Target Validation Information | |||||
---|---|---|---|---|---|
TTD ID | T16987 | ||||
Target Name | Carbonic anhydrase XII (CA-XII) | ||||
Type of Target |
Successful |
||||
Drug Potency against Target | 1,4-Dihydro-1-methyl-4-oxo-3-pyridinesulfonamide | Drug Info | Ki = 28.9 nM | [17] | |
1-Benzyl-1,4-dihydro-4-oxo-3-pyridinesulfonamide | Drug Info | Ki = 45.2 nM | [17] | ||
2,2,2-Trifluoro-N-(4-sulfamoyl-phenyl)-acetamide | Drug Info | Ki = 31 nM | [4] | ||
2,2-Dimethyl-N-(4-sulfamoyl-phenyl)-propionamide | Drug Info | Ki = 249 nM | [4] | ||
2,3-dihydro-1H-indene-5-sulfonamide | Drug Info | Ki = 0.39 nM | [7] | ||
2,4-Disulfamyltrifluoromethylaniline | Drug Info | Ki = 45 nM | [1] | ||
2-acetamido-2,3-dihydro-1H-indene-5-sulfonic acid | Drug Info | Ki = 4.7 nM | [7] | ||
2-amino-2,3-dihydro-1H-indene-5-sulfonamide | Drug Info | Ki = 1.4 nM | [7] | ||
2-Amino-benzenesulfonamide | Drug Info | Ki = 0.85 nM | [1] | ||
2-Amino-indan-5-sulfonic acid | Drug Info | Ki = 4.8 nM | [7] | ||
2-hydrazinylbenzenesulfonamide | Drug Info | Ki = 58 nM | [1] | ||
2-oxo-2H-chromene-3-carboxylic acid | Drug Info | Ki = 2900 nM | [12] | ||
2-oxo-2H-thiochromene-3-carboxylic acid | Drug Info | Ki = 10500 nM | [12] | ||
3-((4-aminophenyl)diazenyl)benzenesulfonamide | Drug Info | Ki = 7.3 nM | [11] | ||
3-((4-hydroxyphenyl)diazenyl)benzenesulfonamide | Drug Info | Ki = 7.3 nM | [11] | ||
3-(3-Phenyl-ureido)-benzenesulfonamide | Drug Info | Ki = 10 nM | [4] | ||
3-(4'-Hydroxyphenyl)diazenylbenzenesulfonamide | Drug Info | Ki = 7.3 nM | [11] | ||
3-Amino-benzenesulfonamide | Drug Info | Ki = 125 nM | [3] | ||
4,4'-thiodipyridine-3-sulfonamide | Drug Info | Ki = 4.7 nM | [15] | ||
4-((4-hydroxyphenyl)diazenyl)benzenesulfonamide | Drug Info | Ki = 5 nM | [11] | ||
4-(2-AMINOETHYL)BENZENESULFONAMIDE | Drug Info | Ki = 3.2 nM | [1] | ||
4-(2-Hydroxy-ethyl)-benzenesulfonamide | Drug Info | Ki = 55 nM | [1] | ||
4-(2-Methyl-8-quinolinoxy)-3-pyridinesulfonamide | Drug Info | Ki = 6.7 nM | [15] | ||
4-(2-Propynylthio)pyridine-3-sulfonamide | Drug Info | Ki = 15.6 nM | [15] | ||
4-(4'-N-Methylphenyl)diazenylbenzenesulfonamide | Drug Info | Ki = 69.4 nM | [11] | ||
4-(4-Cyanophenoxy)-3-pyridinesulfonamide | Drug Info | Ki = 6.3 nM | [15] | ||
4-(4-Fluorophenoxy)-3-pyridinesulfonamide | Drug Info | Ki = 6.9 nM | [15] | ||
4-(5-Methyl-2-pirazolino)-3-pyridinesulfonamide | Drug Info | Ki = 15.7 nM | [15] | ||
4-(Allylamino)-3-pyridinesulfonamide | Drug Info | Ki = 16.9 nM | [15] | ||
4-(Carbamolymethylthio)pyridine-3-sulfonamide | Drug Info | Ki = 15.9 nM | [15] | ||
4-(Cyanomethylthio)pyridine-3-sulfonamide | Drug Info | Ki = 15.5 nM | [15] | ||
4-(hydroxymethyl)benzenesulfonamide | Drug Info | Ki = 220 nM | [1] | ||
4-(Methylhydrazino)-3-pyridinesulfonamide | Drug Info | Ki = 8.9 nM | [15] | ||
4-(N-Methyl-hydrazino)-benzenesulfonamide | Drug Info | Ki = 11 nM | [1] | ||
4-(N-Oxide-2-pyridylthio)pyridine-3-sulfonamide | Drug Info | Ki = 13.8 nM | [15] | ||
4-(Quinolinoxy)-3-pyridinesulfonamide | Drug Info | Ki = 6.8 nM | [15] | ||
4-Amino-3-bromo-benzenesulfonamide | Drug Info | Ki = 20 nM | [1] | ||
4-Amino-3-chloro-benzenesulfonamide | Drug Info | Ki = 3.1 nM | [1] | ||
4-Amino-3-fluoro-benzenesulfonamide | Drug Info | Ki = 1.1 nM | [1] | ||
4-Amino-3-iodo-benzenesulfonamide | Drug Info | Ki = 11 nM | [1] | ||
4-Benzenesulfonylamino-benzenesulfonamide | Drug Info | Ki = 68 nM | [4] | ||
4-Benzythiopyridine-3-sulfonamide | Drug Info | Ki = 6.5 nM | [15] | ||
4-CYANOPHENOL | Drug Info | Ki = 9200 nM | [8] | ||
4-Ethoxy-3-pyridinesulfonamide | Drug Info | Ki = 5.9 nM | [15] | ||
4-Hydrazino-3-pyridinesulfonamide | Drug Info | Ki = 10.1 nM | [15] | ||
4-Hydrazino-benzenesulfonamide | Drug Info | Ki = 11 nM | [3] | ||
4-Methanesulfonylamino-benzenesulfonamide | Drug Info | Ki = 33 nM | [4] | ||
4-Methoxy-3-pyridinesulfonamide | Drug Info | Ki = 5.8 nM | [15] | ||
4-Methylamino-benzenesulfonamide | Drug Info | Ki = 37 nM | [1] | ||
4-Methylthiopyridine-3-sulfonamide | Drug Info | Ki = 6.7 nM | [15] | ||
4-[2-(3-Phenyl-ureido)-ethyl]-benzenesulfonamide | Drug Info | Ki = 13 nM | [4] | ||
6-(aminomethyl)-2H-chromen-2-one | Drug Info | Ki = 1500 nM | [12] | ||
6-(hydroxymethyl)-2H-chromen-2-one | Drug Info | Ki = 9500 nM | [12] | ||
6-Hydroxy-benzothiazole-2-sulfonic acid amide | Drug Info | Ki = 3.7 nM | [1] | ||
6-methoxy-2-oxo-2H-chromene-3-carboxylic acid | Drug Info | Ki = 6800 nM | [12] | ||
6-methyl-2-oxo-2H-chromene-3-carboxylic acid | Drug Info | Ki = 8000 nM | [12] | ||
7-(benzyloxy)-2H-chromen-2-one | Drug Info | Ki = 6500 nM | [12] | ||
7-butoxy-2H-chromen-2-one | Drug Info | Ki = 8600 nM | [12] | ||
7-methoxy-2-oxo-2H-chromene-4-carboxylic acid | Drug Info | Ki = 7100 nM | [12] | ||
7-phenethoxy-2H-chromen-2-one | Drug Info | Ki = 7500 nM | [12] | ||
7-propoxy-2H-chromen-2-one | Drug Info | Ki = 7600 nM | [12] | ||
8-methoxy-2-oxo-2H-chromene-3-carboxylic acid | Drug Info | Ki = 5600 nM | [12] | ||
ACETYLSULFANILAMIDE | Drug Info | Ki = 49 nM | [4] | ||
BENZOLAMIDE | Drug Info | Ki = 3.8 nM | [1] | ||
Carzenide | Drug Info | Ki = 34 nM | [1] | ||
CATECHIN | Drug Info | Ki = 4720 nM | [20] | ||
CATECHOL | Drug Info | Ki = 8900 nM | [13] | ||
CL-5343 | Drug Info | Ki = 34 nM | [19] | ||
COUMARIN | Drug Info | Ki = 8900 nM | [12] | ||
Coumate | Drug Info | Ki = 12 nM | [9] | ||
Curcumin | Drug Info | Ki = 3480 nM | [20] | ||
Decane-1,10-diyl disulfamate | Drug Info | Ki = 8.2 nM | [10] | ||
Decyl sulfamate | Drug Info | Ki = 7.9 nM | [10] | ||
ELLAGIC ACID | Drug Info | Ki = 10100 nM | [13] | ||
ETHOXYCOUMARIN | Drug Info | Ki = 8200 nM | [12] | ||
Ethyl 7-methoxy-2-oxo-2H-chromene-3-carboxylate | Drug Info | Ki = 8800 nM | [12] | ||
FERULIC ACID | Drug Info | Ki = 9780 nM | [13] | ||
GALLICACID | Drug Info | Ki = 7780 nM | [13] | ||
HERNIARIN | Drug Info | Ki = 9700 nM | [12] | ||
Hexane-1,6-diamine | Drug Info | Ki = 370 nM | [18] | ||
INDISULAM | Drug Info | Ki = 3.4 nM | [17] | ||
N-(4-cyanophenyl)sulfamide | Drug Info | Ki = 45 nM | [2] | ||
N-(4-Sulfamoyl-phenyl)-benzamide | Drug Info | Ki = 21 nM | [4] | ||
N-(4-Sulfamoyl-phenyl)-butyramide | Drug Info | Ki = 85 nM | [4] | ||
N-(4-Sulfamoyl-phenyl)-isobutyramide | Drug Info | Ki = 138 nM | [4] | ||
N-(4-Sulfamoyl-phenyl)-propionamide | Drug Info | Ki = 56 nM | [4] | ||
N-(pentafluorophenyl)sulfamide | Drug Info | Ki = 19 nM | [2] | ||
N-hydroxysulfamide | Drug Info | Ki = 1340 nM | [16] | ||
N-propynyl amidebenzenesulphonide | Drug Info | Ki = 1 nM | [5] | ||
N1-(2-aminoethyl)ethane-1,2-diamine | Drug Info | Ki = 11400 nM | [18] | ||
N1-(naphthalen-1-yl)ethane-1,2-diamine | Drug Info | Ki = 380 nM | [18] | ||
Octane-1,8-diyl disulfamate | Drug Info | Ki = 7.9 nM | [10] | ||
Octyl sulfamate | Drug Info | Ki = 7 nM | [10] | ||
P-Coumaric Acid | Drug Info | Ki = 8010 nM | [13] | ||
P-toluenesulfonamide | Drug Info | Ki = 1.8 nM | [1] | ||
PARABEN | Drug Info | Ki = 6270 nM | [13] | ||
Pentane-1,5-diamine | Drug Info | Ki = 450 nM | [18] | ||
Pentanoic acid (4-sulfamoyl-phenyl)-amide | Drug Info | Ki = 147 nM | [4] | ||
PHENOL | Drug Info | Ki = 9200 nM | [20] | ||
Prop-2-ynyl 4-sulfamoylbenzoate | Drug Info | Ki = 8.3 nM | [5] | ||
RESORCINOL | Drug Info | Ki = 7500 nM | [8] | ||
SACCHARIN | Drug Info | Ki = 633 nM | [6] | ||
Salicyclic acid | Drug Info | Ki = 8800 nM | [8] | ||
Sodium N-methylphenylaminomethanesulfonate | Drug Info | Ki = 5925 nM | [11] | ||
Sodium phenylaminomethanesulfonate | Drug Info | Ki = 6250 nM | [11] | ||
Sulfamylon | Drug Info | Ki = 0.3 nM | [14] | ||
Syringic Acid | Drug Info | Ki = 9010 nM | [13] | ||
References | |||||
REF 1 | Carbonic anhydrase inhibitors. Inhibition of the transmembrane isozyme XII with sulfonamides-a new target for the design of antitumor and antiglauc... Bioorg Med Chem Lett. 2005 Feb 15;15(4):963-9. | ||||
REF 2 | Carbonic anhydrase inhibitors: synthesis and inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II, IX, and XII with N-hydroxy... Bioorg Med Chem Lett. 2005 May 2;15(9):2353-8. | ||||
REF 3 | Carbonic anhydrase inhibitors: inhibition of the transmembrane isozyme XIV with sulfonamides. Bioorg Med Chem Lett. 2005 Sep 1;15(17):3828-33. | ||||
REF 4 | Carbonic anhydrase inhibitors: inhibition of the tumor-associated isozymes IX and XII with a library of aromatic and heteroaromatic sulfonamides. Bioorg Med Chem Lett. 2005 Nov 1;15(21):4862-6. | ||||
REF 5 | Inhibition of membrane-associated carbonic anhydrase isozymes IX, XII and XIV with a library of glycoconjugate benzenesulfonamides. Bioorg Med Chem Lett. 2007 Feb 15;17(4):987-92. | ||||
REF 6 | Carbonic anhydrase inhibitors: copper(II) complexes of polyamino-polycarboxylamido aromatic/heterocyclic sulfonamides are very potent inhibitors of... Bioorg Med Chem Lett. 2008 Jan 15;18(2):836-41. | ||||
REF 7 | Indanesulfonamides as carbonic anhydrase inhibitors and anticonvulsant agents: structure-activity relationship and pharmacological evaluation. Eur J Med Chem. 2008 Dec;43(12):2853-60. | ||||
REF 8 | Carbonic anhydrase inhibitors: inhibition of mammalian isoforms I-XIV with a series of substituted phenols including paracetamol and salicylic acid. Bioorg Med Chem. 2008 Aug 1;16(15):7424-8. | ||||
REF 9 | Carbonic anhydrase inhibitors. Interaction of the antitumor sulfamate EMD 486019 with twelve mammalian carbonic anhydrase isoforms: Kinetic and X-r... Bioorg Med Chem Lett. 2008 Aug 1;18(15):4282-6. | ||||
REF 10 | Carbonic anhydrase inhibitors. Comparison of aliphatic sulfamate/bis-sulfamate adducts with isozymes II and IX as a platform for designing tight-bi... J Med Chem. 2009 Oct 8;52(19):5990-8. | ||||
REF 11 | Carbonic anhydrase inhibitors. Diazenylbenzenesulfonamides are potent and selective inhibitors of the tumor-associated isozymes IX and XII over the... Bioorg Med Chem. 2009 Oct 15;17(20):7093-9. | ||||
REF 12 | Deciphering the mechanism of carbonic anhydrase inhibition with coumarins and thiocoumarins. J Med Chem. 2010 Jan 14;53(1):335-44. | ||||
REF 13 | Carbonic anhydrase inhibitors. Inhibition of mammalian isoforms I-XIV with a series of natural product polyphenols and phenolic acids. Bioorg Med Chem. 2010 Mar 15;18(6):2159-2164. | ||||
REF 14 | Sulfonamide linked neoglycoconjugates--a new class of inhibitors for cancer-associated carbonic anhydrases. J Med Chem. 2010 Apr 8;53(7):2913-26. | ||||
REF 15 | Carbonic anhydrase inhibitors: synthesis and inhibition of the human cytosolic isozymes I and II and transmembrane isozymes IX, XII (cancer-associa... Eur J Med Chem. 2010 Jun;45(6):2396-404. | ||||
REF 16 | Carbonic anhydrase inhibitors: crystallographic and solution binding studies for the interaction of a boron-containing aromatic sulfamide with mamm... Bioorg Med Chem Lett. 2010 Jun 15;20(12):3601-5. | ||||
REF 17 | Carbonic anhydrase inhibitors. Regioselective synthesis of novel 1-substituted 1,4-dihydro-4-oxo-3-pyridinesulfonamides and their inhibition of the... Eur J Med Chem. 2010 Sep;45(9):3656-61. | ||||
REF 18 | Polyamines inhibit carbonic anhydrases by anchoring to the zinc-coordinated water molecule. J Med Chem. 2010 Aug 12;53(15):5511-22. | ||||
REF 19 | Carbonic anhydrase inhibitors. The X-ray crystal structure of human isoform II in adduct with an adamantyl analogue of acetazolamide resides in a l... Bioorg Med Chem Lett. 2010 Aug 1;20(15):4376-81. | ||||
REF 20 | Carbonic anhydrase inhibitors. Antioxidant polyphenols effectively inhibit mammalian isoforms I-XV. Bioorg Med Chem Lett. 2010 Sep 1;20(17):5050-3. | ||||
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