Target Validation Information
Target ID T16117
Target Name Nitric-oxide synthase, brain
Target Type
Clinical Trial
Drug Potency against Target (+/-)-2-Methyl-1-(1-phenylethyl)-1H-imidazole Drug Info IC50 = 5000 nM [531201]
7-Butyl-azepan-(2Z)-ylideneamine Drug Info IC50 = 850 nM [526140]
3-Bromo-1H-indazole-7-carbonitrile Drug Info IC50 = 2500 nM [529494]
2-Methyl-[1,4]thiazepan-(5E)-ylideneamine Drug Info IC50 = 830 nM [527266]
5-Ethyl-4-methyl-pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 80 nM [527210]
4-Methyl-5-propyl-pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 4800 nM [527210]
N-(5-Amino-6-oxo-heptyl)-acetamidine Drug Info IC50 = 17500 nM [527210]
6-(3-Fluoropropyl)-4-methylpyridin-2-amine Drug Info IC50 = 514 nM [530039]
5-Methyl-pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 3100 nM [527210]
4-Methyl-piperidin-(2E)-ylideneamine Drug Info IC50 = 16 nM [527502]
3,4-Dihydro-1H-quinolin-(2E)-ylideneamine Drug Info IC50 = 4900 nM [527502]
Octahydro-isoindol-(1Z)-ylideneamine Drug Info IC50 = 660 nM [527210]
AR-C133057XX Drug Info IC50 = 6000 nM [529745]
2-Amino-5-(N-nitro-guanidino)-pentanoic acid Drug Info IC50 = 500 nM [534097]
3-(2-Nitro-ethyl)-[1,4]oxazepan-(5Z)-ylideneamine Drug Info IC50 = 6240 nM [526140]
4-Methyl-pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 800 nM [527210]
[1,4]Thiazepan-(3E)-ylideneamine Drug Info IC50 = 2800 nM [527266]
(5-Imino-[1,4]thiazepan-3-yl)-methanol Drug Info IC50 = 2700 nM [527266]
[1,3]Thiazinan-(2E)-ylideneamine Drug Info IC50 = 3200 nM [534097]
6-isobutyl-4-methylpyridin-2-amine Drug Info IC50 = 100 nM [530039]
1-Benzyl-2-methyl-1H-imidazole Drug Info IC50 = 5000 nM [531201]
(4S,5R)-4,5-Dimethyl-oxazolidin-(2Z)-ylideneamine Drug Info IC50 = 1600 nM [526912]
(5S,6R)-[Octahydro-quinolin-(2E)-ylidene]amine Drug Info IC50 = 530 nM [527502]
4-Butyl-thiazolidin-(2E)-ylideneamine Drug Info IC50 = 13200 nM [527210]
5-Bromomethyl-oxazolidin-(2Z)-ylideneamine Drug Info IC50 = 400 nM [526912]
[1,4]Oxazepan-(3E)-ylideneamine Drug Info IC50 = 160 nM [527266]
7-(2-Nitro-ethyl)-azepan-(2Z)-ylideneamine Drug Info IC50 = 339 nM [526140]
(S)-6-Amino-2-(2-imino-ethylamino)-hexanoic acid Drug Info IC50 = 17500 nM [527266]
3-Butyl-[1,4]thiazepan-(5E)-ylideneamine Drug Info IC50 = 1200 nM [527266]
Azepan-(2Z)-ylideneamine Drug Info IC50 = 3500 nM [526140]
4-Ethyl-3-methyl-pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 610 nM [527210]
Piperidin-(2E)-ylideneamine Drug Info IC50 = 240 nM [527502]
[1,4]Oxazepan-(5E)-ylideneamine Drug Info IC50 = 8700 nM [527266]
4-Methyl-oxazolidin-(2Z)-ylideneamine Drug Info IC50 = 9800 nM [526912]
Azocan-(2Z)-ylideneamine Drug Info IC50 = 10150 nM [526140]
[1,4]Thiazepan-(5E)-ylideneamine Drug Info IC50 = 4300 nM [527266]
Tetrahydro-pyrimidin-2-ylideneamine Drug Info IC50 = 17000 nM [534097]
4,5-Dimethyl-pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 130 nM [527210]
3-Methyl-pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 900 nM [527210]
Hexahydro-pyrrolizin-(3E)-ylideneamine Drug Info IC50 = 9600 nM [527210]
2-(2-Amino-ethyl)-7-imino-azepane Drug Info IC50 = 932 nM [526140]
4-Ethyl-oxazolidin-(2Z)-ylideneamine Drug Info IC50 = 2800 nM [526912]
N*1*-(5-Methyl-2-nitro-phenyl)-butane-1,4-diamine Drug Info IC50 = 2500 nM [534663]
(5S,6S)-[Octahydro-quinolin-(2E)-ylidene]amine Drug Info IC50 = 246 nM [527502]
6-(2-Fluoropropyl)-4-methylpyridin-2-amine Drug Info IC50 = 490 nM [530039]
1-(2-amino-benzothiazol-6-yl)-2-ethyl-isothiourea Drug Info IC50 = 1400 nM [528695]
EUSYNSTYELAMIDE B Drug Info IC50 = 4300 nM [530193]
Eusynstyelamide C Drug Info IC50 = 5800 nM [530193]
L-NIL Drug Info IC50 = 6000 nM [529159]
((E)-7-But-2-enyl)-azepan-(2Z)-ylideneamine Drug Info IC50 = 3390 nM [526140]
2-amino-4,6-dimethylpyridine Drug Info IC50 = 100 nM [530216]
Thiazolidin-(2E)-ylideneamine Drug Info IC50 = 1800 nM [527210]
Hexahydro-cyclopenta[b]pyrrol-(2Z)-ylideneamine Drug Info IC50 = 9900 nM [527210]
7-Methoxy-1H-indazole Drug Info IC50 = 6300 nM [526052]
2-aminopyridine Drug Info IC50 = 8700 nM [530216]
AR-C102222 Drug Info IC50 = 790 nM [529745]
4-methyl-6-propylpyridin-2-amine Drug Info IC50 = 23 nM [529745]
3-Ethyl-[1,4]thiazepan-(5E)-ylideneamine Drug Info IC50 = 590 nM [527266]
[1,3]Oxazinan-(2E)-ylideneamine Drug Info IC50 = 3700 nM [534097]
7-Methyl-[1,4]thiazepan-(5E)-ylideneamine Drug Info IC50 = 1000 nM [527266]
1-(2-amino-benzothiazol-5-yl)-2-ethyl-isothiourea Drug Info IC50 = 4600 nM [528695]
THIOCITRULLINE Drug Info IC50 = 60 nM [527563]
5-Methyl-oxazolidin-(2Z)-ylideneamine Drug Info IC50 = 1400 nM [526912]
5-Ethyl-oxazolidin-(2Z)-ylideneamine Drug Info IC50 = 1800 nM [526912]
3-Methyl-[1,4]thiazepan-(5E)-ylideneamine Drug Info IC50 = 1800 nM [527266]
L-Nw-nitroarginine Drug Info Ki = 4550 nM [531224]
(4S,5S)-4,5-Diethyl-oxazolidin-(2Z)-ylideneamine Drug Info IC50 = 2500 nM [526912]
5-Ethyl-4-propyl-pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 17300 nM [527210]
4-[(2-Methyl-1H-imidazol-1-yl)methyl]pyridine Drug Info IC50 = 5000 nM [531201]
(R)-3-Propyl-[1,4]thiazepan-(5E)-ylideneamine Drug Info IC50 = 7100 nM [527266]
3-(2-Amino-ethyl)-5-imino-[1,4]oxazepane Drug Info IC50 = 8390 nM [526140]
Azonan-(2Z)-ylideneamine Drug Info IC50 = 6800 nM [534097]
4-methylpyridin-2-amine Drug Info IC50 = 160 nM [529745]
(4S,5R)-4,5-Diethyl-oxazolidin-(2Z)-ylideneamine Drug Info IC50 = 1200 nM [526912]
ONO-1714 Drug Info IC50 = 15 nM [526912]
1-[(3-Methoxybenzyl)amino]ethaniminium chloride Drug Info IC50 = 10000 nM [531201]
4-Ethyl-5-methyl-pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 140 nM [527210]
Pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 9600 nM [527210]
3,4-Dimethyl-pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 610 nM [527210]
Hexahydro-cyclopenta[c]pyrrol-(1Z)-ylideneamine Drug Info IC50 = 310 nM [527210]
3-Isobutyl-[1,4]thiazepan-(5E)-ylideneamine Drug Info IC50 = 1900 nM [527266]
(S)-3-Propyl-[1,4]thiazepan-(5E)-ylideneamine Drug Info IC50 = 440 nM [527266]
3-Propyl-[1,4]thiazepan-(5E)-ylideneamine Drug Info IC50 = 2800 nM [527266]
4-Ethyl-pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 2600 nM [527210]
(S)-2-Amino-5-(N-methyl-guanidino)-pentanoic acid Drug Info IC50 = 10000 nM [534097]
4-Isopropyl-pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 10600 nM [527210]
1-(Benzhydrylamino)ethaniminium bromide Drug Info IC50 = 300 nM [531201]
5-Ethyl-3-methyl-pyrrolidin-(2Z)-ylideneamine Drug Info IC50 = 2400 nM [527210]
N-(3-(aminomethyl)-benzyl)acetamidine Drug Info IC50 = 7300 nM [531201]
Action against Disease Model GW274150 GW274150 was effective in inhibiting LPS-induced plasma NO(x) levels in mice with an ED(50) of 3.2+/-0.7 mg kg(-1) after 14 h intraperitoneally (i.p.) and 3.8+/-1.5 mg kg(-1) after 14 h when administered orally. GW273629 showed shorter-lived effects on plasma NO(x) and an ED(50) of 9+/-2 mg kg(-1) after 2 h when administered i.p. 5 The effects of GW274150 and GW273629 in vivo were consistent with high selectivity for iNOS, as these inhibitors were of low potency against nNOS in the rat cerebell uM and did not cause significant effects on blood pressure in instr uMented mice. [527488] Drug Info
The Effect of Target Knockout, Knockdown or Genetic Variations Reduced tissue damage in experimental models of stroke and global cerebral ischaemia;Reduced neurotransmitter release;Altered airway responsiveness;Increased leukocyte adhesion;Increased stomach size (pyloric stenosis);Gastroparesis, abnormal IJP and NANC [531201]
References
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Ref 530039J Med Chem. 2009 Apr 23;52(8):2443-53.Design and synthesis of 2-amino-4-methylpyridine analogues as inhibitors for inducible nitric oxide synthase and in vivo evaluation of [18F]6-(2-fluoropropyl)-4-methyl-pyridin-2-amine as a potential PET tracer for inducible nitric oxide synthase.
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Ref 527266Bioorg Med Chem Lett. 2004 Dec 6;14(23):5907-11.Synthesis of analogs of (1,4)-3- and 5-imino oxazepane, thiazepane, and diazepane as inhibitors of nitric oxide synthases.
Ref 526912Bioorg Med Chem Lett. 2004 Jan 19;14(2):313-6.4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor.
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Ref 527266Bioorg Med Chem Lett. 2004 Dec 6;14(23):5907-11.Synthesis of analogs of (1,4)-3- and 5-imino oxazepane, thiazepane, and diazepane as inhibitors of nitric oxide synthases.
Ref 534097J Med Chem. 1996 Feb 2;39(3):669-72.2-Iminopiperidine and other 2-iminoazaheterocycles as potent inhibitors of human nitric oxide synthase isoforms.
Ref 527210Bioorg Med Chem Lett. 2004 Sep 6;14(17):4539-44.Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase.
Ref 527210Bioorg Med Chem Lett. 2004 Sep 6;14(17):4539-44.Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase.
Ref 527210Bioorg Med Chem Lett. 2004 Sep 6;14(17):4539-44.Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase.
Ref 526140Bioorg Med Chem Lett. 2001 Oct 8;11(19):2651-3.Selective heterocyclic amidine inhibitors of human inducible nitric oxide synthase.
Ref 526912Bioorg Med Chem Lett. 2004 Jan 19;14(2):313-6.4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor.
Ref 534663J Med Chem. 1998 Jul 2;41(14):2636-42.Nitroaromatic amino acids as inhibitors of neuronal nitric oxide synthase.
Ref 527502Bioorg Med Chem Lett. 2005 Apr 15;15(8):1997-2001.Bicyclic amidine inhibitors of nitric oxide synthase: discovery of perhydro-iminopyrindine and perhydro-iminoquinoline as potent, orally active inhibitors of inducible nitric oxide synthase.
Ref 530039J Med Chem. 2009 Apr 23;52(8):2443-53.Design and synthesis of 2-amino-4-methylpyridine analogues as inhibitors for inducible nitric oxide synthase and in vivo evaluation of [18F]6-(2-fluoropropyl)-4-methyl-pyridin-2-amine as a potential PET tracer for inducible nitric oxide synthase.
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Ref 530216J Med Chem. 2009 Jul 23;52(14):4533-7.L337H mutant of rat neuronal nitric oxide synthase resembles human neuronal nitric oxide synthase toward inhibitors.
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Ref 527210Bioorg Med Chem Lett. 2004 Sep 6;14(17):4539-44.Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase.
Ref 526052Bioorg Med Chem Lett. 2001 May 7;11(9):1153-6.Inhibition of neuronal nitric oxide synthase by 7-methoxyindazole and related substituted indazoles.
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Ref 529745Nat Chem Biol. 2008 Nov;4(11):700-7. Epub 2008 Oct 12.Anchored plasticity opens doors for selective inhibitor design in nitric oxide synthase.
Ref 527266Bioorg Med Chem Lett. 2004 Dec 6;14(23):5907-11.Synthesis of analogs of (1,4)-3- and 5-imino oxazepane, thiazepane, and diazepane as inhibitors of nitric oxide synthases.
Ref 534097J Med Chem. 1996 Feb 2;39(3):669-72.2-Iminopiperidine and other 2-iminoazaheterocycles as potent inhibitors of human nitric oxide synthase isoforms.
Ref 527266Bioorg Med Chem Lett. 2004 Dec 6;14(23):5907-11.Synthesis of analogs of (1,4)-3- and 5-imino oxazepane, thiazepane, and diazepane as inhibitors of nitric oxide synthases.
Ref 528695Bioorg Med Chem Lett. 2007 May 1;17(9):2540-4. Epub 2007 Feb 8.Novel 2-aminobenzothiazoles as selective neuronal nitric oxide synthase inhibitors.
Ref 527563Bioorg Med Chem Lett. 2005 Jun 2;15(11):2881-5. Epub 2005 Apr 25.Evaluation of 3-substituted arginine analogs as selective inhibitors of human nitric oxide synthase isozymes.
Ref 527488Br J Pharmacol. 2005 Jun;145(3):301-12.GW274150 and GW273629 are potent and highly selective inhibitors of inducible nitric oxide synthase in vitro and in vivo.
Ref 526912Bioorg Med Chem Lett. 2004 Jan 19;14(2):313-6.4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor.
Ref 526912Bioorg Med Chem Lett. 2004 Jan 19;14(2):313-6.4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor.
Ref 527266Bioorg Med Chem Lett. 2004 Dec 6;14(23):5907-11.Synthesis of analogs of (1,4)-3- and 5-imino oxazepane, thiazepane, and diazepane as inhibitors of nitric oxide synthases.
Ref 531224J Med Chem. 2010 Nov 11;53(21):7804-24.Exploration of the active site of neuronal nitric oxide synthase by the design and synthesis of pyrrolidinomethyl 2-aminopyridine derivatives.
Ref 526912Bioorg Med Chem Lett. 2004 Jan 19;14(2):313-6.4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor.
Ref 527210Bioorg Med Chem Lett. 2004 Sep 6;14(17):4539-44.Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase.
Ref 531201Bioorg Med Chem Lett. 2010 Nov 15;20(22):6495-9. Epub 2010 Sep 17.N-Substituted acetamidines and 2-methylimidazole derivatives as selective inhibitors of neuronal nitric oxide synthase.
Ref 527266Bioorg Med Chem Lett. 2004 Dec 6;14(23):5907-11.Synthesis of analogs of (1,4)-3- and 5-imino oxazepane, thiazepane, and diazepane as inhibitors of nitric oxide synthases.
Ref 526140Bioorg Med Chem Lett. 2001 Oct 8;11(19):2651-3.Selective heterocyclic amidine inhibitors of human inducible nitric oxide synthase.
Ref 534097J Med Chem. 1996 Feb 2;39(3):669-72.2-Iminopiperidine and other 2-iminoazaheterocycles as potent inhibitors of human nitric oxide synthase isoforms.
Ref 529745Nat Chem Biol. 2008 Nov;4(11):700-7. Epub 2008 Oct 12.Anchored plasticity opens doors for selective inhibitor design in nitric oxide synthase.
Ref 526912Bioorg Med Chem Lett. 2004 Jan 19;14(2):313-6.4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor.
Ref 526912Bioorg Med Chem Lett. 2004 Jan 19;14(2):313-6.4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor.
Ref 531201Bioorg Med Chem Lett. 2010 Nov 15;20(22):6495-9. Epub 2010 Sep 17.N-Substituted acetamidines and 2-methylimidazole derivatives as selective inhibitors of neuronal nitric oxide synthase.
Ref 527210Bioorg Med Chem Lett. 2004 Sep 6;14(17):4539-44.Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase.
Ref 527210Bioorg Med Chem Lett. 2004 Sep 6;14(17):4539-44.Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase.
Ref 527210Bioorg Med Chem Lett. 2004 Sep 6;14(17):4539-44.Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase.
Ref 527210Bioorg Med Chem Lett. 2004 Sep 6;14(17):4539-44.Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase.
Ref 527266Bioorg Med Chem Lett. 2004 Dec 6;14(23):5907-11.Synthesis of analogs of (1,4)-3- and 5-imino oxazepane, thiazepane, and diazepane as inhibitors of nitric oxide synthases.
Ref 527266Bioorg Med Chem Lett. 2004 Dec 6;14(23):5907-11.Synthesis of analogs of (1,4)-3- and 5-imino oxazepane, thiazepane, and diazepane as inhibitors of nitric oxide synthases.
Ref 527266Bioorg Med Chem Lett. 2004 Dec 6;14(23):5907-11.Synthesis of analogs of (1,4)-3- and 5-imino oxazepane, thiazepane, and diazepane as inhibitors of nitric oxide synthases.
Ref 527210Bioorg Med Chem Lett. 2004 Sep 6;14(17):4539-44.Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase.
Ref 534097J Med Chem. 1996 Feb 2;39(3):669-72.2-Iminopiperidine and other 2-iminoazaheterocycles as potent inhibitors of human nitric oxide synthase isoforms.
Ref 527210Bioorg Med Chem Lett. 2004 Sep 6;14(17):4539-44.Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase.
Ref 531201Bioorg Med Chem Lett. 2010 Nov 15;20(22):6495-9. Epub 2010 Sep 17.N-Substituted acetamidines and 2-methylimidazole derivatives as selective inhibitors of neuronal nitric oxide synthase.
Ref 527210Bioorg Med Chem Lett. 2004 Sep 6;14(17):4539-44.Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase.
Ref 531201Bioorg Med Chem Lett. 2010 Nov 15;20(22):6495-9. Epub 2010 Sep 17.N-Substituted acetamidines and 2-methylimidazole derivatives as selective inhibitors of neuronal nitric oxide synthase.

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