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(+/-)-(5Z,8Z,11Z,14Z)-N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)icosa-5,8,11,14-tetraenamide
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(+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
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(+/-)-oxiran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
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(+/-)-oxiran-2-ylmethyl (9Z)-hexadec-9-enoate
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(+/-)-oxiran-2-ylmethyl (9Z)-octadec-9-enoate
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(+/-)-oxiran-2-ylmethyl (9Z,12Z)-octadeca-9,12-dienoate
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(+/-)-oxiran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
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(+/-)-oxiran-2-ylmethyl 1,1'-biphenyl-2-carboxylate
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(+/-)-oxiran-2-ylmethyl 1,1'-biphenyl-3-carboxylate
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(+/-)-oxiran-2-ylmethyl 1,1'-biphenyl-4-carboxylate
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(+/-)-oxiran-2-ylmethyl benzoate
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(+/-)-tetrahydro-2H-pyran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
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(+/-)-tetrahydro-2H-pyran-2-ylmethyl (9Z)-hexadec-9-enoate
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(+/-)-tetrahydro-2H-pyran-2-ylmethyl (9Z)-octadec-9-enoate
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(+/-)-tetrahydro-2H-pyran-2-ylmethyl (9Z,12Z)-octadeca-9,12-dienoate
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(+/-)-tetrahydro-2H-pyran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
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(+/-)-tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-2-carboxylate
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(+/-)-tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-3-carboxylate
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(+/-)-tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-4-carboxylate
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(+/-)-tetrahydro-2H-pyran-2-ylmethyl benzoate
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(2R,3R)-allo-2-methyl-4-oxo-3-oxetanylcarbamic acid tert-butyl ester
(2R,3S)-2-methyl-4-oxo-3-oxetanylcarbamic acid benzyl ester
(2R,3S)-2-methyl-4-oxo-3-oxetanylcarbamic acid tert-butyl ester
(2S,3R)-2-methyl-4-oxo-3-oxetanylcarbamic acid 5-phenylpentyl ester
(2S,3R)-2-methyl-4-oxo-3-oxetanylcarbamic acid benzyl ester
(2S,3R)-2-methyl-4-oxo-3-oxetanylcarbamic acid tert-butyl ester
(2S,3S)-allo-2-methyl-4-oxo-3-oxetanylcarbamic acid tert-butyl ester
(5Z,8Z,11Z,14Z)-eicosantetraenoic acid 3-thienyl methyl ester
(R)-(2-oxo-3-oxetanyl)carbamic acid tert-butyl ester
(R)-1-methyl-3-(2-oxo-3-oxetanyl)urea
(R)-2-oxo-3-oxetanylcarbamic acid benzyl ester
(R,S)-2-oxocyclobutylcarbamic acid benzyl ester
(S)-(2-oxo-3-oxetanyl)carbamic acid tert-butyl ester
(S)-1-methyl-3-(2-oxo-3-oxetanyl)urea
(S)-2-oxo-3-oxetanylcarbamic acid benzyl ester
1,10-phenanthroline
20-30% inhibition at 1 mM
1,3-benzodioxol-5-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
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1-(1,3-oxazol-2-yl)-3-(4-phenoxyphenyl)propan-1-one
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1-(1,3-oxazol-2-yl)-3-[4-(phenoxymethyl)phenyl]propan-1-one
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1-(1,3-oxazol-2-yl)-4-piperidin-4-ylbutan-1-one
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1-(1,3-oxazol-2-yl)-4-[1-(3-phenylpropanoyl)piperidin-4-yl]butan-1-one
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1-(1,3-oxazol-2-yl)-4-[1-(phenylacetyl)piperidin-4-yl]butan-1-one
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1-(1,3-oxazol-2-yl)-4-[1-(phenylsulfonyl)piperidin-4-yl]butan-1-one
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1-(1,3-oxazol-2-yl)-4-[1-[(2-phenylethyl)sulfonyl]piperidin-4-yl]butan-1-one
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1-(1,3-oxazol-2-yl)-7-phenylheptan-1-one
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1-(5-iodo-1,3-oxazol-2-yl)-3-(4-phenoxyphenyl)propan-1-one
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1-(5-iodo-1,3-oxazol-2-yl)-3-[4-(phenoxymethyl)phenyl]propan-1-one
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1-(5-iodo-1,3-oxazol-2-yl)-7-phenylheptan-1-one
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1-(5-pyridin-2-yl-1,3-oxazol-2-yl)-7-(2-thienyl)heptan-1-one
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1-(5-pyridin-2-yl-1,3-oxazol-2-yl)-7-(3-thienyl)heptan-1-one
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1-(5-pyridin-2-yl-1,3-oxazol-2-yl)-7-[2-(trifluoromethyl)phenyl]hept-6-yn-1-one
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1-(5-pyridin-2-yl-1,3-oxazol-2-yl)-7-[2-(trifluoromethyl)phenyl]heptan-1-one
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1-(5-pyridin-2-yl-1,3-oxazol-2-yl)-7-[3-(trifluoromethyl)phenyl]hept-6-yn-1-one
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1-(5-pyridin-2-yl-1,3-oxazol-2-yl)-7-[3-(trifluoromethyl)phenyl]heptan-1-one
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1-(5-pyridin-2-yl-1,3-oxazol-2-yl)-7-[4-(trifluoromethyl)phenyl]hept-6-yn-1-one
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1-(5-pyridin-2-yl-1,3-oxazol-2-yl)-7-[4-(trifluoromethyl)phenyl]heptan-1-one
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1-([4'-[3-(1,3-oxazol-2-yl)propyl]biphenyl-4-yl]methyl)piperidine
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1-arachidin
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10% inhibition at 0.1 mM
1-myristin
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IC50: 0.018, complete inhibition is possible
1-nor-arachidonoyl-3-(2'3-dihydroxypropyl) urea
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i.e. O-1502, complete inhibition at 0.1 mM
1-palmitin
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IC50: 0.0080, complete inhibition is possible
1-[6-(2-methyl-4,5-diphenyl-1H-imidazol-1-yl)hexyl]-3-phenylurea
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11-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)undecan-1-one
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2,3-dihydroxypropyl (11Z)-icos-11-enoate
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i.e. O-4066, IC50: 0.010, complete inhibition is possible
2,3-dihydroxypropyl (11Z,14Z)-icosa-11,14-dienoate
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i.e. O-3907, IC50: 0.0057, complete inhibition is possible
2,3-dihydroxypropyl (4Z,7Z,10Z,13Z)-17-ethylcycloheptadeca-4,7,10,13-tetraene-1-carboxylate
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i.e. O-1428, 28% inhibition at 0.1 mM
2,3-dihydroxypropyl (5Z)-icos-5-enoate
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i.e. 3908, IC50: 0.011, 84% inhibition is possible
2,3-dihydroxypropyl (5Z,8Z,11Z)-2-ethylcycloheptadeca-5,8,11-triene-1-carboxylate
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i.e. O-3973, IC50: 0.0024, 95% inhibition is possible
2,3-dihydroxypropyl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate
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i.e. O-3832, IC50: 0.0076, complete inhibition is possible
2,3-dihydroxypropyl (6Z,9Z,12Z,15Z)-cyclohenicosa-6,9,12,15-tetraene-1-carboxylate
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i.e. O-4081, IC50: 0.0051, 90% inhibition is possible
2,3-dihydroxypropyl (7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoate
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i.e. O-3872, IC50: 0.014, complete inhibition is possible
2,3-dihydroxypropyl (8Z,11Z,14Z)-icosa-8,11,14-trienoate
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i.e. 3846, IC50: 0.023, complete inhibition is possible
2,6-difluorophenyl [6-[4,5-bis(4-fluorophenyl)-2-methyl-1H-imidazol-1-yl]hexyl]carbamate
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2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazole-5-carbonitrile
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2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazole-5-carboxamide
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2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazole-5-carboxylic acid
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2-(3-biphenyl-4-ylpropanoyl)-N,N-dimethyl-1,3-oxazole-5-carboxamide
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2-(4-phenylbutoxy)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)ethanone
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2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
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2-(7-phenylheptanoyl)-1,3-oxazole-5-carbonitrile
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2-(7-phenylheptanoyl)-1,3-oxazole-5-carboxamide
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2-(7-phenylheptanoyl)-1,3-oxazole-5-carboxylic acid
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2-(hexadecyloxy)ethanamine
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70% inhibition at 0.1 mM
2-aminoethyl decanoate
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11% inhibition at 0.1 mM
2-aminoethyl dodecanoate
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26% inhibition at 0.1 mM
2-aminoethyl hexadecanoate
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50% inhibition at 0.1 mM
2-aminoethyl tetradecanoate
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54% inhibition at 0.1 mM
2-arachidonoylglycerol
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37% inhibition at 0.1 mM
2-chloro-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)ethanone
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2-dodecyloxy-1-ethylamine
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49% inhibition at 0.1 mM
2-fluorophenyl [1-ethyl-6-(2-methyl-4,5-diphenyl-1H-imidazol-1-yl)hexyl]carbamate
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2-fluorophenyl [1-methyl-6-(2-methyl-4,5-diphenyl-1H-imidazol-1-yl)hexyl]carbamate
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2-fluorophenyl [6-(2-methyl-4,5-diphenyl-1H-imidazol-1-yl)-1-(1-methylethyl)hexyl]carbamate
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2-fluorophenyl [6-(2-methyl-4,5-diphenyl-1H-imidazol-1-yl)-1-phenylhexyl]carbamate
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2-fluorophenyl [6-(2-methyl-4,5-diphenyl-1H-imidazol-1-yl)hexyl]carbamate
2-fluorophenyl [6-[4,5-bis(4-fluorophenyl)-2-methyl-1H-imidazol-1-yl]hexyl]carbamate
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2-hydroxy-7-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
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-
2-tetradecyloxy-1-ethylamine
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71% inhibition at 0.1 mM
2-[(4-phenylbutyl)sulfinyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)ethanone
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2-[(4-phenylbutyl)sulfonyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)ethanone
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2-[(4-phenylbutyl)thio]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)ethanone
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2-[3-(4-phenoxyphenyl)propanoyl]-1,3-oxazole-5-carbonitrile
2-[3-(4-phenoxyphenyl)propanoyl]-1,3-oxazole-5-carboxamide
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2-[3-(4-phenoxyphenyl)propanoyl]-1,3-oxazole-5-carboxylic acid
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-
2-[3-(benzyloxy)phenoxy]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)ethanone
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2-[3-[4-(phenoxymethyl)phenyl]propanoyl]-1,3-oxazole-5-carbonitrile
2-[3-[4-(phenoxymethyl)phenyl]propanoyl]-1,3-oxazole-5-carboxamide
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2-[3-[4-(phenoxymethyl)phenyl]propanoyl]-1,3-oxazole-5-carboxylic acid
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2-[4-(benzyloxy)phenoxy]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)ethanone
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2-[methyl(4-phenylbutyl)amino]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)ethanol
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3'-(aminocarbonyl)biphenyl-3-yl cyclohexylcarbamate
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3'-carbamoyl-biphenyl-3-yl-cyclohexylcarbamate
3'-carbamoylbiphenyl-3-yl undec-10-yn-1-ylcarbamate
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3'-{[(E)-(cyclohexylimino)(hydroxy)methyl]oxy}biphenyl-3-carboximidic acid
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the inhibitor markedly increases the preference for ethanol. The inhibitor specifically acts through FAAH
3-(2-naphthyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
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3-(3-phenylpropoxy)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
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3-(4-anilinophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
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3-(4-benzylphenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
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3-(4-phenoxyphenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
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3-(4-phenoxyphenyl)-1-[5-(trifluoromethyl)-1,3-oxazol-2-yl]propan-1-one
3-(4-phenylbutyl)oxetan-2-one
3-aminopropyl decanoate
-
45% inhibition at 0.1 mM
3-aminopropyl dodecanoate
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37% inhibition at 0.1 mM
3-aminopropyl hexadecanoate
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52% inhibition at 0.1 mM
3-aminopropyl tetradecanoate
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54% inhibition at 0.1 mM
3-biphenyl-4-yl-1-(1,3-oxazol-2-yl)propan-1-one
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3-biphenyl-4-yl-1-(5-iodo-1,3-oxazol-2-yl)propan-1-one
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-
3-biphenyl-4-yl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
3-biphenyl-4-yl-1-(5-pyridin-3-yl-1,3-oxazol-2-yl)propan-1-one
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-
3-biphenyl-4-yl-1-(5-pyridin-4-yl-1,3-oxazol-2-yl)propan-1-one
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3-biphenyl-4-yl-1-[5-(methylthio)-1,3-oxazol-2-yl]propan-1-one
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3-biphenyl-4-yl-1-[5-(trifluoroacetyl)-1,3-oxazol-2-yl]propan-1-one
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3-biphenyl-4-yl-1-[5-(trifluoromethyl)-1,3-oxazol-2-yl]propan-1-one
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3-biphenyl-4-yl-1-[5-[6-(1H-tetrazol-1-yl)pyridin-2-yl]-1,3-oxazol-2-yl]propan-1-one
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3-dodecyloxy-1-propanamine
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27% inhibition at 0.1 mM
3-hexadecyloxy-1-propanamine
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16% inhibition at 0.1 mM
3-hydroxy-7-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
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3-tetradecyloxy-1-propanamine
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29% inhibition at 0.1 mM
3-[3-(benzyloxy)phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
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3-[4-(benzyloxy)cyclohexa-1,5-dien-1-yl]-1-[1,3]oxazolo[4,5-b]pyridin-2-ylpropan-1-one
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3-[4-(benzyloxy)phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
3-[4-(phenoxymethyl)phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
3-[4-(phenoxymethyl)phenyl]-1-[5-(trifluoromethyl)-1,3-oxazol-2-yl]propan-1-one
3-[4-(phenoxymethyl)phenyl]-1-[5-[6-(1H-tetrazol-5-yl)pyridin-2-yl]-1,3-oxazol-2-yl]propan-1-one
-
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3-[4-(phenylthio)phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
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3-[4-[hydroxy(phenyl)methyl]cyclohexa-1,5-dien-1-yl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
3-[4-[hydroxy(phenyl)methyl]phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
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3-[methyl(3-phenylpropyl)amino]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
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4-(1-benzoylpiperidin-4-yl)-1-(1,3-oxazol-2-yl)butan-1-one
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4-(1-benzylpiperidin-4-yl)-1-(1,3-oxazol-2-yl)butan-1-one
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4-(2-phenylethoxy)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)butan-1-one
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4-(benzyloxy)phenyl butylcarbamate
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4-chloromercuribenzoic acid
-
as -SH-blocking reagent, substrate 4-nitroacetanilide, incubation 10 min, 10 micromol 4-chloromercuribenzoic acid, residual activity 4.8%, activity restored by addition of 1 mM cysteine, 1 h incubation 67% restored
4-chloromercurybenzoate
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4-hydroxy-7-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
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4-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)butan-1-one
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-
4-[1-(2-bromobenzyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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-
4-[1-(2-chlorobenzyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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-
4-[1-(2-methoxybenzyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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-
4-[1-(2-methylbenzyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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4-[1-(3,3-dimethylbutanoyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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4-[1-(3-bromobenzyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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4-[1-(3-chlorobenzyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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4-[1-(3-cyclohexylpropanoyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
-
-
4-[1-(3-methoxybenzyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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-
4-[1-(3-methylbenzyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
-
-
4-[1-(4-bromobenzyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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-
4-[1-(4-chlorobenzyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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-
4-[1-(4-methoxybenzyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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-
4-[1-(4-methylbenzyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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-
4-[1-(benzylsulfonyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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4-[1-(cyclohexylacetyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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4-[1-(cyclohexylcarbonyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
-
-
4-[1-(cyclopropylcarbonyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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-
4-[1-(isopropylsulfonyl)piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
-
-
4-[1-[3-(1-methylethoxy)benzyl]piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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-
4-[1-[3-(1-methylethyl)benzyl]piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
-
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4-[1-[4-(1-methylethoxy)benzyl]piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
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-
4-[1-[4-(1-methylethyl)benzyl]piperidin-4-yl]-1-(1,3-oxazol-2-yl)butan-1-one
-
-
4-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]pyridine-2-carboxylic acid
-
-
4-[methyl(2-phenylethyl)amino]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)butan-1-one
-
-
5-(benzyloxy)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)pentan-1-one
-
-
5-(benzylsulfinyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)pentan-1-one
-
-
5-(benzylthio)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)pentan-1-one
5-hydroxy-7-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
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-
5-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)pentan-1-one
-
-
5-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]pyridine-2-carboxylic acid
-
-
5-[benzyl(methyl)amino]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)pentan-1-one
6-(2-[3-[4'-(morpholin-4-ylmethyl)biphenyl-4-yl]propyl]-1,3-oxazol-5-yl)pyridine-2-carboxylic acid
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-
6-(2-[3-[4'-(piperidin-1-ylmethyl)biphenyl-4-yl]propyl]-1,3-oxazol-5-yl)pyridine-2-carboxylic acid
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6-(2-[3-[4'-(pyrrolidin-1-ylmethyl)biphenyl-4-yl]propyl]-1,3-oxazol-5-yl)pyridine-2-carboxylic acid
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-
6-(2-[3-[4'-(thiomorpholin-4-ylmethyl)biphenyl-4-yl]propyl]-1,3-oxazol-5-yl)pyridine-2-carboxylic acid
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-
6-(2-[3-[4-(phenoxymethyl)phenyl]propanoyl]-1,3-oxazol-5-yl)pyridine-2-carbonitrile
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-
6-(2-[3-[4-(phenoxymethyl)phenyl]propanoyl]-1,3-oxazol-5-yl)pyridine-2-carboxylic acid
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-
6-(2-[3-[4-(phenoxymethyl)phenyl]propanoyl]-1,3-oxazol-5-yl)pyridine-3-carboxylic acid
-
-
6-(2-[3-[4-(piperidin-4-yloxy)phenyl]propyl]-1,3-oxazol-5-yl)pyridine-2-carboxylic acid
-
-
6-(benzyloxy)-N-[(3S)-2-oxooxetan-3-yl]naphthalene-2-carboxamide
6-(phenylsulfinyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hexan-1-one
-
-
6-(phenylsulfonyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hexan-1-one
-
-
6-(phenylthio)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hexan-1-one
-
-
6-hydroxy-7-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
6-methoxy-N-[(3S)-2-oxooxetan-3-yl]naphthalene-2-carboxamide
6-oxo-N-phenyl-6-(5-pyridin-2-yl-1,3-oxazol-2-yl)hexanamide
-
-
6-phenoxy-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hexan-1-one
-
-
6-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hexan-1-one
-
-
6-[2-(3-biphenyl-4-yl-1-hydroxypropyl)-1,3-oxazol-5-yl]nicotinic acid
-
-
6-[2-(3-biphenyl-4-yl-1-hydroxypropyl)-1,3-oxazol-5-yl]pyridine-2-carboxamide
-
-
6-[2-(3-biphenyl-4-yl-1-hydroxypropyl)-1,3-oxazol-5-yl]pyridine-2-carboxylic acid
-
-
6-[2-(3-biphenyl-4-yl-1-hydroxypropyl)-1,3-oxazol-5-yl]pyridine-3-carboxamide
-
-
6-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]nicotinamide
-
-
6-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]nicotinic acid
-
-
6-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]pyridine-2-carbonitrile
-
-
6-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]pyridine-2-carboxamide
-
-
6-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]pyridine-2-carboxylic acid
-
-
6-[2-(3-biphenyl-4-ylpropyl)-1,3-oxazol-5-yl]nicotinamide
-
-
6-[2-(3-biphenyl-4-ylpropyl)-1,3-oxazol-5-yl]nicotinic acid
-
-
6-[2-(3-biphenyl-4-ylpropyl)-1,3-oxazol-5-yl]pyridine-2-carboxamide
-
-
6-[2-(3-biphenyl-4-ylpropyl)-1,3-oxazol-5-yl]pyridine-2-carboxylic acid
-
-
6-[2-(3-[4'-[(4-aminopiperazin-1-yl)methyl]biphenyl-4-yl]propyl)-1,3-oxazol-5-yl]pyridine-2-carboxylic acid
-
-
6-[2-(7-phenylheptanoyl)-1,3-oxazol-5-yl]nicotinic acid
-
-
6-[2-(7-phenylheptanoyl)-1,3-oxazol-5-yl]pyridine-2-carbonitrile
-
-
6-[2-(7-phenylheptanoyl)-1,3-oxazol-5-yl]pyridine-2-carboxylic acid
-
-
6-[2-[3-(4-phenoxyphenyl)propanoyl]-1,3-oxazol-5-yl]nicotinic acid
-
-
6-[2-[3-(4-phenoxyphenyl)propanoyl]-1,3-oxazol-5-yl]pyridine-2-carboxylic acid
-
-
6-[2-[3-(4-[[1-(tert-butoxycarbonyl)piperidin-4-yl]oxy]phenyl)propyl]-1,3-oxazol-5-yl]pyridine-2-carboxylic acid
-
-
6-[methyl(phenyl)amino]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hexan-1-one
-
-
7-(2,3-dichlorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-(2,3-dichlorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
7-(2-chlorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-(2-chlorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(2-fluorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-(2-fluorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(2-methoxyphenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(2-methylphenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(2-nitrophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-(3-aminophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(3-chlorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-(3-chlorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(3-fluorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-(3-fluorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(3-methoxyphenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(3-methylphenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(3-nitrophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-(4-aminophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(4-chlorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-(4-chlorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(4-fluorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-(4-fluorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(4-methoxyphenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(4-methylphenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(4-nitrophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-(4-nitrophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-hydroxy-7-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-naphthalen-1-yl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-naphthalen-2-yl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
7-phenyl-1-[5-(trifluoromethyl)-1,3-oxazol-2-yl]heptan-1-one
-
-
7-phenyl-1-[5-[6-(1H-tetrazol-5-yl)pyridin-2-yl]-1,3-oxazol-2-yl]heptan-1-one
-
-
7-pyridin-2-yl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-pyridin-2-yl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-pyridin-3-yl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-pyridin-3-yl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-pyridin-4-yl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-6-yn-1-one
-
-
7-[2-(methylsulfanyl)phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-[3-(methylsulfanyl)phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-[3-(tert-butylamino)phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-[4-(methylsulfanyl)phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-[4-(tert-butylamino)phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
8-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)octan-1-one
-
-
9-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)nonan-1-one
-
-
acetanilide
-
substrate 4-nitroacetanilide, Ki: 14 micromol, competitive inhibition
acetonitrile
-
5% v/v, 93% inhibition; 93% decreased activity at 5% (v/v)
acetonnitrile
-
Ki: 120 mM
Acrylamide
-
substrate inhibition
acrylonitrile
-
Ki: 34 mM
alpha-methyl-1-arachidonoylglycerol
-
IC50: 0.033 mM, complete inhibition at 0.1 mM
ammonia
-
non-competitive product inhibitor at pH 9.0
arachidonic acid
-
IC50: 0.058 mM, complete inhibition at 0.1 mM
arachidonoyl glycine
-
IC50: 0.0049 mM, complete inhibition at 0.1 mM
arachidonoyl serinol
-
IC50: 0.078 mM, complete inhibition at 0.1 mM
arachidonoyl serotonin
-
more potent inhibitor at pH 8.4 than at pH 5.3
benzyl 4-[4-(1,3-oxazol-2-yl)-4-oxobutyl]piperidine-1-carboxylate
-
-
CaCl2
-
relative activity 91.7%, incubated for 10 min
Chloroacetone
-
pH 8.66, 25°C, irreversible strong inhibition at concentrations of 0.1 mM and above, acetamide protects enzyme from inhibition and slowly recovers activity of inactivated enzyme
Cyanate
-
Ki of strain AI3 is 1.1 mM, Ki of strain AIU1N is 1.8 mM and Ki of strain OUCH4 is 50 mM; reversible inhibition, pH 7.2 and 37°C
cyclobutylcarbamic acid benzyl ester
cyclopentyl(5-pyridin-2-yl-1,3-oxazol-2-yl)methanone
-
-
cyclopropyl(5-pyridin-2-yl-1,3-oxazol-2-yl)methanone
-
-
Diethyl-4-nitrophenyl phosphate
-
-
diisopropylphosphorofluoridate
-
-
Dimethyl sulfide
-
5% v/v, complete inhibition; complete inhibition at 5% (v/v)
dimethyl sulfoxide
-
5% v/v, complete inhibition; complete inhibition at 5% (v/v)
DNA containing thymine glycol
-
dodecyl 2-aminoacetate
-
66% inhibition at 0.1 mM
dodecyl 3-aminopropanoate
-
27% inhibition at 0.1 mM
DTT
-
21% inhibition at 1 mM
ethyl 4-[3-(4,5-diphenyl-1H-imidazol-1-yl)phenoxy]butanoate
-
-
ethyl 4-[4-(4,5-diphenyl-1H-imidazol-1-yl)phenoxy]butanoate
-
-
ethyl 6-(2-ethyl-4,5-diphenyl-1H-imidazol-1-yl)hexanoate
-
-
ethyl 6-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]pyridine-2-carboxylate
-
-
ethyl 6-[[(3S)-2-oxooxetan-3-yl]carbamoyl]naphthalene-2-carboxylate
ethyl 7-(2-ethyl-4,5-diphenyl-1H-imidazol-1-yl)heptanoate
-
-
ethyl 7-[4,5-bis(4-fluorophenyl)-2-methyl-1H-imidazol-1-yl]heptanoate
-
-
ethyl 8-(2-ethyl-4,5-diphenyl-1H-imidazol-1-yl)octanoate
-
-
H2O2
-
5% v/v, complete inhibition; complete inhibition at 5% (v/v) H2O2
hexadecyl 2-aminoacetate
-
29% inhibition at 0.1 mM
hexadecyltrimethylammonium chloride
-
-
hydroxylamine
-
competitive inhibitor at pH 7.2
Hydroxyurea
-
Ki of strain AI3 is 1.4 mM, Ki of strain AIU1N is 10.8 mM and Ki of strain OUCH4 is 337 mM, regaines full activity within 24 h at 37°C in 0.05 M Tris buffer at pH 7.2; reversible inhibition, pH 7.2 and 37°C
Ibuprofen
-
both enantiomers, more potent inhibitors at pH 5.3 than at pH 8.4
isopropyl 4-[4-(1,3-oxazol-2-yl)-4-oxobutyl]piperidine-1-carboxylate
-
-
K+
-
1-linear competitive inhibition of the amidase activity
L-ascorbic acid
-
19% inhibition at 1 mM
mercaptoethanol
-
5% v/v, complete inhibition
Methacrylonitrile
-
Ki: 90 mM
methyl 2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazole-5-carboxylate
methyl 2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazole-5-sulfinate
-
-
methyl 2-(7-phenylheptanoyl)-1,3-oxazole-5-carboxylate
-
-
methyl 2-[3-(4-phenoxyphenyl)propanoyl]-1,3-oxazole-5-carboxylate
-
-
methyl 2-[3-[4-(phenoxymethyl)phenyl]propanoyl]-1,3-oxazole-5-carboxylate
-
-
methyl 2-[7-oxo-7-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-1-yn-1-yl]benzoate
-
-
methyl 2-[7-oxo-7-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptyl]benzenesulfinate
-
-
methyl 2-[7-oxo-7-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptyl]benzoate
-
-
methyl 3-[7-oxo-7-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-1-yn-1-yl]benzoate
-
-
methyl 3-[7-oxo-7-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptyl]benzenesulfinate
-
-
methyl 3-[7-oxo-7-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptyl]benzoate
-
-
methyl 4-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]pyridine-2-carboxylate
-
-
methyl 4-[7-oxo-7-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-1-yn-1-yl]benzoate
-
-
methyl 4-[7-oxo-7-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptyl]benzenesulfinate
-
-
methyl 4-[7-oxo-7-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptyl]benzoate
-
-
methyl 5-oxo-5-(5-pyridin-2-yl-1,3-oxazol-2-yl)pentanoate
-
-
methyl 5-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]pyridine-2-carboxylate
-
-
methyl 6-(2-[3-[4'-(morpholin-4-ylmethyl)biphenyl-4-yl]propyl]-1,3-oxazol-5-yl)pyridine-2-carboxylate
-
-
methyl 6-(2-[3-[4'-(piperidin-1-ylmethyl)biphenyl-4-yl]propyl]-1,3-oxazol-5-yl)pyridine-2-carboxylate
-
-
methyl 6-(2-[3-[4'-(pyrrolidin-1-ylmethyl)biphenyl-4-yl]propyl]-1,3-oxazol-5-yl)pyridine-2-carboxylate
-
-
methyl 6-(2-[3-[4'-(thiomorpholin-4-ylmethyl)biphenyl-4-yl]propyl]-1,3-oxazol-5-yl)pyridine-2-carboxylate
-
-
methyl 6-(2-[3-[4-(phenoxymethyl)phenyl]propanoyl]-1,3-oxazol-5-yl)pyridine-2-carboxylate
-
-
methyl 6-(2-[3-[4-(phenoxymethyl)phenyl]propanoyl]-1,3-oxazol-5-yl)pyridine-3-carboxylate
-
-
methyl 6-(2-[3-[4-(piperidin-4-yloxy)phenyl]propyl]-1,3-oxazol-5-yl)pyridine-2-carboxylate
-
-
methyl 6-oxo-6-(5-pyridin-2-yl-1,3-oxazol-2-yl)hexanoate
-
-
methyl 6-[2-(3-biphenyl-4-yl-1-hydroxypropyl)-1,3-oxazol-5-yl]pyridine-2-carboxylate
-
-
methyl 6-[2-(3-biphenyl-4-yl-1-hydroxypropyl)-1,3-oxazol-5-yl]pyridine-3-carboxylate
-
-
methyl 6-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]pyridine-2-carboxylate
methyl 6-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]pyridine-3-carboxylate
-
-
methyl 6-[2-(3-biphenyl-4-ylpropyl)-1,3-oxazol-5-yl]pyridine-2-carboxylate
-
-
methyl 6-[2-(3-biphenyl-4-ylpropyl)-1,3-oxazol-5-yl]pyridine-3-carboxylate
-
-
methyl 6-[2-(3-[4'-[(dimethylamino)methyl]biphenyl-4-yl]propyl)-1,3-oxazol-5-yl]pyridine-2-carboxylate
-
-
methyl 6-[2-(7-phenylheptanoyl)-1,3-oxazol-5-yl]pyridine-2-carboxylate
-
-
methyl 6-[2-(7-phenylheptanoyl)-1,3-oxazol-5-yl]pyridine-3-carboxylate
-
-
methyl 6-[2-[3-(4-phenoxyphenyl)propanoyl]-1,3-oxazol-5-yl]pyridine-2-carboxylate
-
-
methyl 6-[2-[3-(4-phenoxyphenyl)propanoyl]-1,3-oxazol-5-yl]pyridine-3-carboxylate
-
-
methyl 6-[2-[3-(4-[[1-(tert-butoxycarbonyl)piperidin-4-yl]oxy]phenyl)propyl]-1,3-oxazol-5-yl]pyridine-2-carboxylate
-
-
methyl [3-(4,5-diphenyl-1H-imidazol-1-yl)phenoxy]acetate
-
-
methyl [4-(4,5-diphenyl-1H-imidazol-1-yl)phenoxy]acetate
-
-
MnCl2
-
relative activity 94.4%, incubated for 10 min
N,N-dimethyl-2-(7-phenylheptanoyl)-1,3-oxazole-5-carboxamide
-
-
N,N-dimethyl-2-[3-(4-phenoxyphenyl)propanoyl]-1,3-oxazole-5-carboxamide
-
-
N,N-dimethyl-2-[3-[4-(phenoxymethyl)phenyl]propanoyl]-1,3-oxazole-5-carboxamide
-
-
N,N-dimethyl-7-(2-methyl-4,5-diphenyl-1H-imidazol-1-yl)heptanamide
-
-
N-(4-hydroxy-2-methylphenyl)arachidonylamide
-
i.e. VDM11, an anandamide uptake inhibitor, IC50 is 0.0026 mM, inhibitory potency depends upon the concentration of bovine serum albumin
N-(4-hydroxyphenyl)arachidonylamide
-
i.e. AM404, an anandamide uptake inhibitor, IC50 is 0.0021 mM
N-(cyclohexylcarbonyl)pentadecylamine
N-benzyl-5-oxo-5-(5-pyridin-2-yl-1,3-oxazol-2-yl)pentanamide
-
-
n-butanol
-
48% decreased activity at 5% (v/v); 5% v/v, 48% inhibition
N-ethylmaleimide
-
inhibition at 10 mM, C-amidase
N-methyl-2-(7-phenylheptanoyl)-1,3-oxazole-5-carboxamide
-
-
N-methyl-2-[3-(4-phenoxyphenyl)propanoyl]-1,3-oxazole-5-carboxamide
-
-
N-methyl-2-[3-[4-(phenoxymethyl)phenyl]propanoyl]-1,3-oxazole-5-carboxamide
-
-
N-methyl-7-(2-methyl-4,5-diphenyl-1H-imidazol-1-yl)heptanamide
-
-
N-methylpropionamide
-
amide analogue, inhibits the biosynthesis of acetamidase, strain R312
N-[(3S)-2-oxooxetan-3-yl]biphenyl-4-carboxamide
N-[(3S)-2-oxooxetan-3-yl]naphthalene-2-carboxamide
N-[(benzyloxy)carbonyl]-D-serine
N-[(benzyloxy)carbonyl]-L-serine
NH3
-
selective product inhibition
noladin ether
-
IC50: 0.003 mM, complete inhibition at 0.1 mM
o-Nitrophenol
-
competitive inhibition
oleoyltrifluoromethylketone
-
more potent inhibitor at pH 5.3 than at pH 8.4
OMDM2
-
0.01 mM, 16% inhibition
p-chloromercuribenzoate
-
relative activity 36.1%, incubated for 10 min
PEG
-
8% inhibition at 1 mM
pentadecyl 2-aminoacetate
-
56% inhibition at 0.1 mM
pentadecyl 3-aminopropanoate
-
27% inhibition at 0.1 mM
Phenacetin
-
substrate 4-nitroacetanilide, Ki: 8.9 nM, competitive inhibition, induction of activity for 2-nitrophenylacetate and methylbutyrate
Phenetidine
-
uncompetitive inhibition
phenyl 6-[[(3S)-2-oxooxetan-3-yl]carbamoyl]naphthalene-2-carboxylate
phenyl hydrazine
-
complete inhibition at 1 mM
phenyl [6-(2-methyl-4,5-diphenyl-1H-imidazol-1-yl)hexyl]carbamate
-
-
phenylmethanesulfonyl fluoride
phenylmethyl sulfonyl fluoride
-
more potent inhibitor at pH 8.4 than at pH 5.3
phenylphosphorodiamidate
-
competitive inhibitor, the inhibitory effect is fully reversed by SSAM substrate benzamide, demonstrating the hydrophobicity of the active site
physostigmine sulfate
-
-
Propionitrile
-
Ki: 280 mM
specific iron chelator
-
-
-
suberoylanilide hydroxamic acid
strong inhibition
succinate
Blastobacter sp.
-
-
sulfhydyl reagents
Blastobacter sp.
-
-
-
tert-butyl 4-[4-(1,3-oxazol-2-yl)-4-oxobutyl]piperidine-1-carboxylate
-
-
tert-butyl [3-[7-oxo-7-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-1-yn-1-yl]phenyl]carbamate
-
-
tert-butyl [4-[7-oxo-7-(5-pyridin-2-yl-1,3-oxazol-2-yl)hept-1-yn-1-yl]phenyl]carbamate
-
-
tetradecyl 2-aminoacetate
-
84% inhibition at 0.1 mM
tetrahydro-2H-pyran-4-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
-
Thioacetamide
-
amide analogues, inhibits the biosynthesis of acetamidase, strain R312
thiol blocking reagent
-
-
-
tricostatin A
strong inhibition
tridecyl 2-aminoacetate
-
89% inhibition at 0.1 mM
tridecyl 3-aminopropanoate
-
27% inhibition at 0.1 mM
(2R,3R)-allo-2-methyl-4-oxo-3-oxetanylcarbamic acid tert-butyl ester
-
-
(2R,3R)-allo-2-methyl-4-oxo-3-oxetanylcarbamic acid tert-butyl ester
-
-
(2R,3S)-2-methyl-4-oxo-3-oxetanylcarbamic acid benzyl ester
-
-
(2R,3S)-2-methyl-4-oxo-3-oxetanylcarbamic acid benzyl ester
-
-
(2R,3S)-2-methyl-4-oxo-3-oxetanylcarbamic acid tert-butyl ester
-
-
(2R,3S)-2-methyl-4-oxo-3-oxetanylcarbamic acid tert-butyl ester
-
-
(2S,3R)-2-methyl-4-oxo-3-oxetanylcarbamic acid 5-phenylpentyl ester
-
potent inhibitor, rapidly cleaved in plasma
(2S,3R)-2-methyl-4-oxo-3-oxetanylcarbamic acid 5-phenylpentyl ester
-
potent inhibitor, rapidly cleaved in plasma
(2S,3R)-2-methyl-4-oxo-3-oxetanylcarbamic acid benzyl ester
-
-
(2S,3R)-2-methyl-4-oxo-3-oxetanylcarbamic acid benzyl ester
-
-
(2S,3R)-2-methyl-4-oxo-3-oxetanylcarbamic acid tert-butyl ester
-
-
(2S,3R)-2-methyl-4-oxo-3-oxetanylcarbamic acid tert-butyl ester
-
-
(2S,3S)-allo-2-methyl-4-oxo-3-oxetanylcarbamic acid tert-butyl ester
-
-
(2S,3S)-allo-2-methyl-4-oxo-3-oxetanylcarbamic acid tert-butyl ester
-
-
(5Z,8Z,11Z,14Z)-eicosantetraenoic acid 3-thienyl methyl ester
-
i.e. CAY-10402, IC50: 0.010 mM, 37% inhibition at 0.1 mM
(5Z,8Z,11Z,14Z)-eicosantetraenoic acid 3-thienyl methyl ester
-
i.e. CAY-10402
(R)-(2-oxo-3-oxetanyl)carbamic acid tert-butyl ester
-
-
(R)-(2-oxo-3-oxetanyl)carbamic acid tert-butyl ester
-
-
(R)-1-methyl-3-(2-oxo-3-oxetanyl)urea
-
-
(R)-1-methyl-3-(2-oxo-3-oxetanyl)urea
-
-
(R)-2-oxo-3-oxetanylcarbamic acid benzyl ester
-
-
(R)-2-oxo-3-oxetanylcarbamic acid benzyl ester
-
-
(R,S)-2-oxocyclobutylcarbamic acid benzyl ester
-
weak inhibition
(R,S)-2-oxocyclobutylcarbamic acid benzyl ester
-
weak inhibition
(S)-(2-oxo-3-oxetanyl)carbamic acid tert-butyl ester
-
-
(S)-(2-oxo-3-oxetanyl)carbamic acid tert-butyl ester
-
-
(S)-1-methyl-3-(2-oxo-3-oxetanyl)urea
-
-
(S)-1-methyl-3-(2-oxo-3-oxetanyl)urea
-
-
(S)-2-oxo-3-oxetanylcarbamic acid benzyl ester
-
-
(S)-2-oxo-3-oxetanylcarbamic acid benzyl ester
-
-
1-arachidonoylglycerol
-
IC50: 0.0062 mM
1-arachidonoylglycerol
-
42% inhibition at 0.1 mM
2-fluorophenyl [6-(2-methyl-4,5-diphenyl-1H-imidazol-1-yl)hexyl]carbamate
-
-
2-fluorophenyl [6-(2-methyl-4,5-diphenyl-1H-imidazol-1-yl)hexyl]carbamate
-
potentiates the effects of exogenous anandamide (1 mg/kg, iv) in a rat thermal escape test (Hargreaves test), and shows robust antinociceptive activity in (1 mg/kg, iv) in a rat thermal escape test (Hargreaves test), and shows robust antinociceptive activity in animal models of persistent (formalin test) and neuropathic (Chung model) pain
2-mercaptoethanol
-
complete inhibition at 5% (v/v) 2-mercaptoethanol
2-mercaptoethanol
-
9% inhibition at 1 mM
2-mercaptoethanol
52% inhibition at 1 mM
2-[3-(4-phenoxyphenyl)propanoyl]-1,3-oxazole-5-carbonitrile
-
-
2-[3-(4-phenoxyphenyl)propanoyl]-1,3-oxazole-5-carbonitrile
-
-
2-[3-[4-(phenoxymethyl)phenyl]propanoyl]-1,3-oxazole-5-carbonitrile
-
-
2-[3-[4-(phenoxymethyl)phenyl]propanoyl]-1,3-oxazole-5-carbonitrile
-
-
3'-carbamoyl-biphenyl-3-yl-cyclohexylcarbamate
-
i.e. URB597, specific, complete inhibition at 0.001 mM
3'-carbamoyl-biphenyl-3-yl-cyclohexylcarbamate
-
i.e. URB597, specific
3-(4-phenoxyphenyl)-1-[5-(trifluoromethyl)-1,3-oxazol-2-yl]propan-1-one
-
-
3-(4-phenoxyphenyl)-1-[5-(trifluoromethyl)-1,3-oxazol-2-yl]propan-1-one
-
-
3-(4-phenylbutyl)oxetan-2-one
-
-
3-(4-phenylbutyl)oxetan-2-one
-
-
3-biphenyl-4-yl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
-
-
3-biphenyl-4-yl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
-
-
3-[4-(benzyloxy)phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
-
-
3-[4-(benzyloxy)phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
-
-
3-[4-(phenoxymethyl)phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
-
-
3-[4-(phenoxymethyl)phenyl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
-
-
3-[4-(phenoxymethyl)phenyl]-1-[5-(trifluoromethyl)-1,3-oxazol-2-yl]propan-1-one
-
-
3-[4-(phenoxymethyl)phenyl]-1-[5-(trifluoromethyl)-1,3-oxazol-2-yl]propan-1-one
-
-
3-[4-[hydroxy(phenyl)methyl]cyclohexa-1,5-dien-1-yl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
-
-
3-[4-[hydroxy(phenyl)methyl]cyclohexa-1,5-dien-1-yl]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)propan-1-one
-
-
5-(benzylthio)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)pentan-1-one
-
-
5-(benzylthio)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)pentan-1-one
-
-
5-[benzyl(methyl)amino]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)pentan-1-one
-
-
5-[benzyl(methyl)amino]-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)pentan-1-one
-
-
6-(benzyloxy)-N-[(3S)-2-oxooxetan-3-yl]naphthalene-2-carboxamide
-
-
6-(benzyloxy)-N-[(3S)-2-oxooxetan-3-yl]naphthalene-2-carboxamide
-
-
6-methoxy-N-[(3S)-2-oxooxetan-3-yl]naphthalene-2-carboxamide
-
-
6-methoxy-N-[(3S)-2-oxooxetan-3-yl]naphthalene-2-carboxamide
-
-
7-(2,3-dichlorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-(2,3-dichlorophenyl)-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
7-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
7-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
-
-
acetaldehyde
-
-
acetaldehyde
-
competitive inhibitor, not time dependent; competitve inhibitor, Ki: 7.0 micromol
acetamide
-
substrate inhibition
acetamide
-
no inhibition up to 1.0 M concentration in presence of 0.56 mg protein
acetamide
-
non-competitive inhibitor
acetic acid
-
Ki: 240 mM
acetic acid
-
competitive product inhibitor at pH 5.7
acetone
-
5% v/v, 86% inhibition; 86% decreased activity at 5% (v/v)
acetone
25% (v/v), 69% inhibition
Ag+
-
complete inhibition at 1 mM
Ag+
Blastobacter sp.
-
inactivates enzyme activity by 76%
Ag+
-
22% of origin activity
Ag+
-
complete inhibition at 1 mM
Ag+
-
preincubation for 30 min, remaining activity in presence of 1 mM DTT
Ag+
-
0% of origin activity
Ag+
complete inhibition at 1 mM
Al3+
-
-
Al3+
-
2-linear mixed-type inhibition of the amidase activity
Ba2+
-
11% inhibition at 1 mM
Ba2+
-
13% inhibition at 1 mM
Ca2+
-
10% inhibition at 1 mM
Ca2+
-
1-linear competitive inhibition of the amidase activity
Ca2+
-
15% inhibition at 1 mM
Ca2+
10 mM, 12% inhibition
Cd2+
-
98% inhibition at 1 mM
Cd2+
Blastobacter sp.
-
inactivates enzyme activity by 79%
Cd2+
-
preincubated for 30 min
Cd2+
complete inhibition at 1 mM
Co2+
-
89-48% residual activity at 1 mM
Co2+
-
52% inhibition at 1 mM
Co2+
-
9% inhibition at 1 mM
Co2+
-
complete inhibition at 1 mM
Co2+
10 mM, 41% inhibition
Cr2+
-
-
Cu2+
-
89-48% residual activity at 1 mM
Cu2+
-
complete inhibition at 1 mM
Cu2+
Blastobacter sp.
-
inactivates enzyme activity by 90%
Cu2+
-
relative activity 0%, incubated for 10 min
Cu2+
-
58% of origin activity
Cu2+
-
28.5% inhibition at 1 mM
Cu2+
-
preincubated for 30 min, remaining activity in presence of 1 mM DTT
Cu2+
-
74% inhibition at 1 mM
Cu2+
10 mM, 69% inhibition
Cu2+
-
0% of origin activity
Cu2+
complete inhibition at 1 mM
cyclobutylcarbamic acid benzyl ester
-
weak inhibition
cyclobutylcarbamic acid benzyl ester
-
weak inhibition
dithiothreitol
-
80% residual activity at 1 mM
dithiothreitol
-
97% of origin activity
DNA containing thymine glycol
-
-
DNA containing thymine glycol
-
-
DNA containing thymine glycol
-
-
DNA containing thymine glycol
-
-
DTNB
-
15-18% inhibition of wild-type, MM6 and MM8, 35% inhibition of the MM15 activity
DTNB
-
preincubated for 30 min, remaining activity in presence of 1 mM DTT
EDTA
-
21% inhibition at 1 mM
EDTA
-
10 mM, loss of amidase activity of less than 5%
EDTA
20-30% inhibition at 1 mM
ethanol
-
58% decreased activity at 5% (v/v); 5% v/v, 58% inhibition
ethanol
25% (v/v), 45% inhibition
ethyl 6-[[(3S)-2-oxooxetan-3-yl]carbamoyl]naphthalene-2-carboxylate
-
-
ethyl 6-[[(3S)-2-oxooxetan-3-yl]carbamoyl]naphthalene-2-carboxylate
-
-
Fe2+
-
-
Fe2+
-
58% of origin activity
Fe2+
-
preincubated for 30 min
Fe2+
-
20% inhibition at 1 mM
Fe3+
-
89-48% residual activity at 1 mM
Fe3+
-
87% inhibition at 1 mM
Fe3+
10 mM, 68% inhibition
Hg2+
-
complete inhibition at 1 mM
Hg2+
Blastobacter sp.
-
inactivates enzyme activity by 99%
Hg2+
-
relative activity 91.7%, incubated for 10 min
Hg2+
-
HgCl2 as -SH-blocking reagent, incubation 10 min, 10 micromol HgCl2, 81% of activity restored by addition of 1 mM cysteine
Hg2+
-
7% of the original activity
Hg2+
-
complete inhibition at 1 mM
Hg2+
-
complete inhibition at 1 mM
Hg2+
complete inhibition at 1 mM
iodoacetamide
-
concentration 0.2 M at pH 8.0
iodoacetamide
-
hydrolase activity kcat: 0.033 per min with 10 mM at pH 7.0 and 25°C, transferase activity 75%, remaining activity less than 2%
iodoacetamide
-
no effect of 2-chloropropionamide
iodoacetamide
-
10% inhibition at 1 mM
iodoacetate
-
no inhibition, incubated for 10 min
iodoacetate
-
kcat: 0.00325 per min with 250 mM at pH 7.0 and 25°C, remaining activity less than 2%
iodoacetate
-
78% inhibition at 1 mM
iodoacetate
-
81% of origin activity
Isopropanol
-
5% v/v, 60% inhibition; 60% decreased activity at 5% (v/v)
Isopropanol
25% (v/v), 54% inhibition
methanol
-
50% decreased activity at 5% (v/v); 5% v/v, 50% inhibition
methanol
25% (v/v), 33% inhibition
methyl 2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazole-5-carboxylate
-
-
methyl 2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazole-5-carboxylate
-
-
methyl 6-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]pyridine-2-carboxylate
-
-
methyl 6-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]pyridine-2-carboxylate
-
-
Mg2+
-
-
Mg2+
-
relative activity 91.7%, incubated for 10 min
Mg2+
-
53% inhibition at 1 mM
Mg2+
-
1-linear competitive inhibition of the amidase activity
Mg2+
-
10% inhibition at 1 mM
Mg2+
-
partially inhibited
Mn2+
-
-
Mn2+
-
12% inhibition at 1 mM
N-(cyclohexylcarbonyl)pentadecylamine
-
N-(cyclohexylcarbonyl)pentadecylamine
-
N-(cyclohexylcarbonyl)pentadecylamine
-
N-[(3S)-2-oxooxetan-3-yl]biphenyl-4-carboxamide
-
-
N-[(3S)-2-oxooxetan-3-yl]biphenyl-4-carboxamide
-
-
N-[(3S)-2-oxooxetan-3-yl]naphthalene-2-carboxamide
-
-
N-[(3S)-2-oxooxetan-3-yl]naphthalene-2-carboxamide
-
-
N-[(benzyloxy)carbonyl]-D-serine
-
weak inhibition
N-[(benzyloxy)carbonyl]-D-serine
-
weak inhibition
N-[(benzyloxy)carbonyl]-L-serine
-
weak inhibition
N-[(benzyloxy)carbonyl]-L-serine
-
weak inhibition
Na+
-
17% inhibition at 1 mM
Na+
-
1-linear competitive inhibition of the amidase activity
Ni2+
-
-
Ni2+
-
56% inhibition at 1 mM
Ni2+
10 mM, 31% inhibition
p-hydroxymercuribenzoate
-
-
p-hydroxymercuribenzoate
-
inhibition at 10 mM, inhibits the C-amidase
p-hydroxymercuribenzoate
-
53% of origin activity
Pb2+
-
-
Pb2+
-
8% inhibition at 1 mM
PCMB
-
phenyl 6-[[(3S)-2-oxooxetan-3-yl]carbamoyl]naphthalene-2-carboxylate
-
-
phenyl 6-[[(3S)-2-oxooxetan-3-yl]carbamoyl]naphthalene-2-carboxylate
-
-
phenylmethanesulfonyl fluoride
-
-
phenylmethanesulfonyl fluoride
inhibits amide conversion more than 94% and completely suppresses nitrile hydrolysis
PMSF
-
87.5% inhibition at 1 mM
URB597
-
Urea
-
47% inhibition at 1 mM
Urea
-
competitive inhibitor at pH 7.2, 90 mM acetamide protectes AI3 amidase against 2.9 mM urea over 2 h, Ki of strain AI3 is 6.6 mM, Ki of strain AIU1N is 41.3 mM and Ki of strain OUCH4 is not known, regaines full activity within 24 h at 37°C in 0.05 M Tris buffer at pH 7.2
Urea
-
competitive inhibitor at pH 7.2, 90 mM acetamide protectes AI3 amidase against 2.9 mM urea over 2 h, Ki of strain AI3 is 6.6 mM, Ki of strain AIU1N is 41.3 mM and Ki of strain OUCH4 is not known, regaines full activity within 24 h at 37°C in 0.05 M Tris buffer at pH 7.2; reversible inhibition, pH 7.2 and 37°C
Zn2+
-
89-48% residual activity at 1 mM
Zn2+
Blastobacter sp.
-
inactivates enzyme activity by 88%
Zn2+
-
relative activity 94.4%, incubated for 10 min
Zn2+
-
11% inhibition at 1 mM
Zn2+
-
7% inhibition at 1 mM
Zn2+
10 mM, 62% inhibition
additional information
-
the enzyme shows resistance to metal chelating agents EDTA, 8-hydroxyquinoline, and sodium azide and is not inhibited by DTT and PMSF or by ammonium persulfate
-
additional information
-
no inhibition by 2-mercaptoethanol and dithiotreitol; the metal ions tested show between 30% and 40% inhibition at 1 mM
-
additional information
-
cations interact with the active site via Asp189 and the S1 pocket via residue 29, no inhibition by soybean trypsin inhibitor
-
additional information
-
no inhibition with 10 mM guanidinium carbonate, 100 mM thiourea, ammonium carbamate at strain AI 3
-
additional information
-
effects of specific monoclonal antibodies on wild-type and mutant enzyme activity
-
additional information
-
no inhibition by Triton X-100, SDS, EDTA, Mn2+, and Fe3+ at 1 mM
-
additional information
-
inactivation of FAAH might affect the levels of 2-arachidonoylglycerol and, hence, the activity of CB1 receptors
-
additional information
-
N-(2-oxo-3-oxetanyl)carbamic acid esters as N-acylethanolamine acid amidase inhibitors, synthesis and structure-activity and structure-property relationships, overview. The beta-lactone ring is responsible for inhibition and and low compound stability. The compounds inhibit NAAA with a rapid, noncompetitive, and reversible mechanism, consistent with the acylation of the catalytic Cys131
-
additional information
-
N-(2-oxo-3-oxetanyl)amide inhibitor synthesis and evaluation, overview. No inhibition by N-pentadecylcyclohexanecarboxamide
-
additional information
-
diethylphosphoroamidate shows no inhibitory activity
-
additional information
no effect by EDTA, 8-hydroxyquinoline, and 2-mercaptoethanol
-