CC1=NN=C(C=C1)C2=CC=C(C=C2)[C@H](C)N3CC[C@](OC3=O)(CC(C)(C)O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BU32JF 4-[[1-[(3-Fluoro-4-methylphenyl)sulfonyl-methylamino]cyclopropanecarbonyl]amino]adamantane-1-carboxamide Investigative 127039139 C23H30FN3O4S 463.6 CC1=C(C=C(C=C1)S(=O)(=O)N(C)C2(CC2)C(=O)NC3C4CC5CC3CC(C5)(C4)C(=O)N)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BU3H8O 6-{[(1r,2s)-2-Aminocyclohexyl]amino}-4-[(5,6-Dimethylpyridin-2-Yl)amino]pyridazine-3-Carboxamide Investigative 71626896 C18H25N7O 355.4 CC1=C(N=C(C=C1)NC2=CC(=NN=C2C(=O)N)N[C@@H]3CCCC[C@@H]3N)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BU48HQ 4-Fluoro-N-(2-((4-methoxyphenyl)(phenyl)methylamino)-2-oxoethyl)benzamide Investigative 24649020 C23H21FN2O3 392.4 COC1=CC=C(C=C1)C(C2=CC=CC=C2)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BU69BC 3-(3-(2-(Benzyloxy)-5-chlorophenyl)pyridin-2-yl)benzoic acid Investigative 11235389 C25H18ClNO3 415.9 C1=CC=C(C=C1)COC2=C(C=C(C=C2)Cl)C3=C(N=CC=C3)C4=CC(=CC=C4)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BU9MQ1 6-[1-[(2R,3S)-2-Propyl-3-[4-(trifluoromethyl)phenoxy]-1-[4-(trifluoromethyl)pyridine-3-carbonyl]piperidine-3-carbonyl]piperidin-4-yl]oxypyridine-2-carboxylic acid Investigative 127046727 C34H34F6N4O6 708.6 CCC[C@@H]1[C@@](CCCN1C(=O)C2=C(C=CN=C2)C(F)(F)F)(C(=O)N3CCC(CC3)OC4=CC=CC(=N4)C(=O)O)OC5=CC=C(C=C5)C(F)(F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BUI18M 3-(4-Methylthiophen-3-yl)pyridine Investigative 11378800 C10H9NS 175.25 CC1=CSC=C1C2=CN=CC=C2 Ki = 96500 nM Poor binder T57392 Debrisoquine 4-hydroxylase BUKO19 (1S,2R,3R,5R)-3-(Hydroxymethyl)-5-[[2-[(2-methoxypyridin-4-yl)amino]-5-quinolin-2-ylpyrimidin-4-yl]amino]cyclopentane-1,2-diol Investigative 117885912 C25H26N6O4 474.5 COC1=NC=CC(=C1)NC2=NC=C(C(=N2)N[C@@H]3C[C@@H]([C@H]([C@H]3O)O)CO)C4=NC5=CC=CC=C5C=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BUKO52 2-[[(2R)-2-Hydroxypropyl]amino]-1-[(1S)-8-methoxy-1-phenyl-3,4-dihydroisoquinoline-2(1H)-yl]ethanone Investigative 25118805 C21H26N2O3 354.4 C[C@H](CNCC(=O)N1CCC2=C([C@@H]1C3=CC=CC=C3)C(=CC=C2)OC)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BUQ1X3 4-[[(3S)-1-(4-Chlorophenyl)-2-oxo-3-methylpyrrolidine-3-yl]amino]benzhydroximic acid Investigative 118733374 C18H18ClN3O3 359.8 C[C@@]1(CCN(C1=O)C2=CC=C(C=C2)Cl)NC3=CC=C(C=C3)C(=O)NO IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BUS37M 2,6-Dichloro-N-[(2R)-2-(6-chloro-5-methoxy-1H-benzimidazol-2-yl)-2-(3-fluorophenyl)ethyl]-4-(3-methyl-1,2,4-triazol-1-yl)benzamide Investigative 122192989 C26H20Cl3FN6O2 573.8 CC1=NN(C=N1)C2=CC(=C(C(=C2)Cl)C(=O)NC[C@@H](C3=CC(=CC=C3)F)C4=NC5=CC(=C(C=C5N4)Cl)OC)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BV15YS 3-Methyl-2-[(2R)-2-methyl-4-propan-2-ylpiperazin-1-yl]-6-pyrimidin-4-ylpyrimidin-4-one Investigative 25005990 C17H24N6O 328.4 C[C@@H]1CN(CCN1C2=NC(=CC(=O)N2C)C3=NC=NC=C3)C(C)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BV1BL8 2,6-Difluoro-3-hydroxy-N-(6-hydroxy-1,3-benzothiazol-2-yl)benzamide Investigative 56929159 C14H8F2N2O3S 322.29 C1=CC2=C(C=C1O)SC(=N2)NC(=O)C3=C(C=CC(=C3F)O)F IC50 = 54000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BV56HZ (10)-Gingerol Investigative 168115 C21H34O4 350.5 CCCCCCCCC[C@@H](CC(=O)CCC1=CC(=C(C=C1)O)OC)O IC50 = 54900 nM Poor binder T57392 Debrisoquine 4-hydroxylase BV5Y1D 6-Methyl-2-(pyridin-2-ylmethylsulfanyl)-1H-benzimidazole Investigative 3012527 C14H13N3S 255.34 CC1=CC2=C(C=C1)N=C(N2)SCC3=CC=CC=N3 IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BV68RP Cyclopropanecarboxylic acid, 2-(3'-(3-((cyclopropylamino)carbonyl)-4-oxo-1,8-naphthyridin-1(4H)-yl)-3-fluoro(1,1'-biphenyl)-4-yl)-, (1R,2R)- Investigative 11755033 C28H22FN3O4 483.5 C1CC1NC(=O)C2=CN(C3=C(C2=O)C=CC=N3)C4=CC=CC(=C4)C5=CC(=C(C=C5)[C@@H]6C[C@H]6C(=O)O)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BV6JG4 2-[[(3Ar,6aS)-5-[2-(trifluoromethyl)phenyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carbonyl]amino]-5-methylsulfonylbenzoic acid Investigative 86304440 C23H23F3N2O5S 496.5 CS(=O)(=O)C1=CC(=C(C=C1)NC(=O)N2C[C@H]3CC(C[C@H]3C2)C4=CC=CC=C4C(F)(F)F)C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BV8IP4 (1S,8R)-4-[(4-Chlorophenyl)carbamoylamino]-11-methyl-5-thia-11-azatricyclo[6.2.1.02,6]undeca-2(6),3-diene-3-carboxamide;hydrochloride Investigative 137655508 C18H20Cl2N4O2S 427.3 CN1[C@@H]2CC[C@H]1C3=C(C2)SC(=C3C(=O)N)NC(=O)NC4=CC=C(C=C4)Cl.Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BV90BY 2-Amino-N-[(1S)-1-[1-[(2R)-1-cyano-3-pyridin-2-yloxypropan-2-yl]tetrazol-5-yl]-2-phenylmethoxyethyl]-2-methylpropanamide Investigative 25022640 C23H28N8O3 464.5 CC(C)(C(=O)N[C@H](COCC1=CC=CC=C1)C2=NN=NN2[C@H](CC#N)COC3=CC=CC=N3)N IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BVI65R 4-[2-(4-{[(2r,3s)-2-Propyl-1-{[4-(Trifluoromethyl)pyridin-3-Yl]carbonyl}-3-{[5-(Trifluoromethyl)thiophen-3-Yl]oxy}piperidin-3-Yl]carbonyl}piperazin-1-Yl)phenoxy]butanoic Acid Investigative 59648133 C35H38F6N4O6S 756.8 CCC[C@@H]1[C@@](CCCN1C(=O)C2=C(C=CN=C2)C(F)(F)F)(C(=O)N3CCN(CC3)C4=CC=CC=C4OCCCC(=O)O)OC5=CSC(=C5)C(F)(F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BVM91Y N-[(3R,4S)-4-[[5-[(2,6-Difluoro-3,5-dimethoxyphenyl)methoxy]pyrimidin-2-yl]amino]oxolan-3-yl]prop-2-enamide Investigative 122604539 C20H22F2N4O5 436.4 COC1=CC(=C(C(=C1F)COC2=CN=C(N=C2)N[C@@H]3COC[C@@H]3NC(=O)C=C)F)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BVRL26 Chembl4239823 Investigative 118626089 C27H30N4O2S2 506.7 C1C[C@H](N(C1)S(=O)(=O)C2=CN=CC3=CC=CC=C32)CCN4CCN(CC4)C5=C6C=CSC6=CC=C5 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BVU9Q5 5-(4-Butoxyphenyl)-1,2-oxazole Investigative 10353296 C13H15NO2 217.26 CCCCOC1=CC=C(C=C1)C2=CC=NO2 IC50 = 86350 nM Poor binder T57392 Debrisoquine 4-hydroxylase BVW19Y 10-[(3S)-1-Azabicyclo[2.2.2]octan-3-yl]-1,3,10-triazatricyclo[6.4.1.04,13]trideca-4,6,8(13)-triene-2,9-dione Investigative 69937257 C17H20N4O2 312.37 C1CN2CCC1[C@@H](C2)N3CCN4C5=C(C3=O)C=CC=C5NC4=O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BVY3E4 3-(1-(4-Chlorophenylcarbamoyl)-3-phenylpiperidin-3-yl)propanoic acid Investigative 42646199 C21H23ClN2O3 386.9 C1CC(CN(C1)C(=O)NC2=CC=C(C=C2)Cl)(CCC(=O)O)C3=CC=CC=C3 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BW02DT 4-Chloro-N-(2-((4-chlorophenyl)(phenyl)methylamino)-2-oxoethyl)benzamide Investigative 44593648 C22H18Cl2N2O2 413.3 C1=CC=C(C=C1)C(C2=CC=C(C=C2)Cl)NC(=O)CNC(=O)C3=CC=C(C=C3)Cl IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BW1M7Y 4-Methyl-6-[(5-methyl-1H-pyrazol-3-yl)amino]-2-[2-(2-methylpyridin-3-yl)oxyethylamino]pyridine-3-carbonitrile Investigative 67097557 C19H21N7O 363.4 CC1=CC(=NC(=C1C#N)NCCOC2=C(N=CC=C2)C)NC3=NNC(=C3)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BW26EV CID 73670174 Investigative 73670174 C25H26N6O3S 490.6 CC1=NC=CC(=C1)NC2=NC=C(C(=N2)N[C@@H]3C[C@@H]([C@H]([C@H]3O)O)CO)C4=NC(=CS4)C5=CC=CC=C5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BW2O0H (1S,2R,5S)-5-(11-Methyl-1,4,8,12-tetrazatricyclo[7.3.0.02,6]dodeca-2(6),7,9,11-tetraen-4-yl)-2-(2,4,5-trifluorophenyl)cyclohexan-1-amine Investigative 68658979 C21H22F3N5 401.4 CC1=NN2C3=C(CN(C3)[C@H]4CC[C@@H]([C@H](C4)N)C5=CC(=C(C=C5F)F)F)C=NC2=C1 IC50 ~ 70000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BW2TB7 Kaempferol-3-O-(2,3-di-O-acetyl-alpha-L-rhamnopyranoside) Investigative 11203112 C25H24O12 516.4 C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC(=O)C)OC(=O)C)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BW4U8M (5alpha,8alpha)-2-Oxo-1(10),3,7(11)-guaiatrien-12,8-olide Investigative 3013843 C15H16O3 244.28 CC1=C2[C@@H](CC3=C(C(=O)O[C@H]3C1)C)C(=CC2=O)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BW51OQ Acetamide,N-[2-(3,5-dimethyl-1H-pyrazol-1-yl)-6-[(2R)-2-(methoxymethyl)-1-pyrrolidinyl]-4-pyrimidinyl]- Investigative 24812771 C17H24N6O2 344.4 CC1=CC(=NN1C2=NC(=CC(=N2)N3CCC[C@@H]3COC)NC(=O)C)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BW5Y3L (+)-Sparteine Investigative 7014 C15H26N2 234.38 C1CCN2C[C@H]3C[C@@H]([C@H]2C1)CN4[C@H]3CCCC4 IC50 = 60000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BW7ZA5 4-[4-[1-(6-Methoxypyrimidin-4-yl)-8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]benzamide Investigative 57384482 C32H31N7O4 577.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=NC=N4)OC)C5=CC=C(C=C5)C6=CC=C(C=C6)C(=O)N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BWE2Z6 2-(Cyclopropylmethyl)-8-(1-isopropylpiperidin-4-yloxy)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one Investigative 52941269 C23H31N3O2 381.5 CC(C)N1CCC(CC1)OC2=CC3=C(C=C2)N4CCN(C(=O)C4=C3)CC5CC5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BWG0D7 MK-3697 Investigative 46190695 C23H21N5O3S 447.5 CC1=CC(=CN=C1)C2=NC=C(C(=C2)C(=O)NCC3=NC(=C(C=C3)OC)OC)C4=NC=CS4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BWH0X9 1-[(3,5-Difluoropyridin-2-yl)methyl]-N-[(1R)-1-phenylpropyl]benzimidazole-5-carboxamide Investigative 44132009 C23H20F2N4O 406.4 CC[C@H](C1=CC=CC=C1)NC(=O)C2=CC3=C(C=C2)N(C=N3)CC4=C(C=C(C=N4)F)F IC50 = 65000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BWH36L (2S)-1,1,1-Trifluoro-2-[5-(3-methylindazol-1-yl)pyridin-3-yl]propan-2-ol Investigative 90252850 C16H14F3N3O 321.3 CC1=NN(C2=CC=CC=C12)C3=CN=CC(=C3)[C@@](C)(C(F)(F)F)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BWI34Z 6-[2-[4-[[4-Bromo-3-(2-hydroxyethoxy)phenyl]methyl]piperidin-1-yl]ethyl]-3-hydroxy-2,3-dihydrochromen-4-one Investigative 50914245 C25H30BrNO5 504.4 C1CN(CCC1CC2=CC(=C(C=C2)Br)OCCO)CCC3=CC4=C(C=C3)OCC(C4=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BWN2Z7 (1R)-2-[2-(1-Hydroxycyclohexylmethylamino)acetyl]-1,2,3,4-tetrahydro-1-isopropyl-6-methoxyisoquinoline Investigative 122182156 C22H34N2O3 374.5 CC(C)[C@@H]1C2=C(CCN1C(=O)CNCC3(CCCCC3)O)C=C(C=C2)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BWNY40 (S)-3-Chloro-4-(2-(2-(4-chlorophenyl)-5,6-difluoro-1H-benzo[d]imidazol-1-yl)-2-cyclohexylacetamido)benzoic acid Investigative 53319654 C28H23Cl2F2N3O3 558.4 C1CCC(CC1)[C@@H](C(=O)NC2=C(C=C(C=C2)C(=O)O)Cl)N3C4=CC(=C(C=C4N=C3C5=CC=C(C=C5)Cl)F)F IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BWO4I3 4-[(2-Cyclobutylimidazo[4,5-b]pyrazin-3-yl)methyl]-7,8-difluoro-1H-quinolin-2-one Investigative 25211910 C19H15F2N5O 367.4 C1CC(C1)C2=NC3=NC=CN=C3N2CC4=CC(=O)NC5=C4C=CC(=C5F)F EC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BWQS62 Chembl4276719 Investigative 25099235 C21H23N3O3S2 429.6 CCCCC1=CC=CC=C1NCC2=CC=C(S2)C(=O)NC3=NC(=CS3)CC(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BWRC87 10-[(3S)-1-Azabicyclo[2.2.2]octan-3-yl]-1,10-diazatricyclo[6.4.1.04,13]trideca-2,4(13),5,7-tetraen-9-one Investigative 69937236 C18H21N3O 295.4 C1CN2CCC1[C@@H](C2)N3CCN4C=CC5=C4C(=CC=C5)C3=O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BWRP64 6-(4-((S)-1-((S)-6-(2-Hydroxy-2-methylpropyl)-2-oxo-6-phenyl-1,3-oxazinan-3-yl)ethyl)phenyl)nicotinonitrile Investigative 58109371 C28H29N3O3 455.5 C[C@@H](C1=CC=C(C=C1)C2=NC=C(C=C2)C#N)N3CC[C@](OC3=O)(CC(C)(C)O)C4=CC=CC=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BWZ3L6 (S)-Benzyl 4-(5-(2-aminophenylcarbamoyl)pyridin-2-yl)-2-methylpiperazine-1-carboxylate Investigative 16066811 C25H27N5O3 445.5 C[C@H]1CN(CCN1C(=O)OCC2=CC=CC=C2)C3=NC=C(C=C3)C(=O)NC4=CC=CC=C4N IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BWZ74U [(4S)-2-[6-Methyl-7-nitro-5-(trifluoromethyl)-1,3-benzothiazol-2-yl]-4,5-dihydro-1,3-oxazol-4-yl]-pyrrolidin-1-ylmethanone Investigative 127038466 C17H15F3N4O4S 428.4 CC1=C(C2=C(C=C1C(F)(F)F)N=C(S2)C3=N[C@@H](CO3)C(=O)N4CCCC4)[N+](=O)[O-] IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BX02OC 2-Fluoro-N-[3-methoxy-4-[5-(3-piperidin-1-ylpropylamino)-1,3,4-oxadiazol-2-yl]phenyl]benzamide Investigative 23624283 C24H28FN5O3 453.5 COC1=C(C=CC(=C1)NC(=O)C2=CC=CC=C2F)C3=NN=C(O3)NCCCN4CCCCC4 IC50 = 54000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BX27NK Methyl N-[(2S)-1-[(2S)-2-[5-fluoro-4-[4-[4-[5-fluoro-2-[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-4-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate Investigative 70694560 C40H48F2N8O6 774.9 CC(C)[C@@H](C(=O)N1CCC[C@H]1C2=NC(=C(N2)F)C3=CC=C(C=C3)C4=CC=C(C=C4)C5=C(NC(=N5)[C@@H]6CCCN6C(=O)[C@H](C(C)C)NC(=O)OC)F)NC(=O)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BX3A9P (2S)-1,1,1-Trifluoro-2-[5-[3-(trifluoromethyl)indazol-1-yl]pyridin-3-yl]propan-2-ol Investigative 90252851 C16H11F6N3O 375.27 C[C@](C1=CC(=CN=C1)N2C3=CC=CC=C3C(=N2)C(F)(F)F)(C(F)(F)F)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BX51IH Lariciresinol Investigative 332427 C20H24O6 360.4 COC1=C(C=CC(=C1)C[C@H]2CO[C@@H]([C@H]2CO)C3=CC(=C(C=C3)O)OC)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BX73RS N-[[(1S,5R)-3-(Oxan-4-ylmethyl)-3-azabicyclo[3.1.0]hexan-6-yl]methyl]-3-propan-2-ylimidazo[1,5-a]pyridine-1-carboxamide Investigative 127039824 C23H32N4O2 396.5 CC(C)C1=NC(=C2N1C=CC=C2)C(=O)NCC3[C@H]4[C@@H]3CN(C4)CC5CCOCC5 IC50 = 90200 nM Poor binder T57392 Debrisoquine 4-hydroxylase BX9K7D CID 16041411 Investigative 16041411 C32H36N4O4S 572.7 C1CN(CCC1N2[C@@H](CN(C2=O)C3CCOCC3)C4=CC=CC=C4)CC5=CN=C(C=C5)SC6=CC=C(C=C6)C(=O)O IC50 ~ 60000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BXC13G Secoisolariciresinol Investigative 65373 C20H26O6 362.4 COC1=C(C=CC(=C1)C[C@@H](CO)[C@@H](CC2=CC(=C(C=C2)O)OC)CO)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BXEL43 2-(6-(5-Chloro-2-methoxyphenyl)-4-oxo-2-thioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide Investigative 71571306 C13H12ClN3O3S 325.77 COC1=C(C=C(C=C1)Cl)C2=CC(=O)NC(=S)N2CC(=O)N IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BXJ01W N-(2,2-Difluoroethyl)-1-[(6-methoxy-5-methyl-pyrimidin-4-yl)methyl]-6-methyl-pyrrolo[3,2-b]pyridine-3-carboxamide Investigative 90467013 C18H19F2N5O2 375.4 CC1=CC2=C(C(=CN2CC3=C(C(=NC=N3)OC)C)C(=O)NCC(F)F)N=C1 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BXN3K4 (2S)-N-[5-[2-(2-Methoxypyridin-3-yl)-7-methylimidazo[1,2-a]pyridin-3-yl]-6-[2-(1-methyl-2-oxoquinolin-6-yl)ethynyl]pyridin-2-yl]-2-(methylamino)propanamide Investigative 118863014 C35H31N7O3 597.7 CC1=CC2=NC(=C(N2C=C1)C3=C(N=C(C=C3)NC(=O)[C@H](C)NC)C#CC4=CC5=C(C=C4)N(C(=O)C=C5)C)C6=C(N=CC=C6)OC IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BXS3A1 (S)-1,1,1-Trifluoro-3-((S)-3-(3-(1,1,2,2-tetrafluoroethoxy)phenyl)-8-(3-(trifluoromethoxy)phenyl)-2H-benzo[b][1,4]oxazin-4(3H)-yl)propan-2-ol Investigative 17754437 C26H19F10NO4 599.4 C1[C@@H](N(C2=CC=CC(=C2O1)C3=CC(=CC=C3)OC(F)(F)F)C[C@@H](C(F)(F)F)O)C4=CC(=CC=C4)OC(C(F)F)(F)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BXSI29 Etrasimod Investigative 44623998 C26H26F3NO3 457.5 C1CCC(C1)C2=C(C=C(C=C2)COC3=CC4=C(C=C3)NC5=C4CC[C@@H]5CC(=O)O)C(F)(F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BXU37S 2-Methyl-8-(phenylmethoxy)imidazo[1,2-a]pyridine-3-acetonitrile Investigative 108137 C17H15N3O 277.32 CC1=C(N2C=CC=C(C2=N1)OCC3=CC=CC=C3)CC#N IC50 = 82000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BXZ92E 7-[(3R,4R)-3-Amino-4-(2,4,5-trifluorophenyl)piperidin-1-yl]pyrimido[1,2-b]pyridazin-2-one;2,2,2-trifluoroacetic acid Investigative 23661716 C20H17F6N5O3 489.4 C1CN(C[C@@H]([C@H]1C2=CC(=C(C=C2F)F)F)N)C3=NN4C=CC(=O)N=C4C=C3.C(=O)(C(F)(F)F)O IC50 = 55400 nM Poor binder T57392 Debrisoquine 4-hydroxylase BY12BQ alpha-Asarone Investigative 636822 C12H16O3 208.25 C/C=C/C1=CC(=C(C=C1OC)OC)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BY19IU 4-Fluoro-N-(2-oxo-2-(phenyl(pyridin-4-yl)methylamino)ethyl)benzamide Investigative 44578959 C21H18FN3O2 363.4 C1=CC=C(C=C1)C(C2=CC=NC=C2)NC(=O)CNC(=O)C3=CC=C(C=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BY34KE 4-[5-[5-[3,5-Bis(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl]-2,3-dihydroindol-1-yl]-4-oxobutanoic acid Investigative 44547414 C22H15F6N3O4 499.4 C1CN(C2=C1C=C(C=C2)C3=NOC(=N3)C4=CC(=CC(=C4)C(F)(F)F)C(F)(F)F)C(=O)CCC(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BY3E6Q 2-[({4-[2-(Trifluoromethyl)phenyl]piperidin-1-yl}carbonyl)amino]benzoic acid Investigative 25138295 C20H19F3N2O3 392.4 C1CN(CCC1C2=CC=CC=C2C(F)(F)F)C(=O)NC3=CC=CC=C3C(=O)O IC50 = 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BY4Q9R N'-[1-[2-(Dimethylamino)ethyl]-3,4-dihydro-2H-quinolin-6-yl]thiophene-2-carboximidamide;dihydrochloride Investigative 90664721 C18H26Cl2N4S 401.4 CN(C)CCN1CCCC2=C1C=CC(=C2)N=C(C3=CC=CS3)N.Cl.Cl IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BY5A2B 7,8-Difluoro-4-[[2-(2-methylpropyl)imidazo[4,5-b]pyrazin-3-yl]methyl]-1H-quinolin-2-one Investigative 25211598 C19H17F2N5O 369.4 CC(C)CC1=NC2=NC=CN=C2N1CC3=CC(=O)NC4=C3C=CC(=C4F)F EC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BY6T3U 4-[(6-Methoxy-1H-1,3-benzodiazol-2-YL)sulfanyl]butanoic acid Investigative 20115797 C12H14N2O3S 266.32 COC1=CC2=C(C=C1)N=C(N2)SCCCC(=O)O IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BY78DK N-(2,4-Dichlorophenyl)-1H-1,2,3-triazole-4-carboxamide Investigative 16663122 C9H6Cl2N4O 257.07 C1=CC(=C(C=C1Cl)Cl)NC(=O)C2=NNN=C2 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BY8VW7 3-Methyl-4-[4-[8-[(3-methylpyridin-2-yl)methyl]-2,4-dioxo-1-pyrimidin-2-yl-1,3,8-triazaspiro[4.5]decan-3-yl]phenyl]benzoic acid Investigative 57387541 C32H30N6O4 562.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=NC=CC=N4)C5=CC=C(C=C5)C6=C(C=C(C=C6)C(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BY96PQ Pyridine, 2-fluoro-5-(3-thienyl)- Investigative 11389737 C9H6FNS 179.22 C1=CC(=NC=C1C2=CSC=C2)F IC50 = 199000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BYB34A 10-[(3S)-1-Azabicyclo[2.2.2]octan-3-yl]-6-chloro-1,2,10-triazatricyclo[6.4.1.04,13]trideca-2,4(13),5,7-tetraen-9-one Investigative 69937162 C17H19ClN4O 330.8 C1CN2CCC1[C@@H](C2)N3CCN4C5=C(C=C(C=C5C3=O)Cl)C=N4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BYBR05 2-(2''-(Trifluoromethoxy)biphenyl-3-yl)thiazole-4-carboxamide Investigative 11187635 C17H11F3N2O2S 364.3 C1=CC=C(C(=C1)C2=CC(=CC=C2)C3=NC(=CS3)C(=O)N)OC(F)(F)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BYO9F4 3-[2-[5-(3-Chloro-4-propan-2-yloxyphenyl)-1,3,4-thiadiazol-2-yl]-3-methyl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridin-5-yl]propanoic acid Investigative 49848557 C21H24ClN5O3S 462 CC1=C2CN(CCC2=NN1C3=NN=C(S3)C4=CC(=C(C=C4)OC(C)C)Cl)CCC(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BYT46D (S)-8-(1-Isopropylpiperidin-4-yloxy)-3-methyl-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one Investigative 16679616 C20H27N3O2 341.4 C[C@H]1CN2C3=C(C=C(C=C3)OC4CCN(CC4)C(C)C)C=C2C(=O)N1 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BYVD12 (4S)-4-(4-Fluorophenyl)-N-[5-[4-[(2R)-2-hydroxy-3-methoxypropyl]-3,5-dioxo-1,2,4-triazin-2-yl]-2-methylphenyl]-1-methyl-2-oxo-3,4-dihydropyridine-5-carboxamide Investigative 59377559 C27H28FN5O6 537.5 CC1=C(C=C(C=C1)N2C(=O)N(C(=O)C=N2)C[C@H](COC)O)NC(=O)C3=CN(C(=O)C[C@H]3C4=CC=C(C=C4)F)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BYW2A5 CID 73669500 Investigative 73669500 C25H27N5O3S 477.6 CC1=CC(=CC(=N1)C)NC2=NC=C(C(=C2)N[C@@H]3C[C@@H]([C@H]([C@H]3O)O)CO)C4=NC5=CC=CC=C5S4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BYX79K 1-(4-((3R,4S)-3-(3-(2-(3,5-Bis(trifluoromethyl)phenyl)propan-2-yl)-1,2,4-oxadiazol-5-yl)-4-(4-fluoro-2-methylphenyl)pyrrolidine-1-carbonyl)piperidin-1-yl)ethanone Investigative 44433800 C32H33F7N4O3 654.6 CC1=C(C=CC(=C1)F)[C@H]2CN(C[C@@H]2C3=NC(=NO3)C(C)(C)C4=CC(=CC(=C4)C(F)(F)F)C(F)(F)F)C(=O)C5CCN(CC5)C(=O)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZ1PN7 2-(3-Chloroanilino)-N-(oxan-4-ylmethyl)-4-(trifluoromethyl)pyrimidine-5-carboxamide Investigative 10070428 C18H18ClF3N4O2 414.8 C1COCCC1CNC(=O)C2=CN=C(N=C2C(F)(F)F)NC3=CC(=CC=C3)Cl IC50 = 51000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZ2OK6 CID 57519510 Investigative 57519510 C28H26N8O 490.6 CC1=NC=C(C=C1)C2=NN(C=N2)C3=CC=C(C=C3)NC4=NC=CC(=N4)C5=CC(=CC=C5)N6CCOCC6 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZ42VK 8-[(3-Methylpyridin-2-yl)methyl]-1-(4-oxo-1H-pyrimidin-6-yl)-3-[4-[4-(1H-pyrazol-5-yl)phenyl]phenyl]-1,3,8-triazaspiro[4.5]decane-2,4-dione Investigative 136205832 C33H30N8O3 586.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=CC(=O)NC=N4)C5=CC=C(C=C5)C6=CC=C(C=C6)C7=CC=NN7 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZ5U1C CID 49847378 Investigative 49847378 C33H32N6O4 576.6 CC1=C(N=CC=C1)CN2CCC3(CC2)C(=O)N(C(=O)N3C4=NC(=NC=C4)C)C5=CC=C(C=C5)C6=C(C=C(C=C6)C(=O)O)C IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZ75BX N-(2-Methylphenyl)-N'-hydroxyformamidine Investigative 20763606 C8H10N2O 150.18 CC1=CC=CC=C1N=CNO IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZ75JB (1S,2R,3R,5R)-3-(Hydroxymethyl)-5-[[2-[(2-propan-2-yloxypyridin-4-yl)amino]-5-quinolin-2-ylpyrimidin-4-yl]amino]cyclopentane-1,2-diol Investigative 117885758 C27H30N6O4 502.6 CC(C)OC1=NC=CC(=C1)NC2=NC=C(C(=N2)N[C@@H]3C[C@@H]([C@H]([C@H]3O)O)CO)C4=NC5=CC=CC=C5C=C4 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZ78AN 6-Chloranyl-2-Methyl-4-Phenyl-Quinoline-3-Carboxylic Acid Investigative 626798 C17H12ClNO2 297.7 CC1=C(C(=C2C=C(C=CC2=N1)Cl)C3=CC=CC=C3)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZ8B3P Chembl4176701 Investigative 135314048 C25H35N5 405.6 CC1=CC2=C([C@H](CCC2)N(C)C[C@H]3CC4=C(CN3)C=CC=C4N5CCNCC5)N=C1 IC50 = 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZ8ME3 Bicyclic pyrimidinone, (R)-22b Investigative 54709839 C19H24FN5O5S 453.5 CN(C)S(=O)(=O)N(C)[C@@H]1CCCN2C1=NC(=C(C2=O)O)C(=O)NCC3=CC=C(C=C3)F IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZD2G7 N-Methyl-(5-pyrid-3-ylthien-2-yl)methylamine Investigative 11321674 C11H12N2S 204.29 CNCC1=CC=C(S1)C2=CN=CC=C2 Ki = 56500 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZD59V Fevipiprant Investigative 23582412 C19H17F3N2O4S 426.4 CC1=C(C2=C(N1CC3=C(C=C(C=C3)S(=O)(=O)C)C(F)(F)F)N=CC=C2)CC(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZM2B9 2-[2-[[5-(Butylcarbamoyl)-2-methoxyphenyl]methylsulfanyl]-5-fluorobenzimidazol-1-yl]acetic acid Investigative 69316129 C22H24FN3O4S 445.5 CCCCNC(=O)C1=CC(=C(C=C1)OC)CSC2=NC3=C(N2CC(=O)O)C=CC(=C3)F IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZU96N (R)-8-(1-Isopropylpiperidin-4-yloxy)-3-methyl-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one Investigative 16679617 C20H27N3O2 341.4 C[C@@H]1CN2C3=C(C=C(C=C3)OC4CCN(CC4)C(C)C)C=C2C(=O)N1 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZWC49 6-Fluoro-2-methyl-3-[(3R,9sS)-octahydro-8-[2-[5-(1H-tetrazol-1-yl)-2-pyridinyl]acetyl]pyrazino[2.1=c][1.4]oxazin-3-yl]benzonitrile Investigative 71603917 C23H23FN8O2 462.5 CC1=C(C=CC(=C1C#N)F)[C@@H]2CN3CCN(C[C@H]3CO2)C(=O)CC4=NC=C(C=C4)N5C=NN=N5 IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase BZYA79 6-Chloro-2-dimethylamino-4-(3-isopropyl-phenyl)-quinoline-3-carboxylic acid Investigative 71556887 C21H21ClN2O2 368.9 CC(C)C1=CC=CC(=C1)C2=C(C(=NC3=C2C=C(C=C3)Cl)N(C)C)C(=O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D00EMF SB 242084 Investigative 3644637 C21H19ClN4O2 394.9 CC1=CC2=C(C=C1Cl)N(CC2)C(=O)NC3=CN=C(C=C3)OC4=C(N=CC=C4)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D00GOQ Alpha-methylcubebin Investigative 44575384 C21H22O6 370.4 CO[C@H]1[C@@H]([C@H](CO1)CC2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D00RGP MEDIORESINOL Investigative 332425 C21H24O7 388.4 COC1=CC(=CC(=C1O)OC)C2[C@H]3CO[C@@H]([C@H]3CO2)C4=CC(=C(C=C4)O)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D01FBL (-)-yatein Investigative 442835 C22H24O7 400.4 COC1=CC(=CC(=C1OC)OC)C[C@@H]2[C@H](COC2=O)CC3=CC4=C(C=C3)OCO4 IC50 = 95700 nM Poor binder T57392 Debrisoquine 4-hydroxylase D01UYI CHRYSIN Investigative 5281607 C15H10O4 254.24 C1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O IC50 ~ 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D02BGR (S)-N-[1-(3-morpholin-4-yl-phenyl)-ethyl]-3-phenyl-acrylamide Investigative 9949648 C21H24N2O2 336.4 C[C@@H](C1=CC(=CC=C1)N2CCOCC2)NC(=O)/C=C/C3=CC=CC=C3 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D02HSP (-)-cubebinin Investigative 44575401 C24H32O8 448.5 COC1=CC(=CC(=C1OC)OC)C[C@H]2COC([C@@H]2CC3=CC(=C(C(=C3)OC)OC)OC)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D03YHZ 6-Isoquinolin-4-yl-3,4-dihydroquinolin-2(1H)-one Investigative 25147692 C18H14N2O 274.3 C1CC(=O)NC2=C1C=C(C=C2)C3=CN=CC4=CC=CC=C43 IC50 = 50000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D05KIF (-)-cubebininolide Investigative 13916150 C24H30O8 446.5 COC1=CC(=CC(=C1OC)OC)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C(=C3)OC)OC)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D06MLU (-)-dihydroclusin Investigative 332806 C22H28O7 404.5 COC1=CC(=CC(=C1OC)OC)C[C@@H](CO)[C@@H](CC2=CC3=C(C=C2)OCO3)CO IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D06TRS 3-(3-methylthiophen-2-yl)pyridine Investigative 23646069 C10H9NS 175.25 CC1=C(SC=C1)C2=CN=CC=C2 IC50 = 92500 nM Poor binder T57392 Debrisoquine 4-hydroxylase D06VDN SB 243213 Investigative 443391 C22H19F3N4O2 428.4 CC1=CC2=C(C=C1C(F)(F)F)N(CC2)C(=O)NC3=CN=C(C=C3)OC4=C(N=CC=C4)C IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D07WLT 6-Pyridin-3-yl-3,4-dihydronaphthalen-2(1H)-one Investigative 25180108 C15H13NO 223.27 C1CC2=C(CC1=O)C=CC(=C2)C3=CN=CC=C3 IC50 = 171000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D08BOH (-)-thujaplicatintrimethyl ether Investigative 192827 C21H24O7 388.4 COC1=CC(=CC(=C1O)OC)C[C@H]2[C@@H](COC2=O)CC3=CC(=C(C=C3)O)OC IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D09VMS (-)-clusin Investigative 44575398 C22H26O7 402.4 COC1=CC(=CC(=C1OC)OC)C[C@@H]2[C@H](COC2O)CC3=CC4=C(C=C3)OCO4 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0A1SJ ETHOXYCLUSIN Investigative 44575400 C24H30O8 446.5 CCOC1=CC(=CC2=C1OCO2)C[C@H]3COC([C@@H]3CC4=CC(=C(C(=C4)OC)OC)OC)O IC50 = 87900 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0B2ZB (8R,8'R)-4-hydroxycubebinone Investigative 3013841 C22H24O8 416.4 COC1=CC(=CC(=C1O)OC)C[C@H]2COC(=O)[C@@H]2CC3=CC4=C(C(=C3)OC)OCO4 IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0BU8W BMS pyrazole inhibitor 7f Investigative 44219611 C23H18F3N7O2S 513.5 C[C@@H](C(=O)NCC1=CC(=CC=C1)N2C(=CC(=N2)C(F)(F)F)C3=NN=C(O3)C4=C5C(=CC=C4)N=CS5)N IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0J1IE 3-(5-((methylthio)methyl)furan-2-yl)pyridine Investigative 11993873 C11H11NOS 205.28 CSCC1=CC=C(O1)C2=CN=CC=C2 Ki = 64500 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0K4LS Go-Y026 Investigative 10691533 C21H22O7 386.4 COC1=CC(=CC(=C1O)OC)/C=C/C(=O)/C=C/C2=CC(=C(C(=C2)OC)O)OC IC50 = 82700 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0O1HH 3-(pyridin-3-yl)prop-2-yn-1-amine Investigative 11263510 C8H8N2 132.16 C1=CC(=CN=C1)C#CCN Ki = 60500 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0R2TW GW848687X Investigative 10238338 C24H18ClF2NO3 441.9 C1CC(=C(C1)C2=C(C=CC(=C2)Cl)OCC3=C(C=C(C=C3)F)F)C4=NC(=CC=C4)C(=O)O IC50 ~ 100000 nM Poor binder T57392 Debrisoquine 4-hydroxylase D0T4AC (8R,8'R,9'S)-5-methoxyclusin Investigative 11259008 C23H28O8 432.5 COC1=CC(=CC2=C1OCO2)C[C@H]3CO[C@@H]([C@@H]3CC4=CC(=C(C(=C4)OC)OC)OC)O IC50 ~ 100000 nM Poor binder