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Literature summary extracted from

  • Chirkova, Z.; Kabanova, M.; Filimonov, S.; Abramov, I.; Petzer, A.; Engelbrecht, I.; Petzer, J.; Yu Suponitsky, K.; Veselovsky, A.
    An investigation of the monoamine oxidase inhibition properties of pyrrolo[3,4-f]indole-5,7-dione and indole-5,6-dicarbonitrile derivatives (2018), Drug Dev. Res., 79, 81-93 .
    View publication on PubMed

Application

EC Number Application Comment Organism
1.4.3.4 drug development active monoamine oxidase inhibitors represent suitable leads for the development of drugs for neurodegenerative and neuropsychiatric disorders such as Parkinson's disease and depression. Monoamine oxidase inhibitors are also of interest for the treatment of prostate cancer, certain types of cardiomyopathies and Alzheimer's disease Homo sapiens

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.4.3.4 (2E)-3-chloro-2-(6-nitro-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)-3-(thiophen-2-yl)prop-2-enal
-
Homo sapiens
1.4.3.4 (2E)-3-chloro-2-(6-nitro-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)-3-phenylprop-2-enal
-
Homo sapiens
1.4.3.4 (2E)-3-chloro-3-(4-methylphenyl)-2-(6-nitro-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)prop-2-enal
-
Homo sapiens
1.4.3.4 1-hydroxy-2-(4-methoxyphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
-
Homo sapiens
1.4.3.4 1-hydroxy-2-(4-methylphenyl)-3-propanoyl-1H-indole-5,6-dicarbonitrile
-
Homo sapiens
1.4.3.4 1-hydroxy-3-(4-methoxybenzoyl)-1H-indole-5,6-dicarboxylic acid
-
Homo sapiens
1.4.3.4 1-hydroxy-3-(4-methoxybenzoyl)pyrrolo[3,4-f]indole-5,7(1H,6H)-dione
-
Homo sapiens
1.4.3.4 1-hydroxy-3-(4-methylbenzoyl)pyrrolo[3,4-f]indole-5,7(1H,6H)-dione
-
Homo sapiens
1.4.3.4 1-hydroxy-3-propanoyl-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
-
Homo sapiens
1.4.3.4 1-methoxy-2-(4-methoxyphenyl)-5,7-dioxo-1,2,3,5,6,7-hexahydropyrrolo[3,4-f]indole-3-carbaldehyde
-
Homo sapiens
1.4.3.4 1-methoxy-2-(4-methylphenyl)-5,7-dioxo-1,2,3,5,6,7-hexahydropyrrolo[3,4-f]indole-3-carbaldehyde
-
Homo sapiens
1.4.3.4 1-methoxy-5,7-dioxo-2-(thiophen-2-yl)-1,2,3,5,6,7-hexahydropyrrolo[3,4-f]indole-3-carbaldehyde
-
Homo sapiens
1.4.3.4 1-methoxy-5,7-dioxo-2-phenyl-1,2,3,5,6,7-hexahydropyrrolo[3,4-f]indole-3-carbaldehyde
-
Homo sapiens
1.4.3.4 2-(4-methylphenyl)-3-propanoyl-1-(propanoyloxy)-1H-indole-5,6-dicarbonitrile
-
Homo sapiens
1.4.3.4 3-(4-methoxybenzoyl)-1H-indole-5,6-dicarbonitrile
-
Homo sapiens
1.4.3.4 3-acetyl-1-(acetyloxy)-2-(4-methoxyphenyl)-1H-indole-5,6-dicarbonitrile
-
Homo sapiens
1.4.3.4 3-acetyl-1-(acetyloxy)-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
-
Homo sapiens
1.4.3.4 3-acetyl-1-(acetyloxy)-2-phenyl-1H-indole-5,6-dicarbonitrile
-
Homo sapiens
1.4.3.4 3-acetyl-1-hydroxy-2-(4-methoxyphenyl)-1H-indole-5,6-dicarbonitrile
-
Homo sapiens
1.4.3.4 3-acetyl-1-hydroxy-2-(4-methylphenyl)-1H-indole-5,6-dicarbonitrile
-
Homo sapiens
1.4.3.4 3-acetyl-1-hydroxy-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
-
Homo sapiens
1.4.3.4 3-acetyl-1-hydroxy-2-phenyl-1H-indole-5,6-dicarbonitrile
-
Homo sapiens
1.4.3.4 3-benzoyl-1-hydroxy-1H-indole-5,6-dicarboxylic acid
-
Homo sapiens
1.4.3.4 3-benzoyl-1-hydroxypyrrolo[3,4-f]indole-5,7(1H,6H)-dione
-
Homo sapiens
1.4.3.4 3-bromo-1-hydroxy-2-(4-methoxyphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
-
Homo sapiens
1.4.3.4 3-bromo-1-hydroxy-2-(4-methylphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
-
Homo sapiens
1.4.3.4 3-bromo-1-hydroxy-2-phenyl-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
-
Homo sapiens
1.4.3.4 3-bromo-1-methoxy-2-(4-methoxyphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
-
Homo sapiens
1.4.3.4 3-bromo-1-methoxy-6-methyl-2-(4-methylphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
-
Homo sapiens
1.4.3.4 3-butanoyl-1-(butanoyloxy)-2-(4-methylphenyl)-1H-indole-5,6-dicarbonitrile
-
Homo sapiens
1.4.3.4 3-butanoyl-1-(butanoyloxy)-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
-
Homo sapiens
1.4.3.4 lazabemide
-
Homo sapiens
1.4.3.4 safinamide
-
Homo sapiens
1.4.3.4 toloxatone
-
Homo sapiens

Organism

EC Number Organism UniProt Comment Textmining
1.4.3.4 Homo sapiens P21397
-
-
1.4.3.4 Homo sapiens P27338
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.4.3.4 kynuramine + H2O + O2
-
Homo sapiens 4-hydroxyquinoline + NH3 + H2O2
-
?

Synonyms

EC Number Synonyms Comment Organism
1.4.3.4 MAO-A
-
Homo sapiens
1.4.3.4 MAO-B
-
Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.4.3.4 0.000023
-
pH 7.4, 37°C Homo sapiens 3-bromo-1-methoxy-6-methyl-2-(4-methylphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.00004
-
pH 7.4, 37°C Homo sapiens 3-bromo-1-methoxy-2-(4-methoxyphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.000048
-
pH 7.4, 37°C Homo sapiens safinamide
1.4.3.4 0.000049
-
pH 7.4, 37°C Homo sapiens 1-methoxy-2-(4-methoxyphenyl)-5,7-dioxo-1,2,3,5,6,7-hexahydropyrrolo[3,4-f]indole-3-carbaldehyde
1.4.3.4 0.000091
-
pH 7.4, 37°C Homo sapiens lazabemide
1.4.3.4 0.000092
-
pH 7.4, 37°C Homo sapiens 3-bromo-1-hydroxy-2-(4-methoxyphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.000175
-
pH 7.4, 37°C Homo sapiens 1-methoxy-5,7-dioxo-2-(thiophen-2-yl)-1,2,3,5,6,7-hexahydropyrrolo[3,4-f]indole-3-carbaldehyde
1.4.3.4 0.000178
-
pH 7.4, 37°C Homo sapiens 3-bromo-1-methoxy-6-methyl-2-(4-methylphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.000184
-
pH 7.4, 37°C Homo sapiens 1-methoxy-2-(4-methylphenyl)-5,7-dioxo-1,2,3,5,6,7-hexahydropyrrolo[3,4-f]indole-3-carbaldehyde
1.4.3.4 0.000193
-
pH 7.4, 37°C Homo sapiens (2E)-3-chloro-3-(4-methylphenyl)-2-(6-nitro-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)prop-2-enal
1.4.3.4 0.000447
-
pH 7.4, 37°C Homo sapiens 1-hydroxy-2-(4-methoxyphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.000458
-
pH 7.4, 37°C Homo sapiens 3-bromo-1-hydroxy-2-(4-methylphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.000529
-
pH 7.4, 37°C Homo sapiens 1-methoxy-5,7-dioxo-2-phenyl-1,2,3,5,6,7-hexahydropyrrolo[3,4-f]indole-3-carbaldehyde
1.4.3.4 0.000532
-
pH 7.4, 37°C Homo sapiens 3-(4-methoxybenzoyl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.000605
-
pH 7.4, 37°C Homo sapiens 3-bromo-1-methoxy-2-(4-methoxyphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.000734
-
pH 7.4, 37°C Homo sapiens 3-bromo-1-hydroxy-2-(4-methylphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.000813
-
pH 7.4, 37°C Homo sapiens 3-(4-methoxybenzoyl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.00087
-
pH 7.4, 37°C Homo sapiens 1-methoxy-2-(4-methoxyphenyl)-5,7-dioxo-1,2,3,5,6,7-hexahydropyrrolo[3,4-f]indole-3-carbaldehyde
1.4.3.4 0.00105
-
pH 7.4, 37°C Homo sapiens 3-bromo-1-hydroxy-2-phenyl-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.00119
-
pH 7.4, 37°C Homo sapiens 3-acetyl-1-(acetyloxy)-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.00119
-
pH 7.4, 37°C Homo sapiens 3-bromo-1-hydroxy-2-(4-methoxyphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.00129
-
pH 7.4, 37°C Homo sapiens 1-methoxy-2-(4-methylphenyl)-5,7-dioxo-1,2,3,5,6,7-hexahydropyrrolo[3,4-f]indole-3-carbaldehyde
1.4.3.4 0.00132
-
pH 7.4, 37°C Homo sapiens 3-bromo-1-hydroxy-2-phenyl-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.00142
-
pH 7.4, 37°C Homo sapiens (2E)-3-chloro-2-(6-nitro-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)-3-phenylprop-2-enal
1.4.3.4 0.0022
-
pH 7.4, 37°C Homo sapiens 1-hydroxy-3-(4-methylbenzoyl)pyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.00222
-
pH 7.4, 37°C Homo sapiens (2E)-3-chloro-2-(6-nitro-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)-3-(thiophen-2-yl)prop-2-enal
1.4.3.4 0.00231
-
pH 7.4, 37°C Homo sapiens 1-methoxy-5,7-dioxo-2-phenyl-1,2,3,5,6,7-hexahydropyrrolo[3,4-f]indole-3-carbaldehyde
1.4.3.4 0.00279
-
pH 7.4, 37°C Homo sapiens 3-butanoyl-1-(butanoyloxy)-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.00307
-
pH 7.4, 37°C Homo sapiens 1-hydroxy-2-(4-methoxyphenyl)-2,3-dihydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.00317
-
pH 7.4, 37°C Homo sapiens 3-acetyl-1-(acetyloxy)-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.00357
-
pH 7.4, 37°C Homo sapiens 3-acetyl-1-(acetyloxy)-2-(4-methoxyphenyl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.00392
-
pH 7.4, 37°C Homo sapiens toloxatone
1.4.3.4 0.00399
-
pH 7.4, 37°C Homo sapiens 3-benzoyl-1-hydroxypyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.00405
-
pH 7.4, 37°C Homo sapiens (2E)-3-chloro-3-(4-methylphenyl)-2-(6-nitro-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)prop-2-enal
1.4.3.4 0.00459
-
pH 7.4, 37°C Homo sapiens (2E)-3-chloro-2-(6-nitro-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)-3-phenylprop-2-enal
1.4.3.4 0.00547
-
pH 7.4, 37°C Homo sapiens (2E)-3-chloro-2-(6-nitro-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)-3-(thiophen-2-yl)prop-2-enal
1.4.3.4 0.00732
-
pH 7.4, 37°C Homo sapiens 1-hydroxy-3-(4-methylbenzoyl)pyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.00797
-
pH 7.4, 37°C Homo sapiens 2-(4-methylphenyl)-3-propanoyl-1-(propanoyloxy)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.00963
-
pH 7.4, 37°C Homo sapiens 3-butanoyl-1-(butanoyloxy)-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.00982
-
pH 7.4, 37°C Homo sapiens 3-acetyl-1-(acetyloxy)-2-(4-methoxyphenyl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.0125
-
pH 7.4, 37°C Homo sapiens 1-hydroxy-3-(4-methoxybenzoyl)-1H-indole-5,6-dicarboxylic acid
1.4.3.4 0.0135
-
pH 7.4, 37°C Homo sapiens 1-hydroxy-3-propanoyl-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.0135
-
pH 7.4, 37°C Homo sapiens 3-benzoyl-1-hydroxy-1H-indole-5,6-dicarboxylic acid
1.4.3.4 0.0138
-
pH 7.4, 37°C Homo sapiens 3-benzoyl-1-hydroxypyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.0139
-
pH 7.4, 37°C Homo sapiens 1-hydroxy-2-(4-methylphenyl)-3-propanoyl-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.0157
-
pH 7.4, 37°C Homo sapiens 1-methoxy-5,7-dioxo-2-(thiophen-2-yl)-1,2,3,5,6,7-hexahydropyrrolo[3,4-f]indole-3-carbaldehyde
1.4.3.4 0.0157
-
pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-(4-methoxyphenyl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.0166
-
pH 7.4, 37°C Homo sapiens 1-hydroxy-3-propanoyl-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.0179
-
pH 7.4, 37°C Homo sapiens 1-hydroxy-2-(4-methylphenyl)-3-propanoyl-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.018
-
pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.0191
-
pH 7.4, 37°C Homo sapiens 3-butanoyl-1-(butanoyloxy)-2-(4-methylphenyl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.0214
-
pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.0216
-
pH 7.4, 37°C Homo sapiens 1-hydroxy-3-(4-methoxybenzoyl)-1H-indole-5,6-dicarboxylic acid
1.4.3.4 0.0222
-
pH 7.4, 37°C Homo sapiens 2-(4-methylphenyl)-3-propanoyl-1-(propanoyloxy)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.0222
-
pH 7.4, 37°C Homo sapiens 3-butanoyl-1-(butanoyloxy)-2-(4-methylphenyl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.0251
-
pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-(4-methoxyphenyl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.027
-
pH 7.4, 37°C Homo sapiens 1-hydroxy-3-(4-methoxybenzoyl)pyrrolo[3,4-f]indole-5,7(1H,6H)-dione
1.4.3.4 0.0356
-
pH 7.4, 37°C Homo sapiens 3-acetyl-1-(acetyloxy)-2-phenyl-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.0419
-
pH 7.4, 37°C Homo sapiens 3-acetyl-1-(acetyloxy)-2-phenyl-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.0456
-
pH 7.4, 37°C Homo sapiens 3-benzoyl-1-hydroxy-1H-indole-5,6-dicarboxylic acid
1.4.3.4 0.0471
-
pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-(4-methylphenyl)-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.0676
-
pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-phenyl-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.115
-
pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-phenyl-1H-indole-5,6-dicarbonitrile
1.4.3.4 0.117
-
pH 7.4, 37°C Homo sapiens 1-hydroxy-3-(4-methoxybenzoyl)pyrrolo[3,4-f]indole-5,7(1H,6H)-dione

General Information

EC Number General Information Comment Organism
1.4.3.4 drug target active monoamine oxidase inhibitors represent suitable leads for the development of drugs for neurodegenerative and neuropsychiatric disorders such as Parkinson's disease and depression. Monoamine oxidase inhibitors are also of interest for the treatment of prostate cancer, certain types of cardiomyopathies and Alzheimer's disease Homo sapiens