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Literature summary for 1.4.3.4 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
Search for more literature for 1.4.3.4

Application

Application Comment Organism
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

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

Organism

Organism UniProt Comment Textmining
Homo sapiens P21397
-
-
Homo sapiens P27338
-
-

Substrates and Products (Substrate)

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

Synonyms

Synonyms Comment Organism
MAO-A
-
 Homo sapiens
MAO-B
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
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
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
0.000048
-
 pH 7.4, 37°C Homo sapiens safinamide
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
0.000091
-
 pH 7.4, 37°C Homo sapiens lazabemide
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
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
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
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
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
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
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
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
0.000532
-
 pH 7.4, 37°C Homo sapiens 3-(4-methoxybenzoyl)-1H-indole-5,6-dicarbonitrile
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
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
0.000813
-
 pH 7.4, 37°C Homo sapiens 3-(4-methoxybenzoyl)-1H-indole-5,6-dicarbonitrile
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
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
0.00119
-
 pH 7.4, 37°C Homo sapiens 3-acetyl-1-(acetyloxy)-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
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
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
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
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
0.0022
-
 pH 7.4, 37°C Homo sapiens 1-hydroxy-3-(4-methylbenzoyl)pyrrolo[3,4-f]indole-5,7(1H,6H)-dione
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
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
0.00279
-
 pH 7.4, 37°C Homo sapiens 3-butanoyl-1-(butanoyloxy)-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
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
0.00317
-
 pH 7.4, 37°C Homo sapiens 3-acetyl-1-(acetyloxy)-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
0.00357
-
 pH 7.4, 37°C Homo sapiens 3-acetyl-1-(acetyloxy)-2-(4-methoxyphenyl)-1H-indole-5,6-dicarbonitrile
0.00392
-
 pH 7.4, 37°C Homo sapiens toloxatone
0.00399
-
 pH 7.4, 37°C Homo sapiens 3-benzoyl-1-hydroxypyrrolo[3,4-f]indole-5,7(1H,6H)-dione
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
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
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
0.00732
-
 pH 7.4, 37°C Homo sapiens 1-hydroxy-3-(4-methylbenzoyl)pyrrolo[3,4-f]indole-5,7(1H,6H)-dione
0.00797
-
 pH 7.4, 37°C Homo sapiens 2-(4-methylphenyl)-3-propanoyl-1-(propanoyloxy)-1H-indole-5,6-dicarbonitrile
0.00963
-
 pH 7.4, 37°C Homo sapiens 3-butanoyl-1-(butanoyloxy)-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
0.00982
-
 pH 7.4, 37°C Homo sapiens 3-acetyl-1-(acetyloxy)-2-(4-methoxyphenyl)-1H-indole-5,6-dicarbonitrile
0.0125
-
 pH 7.4, 37°C Homo sapiens 1-hydroxy-3-(4-methoxybenzoyl)-1H-indole-5,6-dicarboxylic acid
0.0135
-
 pH 7.4, 37°C Homo sapiens 1-hydroxy-3-propanoyl-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
0.0135
-
 pH 7.4, 37°C Homo sapiens 3-benzoyl-1-hydroxy-1H-indole-5,6-dicarboxylic acid
0.0138
-
 pH 7.4, 37°C Homo sapiens 3-benzoyl-1-hydroxypyrrolo[3,4-f]indole-5,7(1H,6H)-dione
0.0139
-
 pH 7.4, 37°C Homo sapiens 1-hydroxy-2-(4-methylphenyl)-3-propanoyl-1H-indole-5,6-dicarbonitrile
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
0.0157
-
 pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-(4-methoxyphenyl)-1H-indole-5,6-dicarbonitrile
0.0166
-
 pH 7.4, 37°C Homo sapiens 1-hydroxy-3-propanoyl-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
0.0179
-
 pH 7.4, 37°C Homo sapiens 1-hydroxy-2-(4-methylphenyl)-3-propanoyl-1H-indole-5,6-dicarbonitrile
0.018
-
 pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
0.0191
-
 pH 7.4, 37°C Homo sapiens 3-butanoyl-1-(butanoyloxy)-2-(4-methylphenyl)-1H-indole-5,6-dicarbonitrile
0.0214
-
 pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-(thiophen-2-yl)-1H-indole-5,6-dicarbonitrile
0.0216
-
 pH 7.4, 37°C Homo sapiens 1-hydroxy-3-(4-methoxybenzoyl)-1H-indole-5,6-dicarboxylic acid
0.0222
-
 pH 7.4, 37°C Homo sapiens 2-(4-methylphenyl)-3-propanoyl-1-(propanoyloxy)-1H-indole-5,6-dicarbonitrile
0.0222
-
 pH 7.4, 37°C Homo sapiens 3-butanoyl-1-(butanoyloxy)-2-(4-methylphenyl)-1H-indole-5,6-dicarbonitrile
0.0251
-
 pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-(4-methoxyphenyl)-1H-indole-5,6-dicarbonitrile
0.027
-
 pH 7.4, 37°C Homo sapiens 1-hydroxy-3-(4-methoxybenzoyl)pyrrolo[3,4-f]indole-5,7(1H,6H)-dione
0.0356
-
 pH 7.4, 37°C Homo sapiens 3-acetyl-1-(acetyloxy)-2-phenyl-1H-indole-5,6-dicarbonitrile
0.0419
-
 pH 7.4, 37°C Homo sapiens 3-acetyl-1-(acetyloxy)-2-phenyl-1H-indole-5,6-dicarbonitrile
0.0456
-
 pH 7.4, 37°C Homo sapiens 3-benzoyl-1-hydroxy-1H-indole-5,6-dicarboxylic acid
0.0471
-
 pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-(4-methylphenyl)-1H-indole-5,6-dicarbonitrile
0.0676
-
 pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-phenyl-1H-indole-5,6-dicarbonitrile
0.115
-
 pH 7.4, 37°C Homo sapiens 3-acetyl-1-hydroxy-2-phenyl-1H-indole-5,6-dicarbonitrile
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

General Information Comment Organism
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