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Literature summary extracted from
- Inhibition of monoamine oxidase by indole and benzofuran derivatives (2010), Eur. J. Med. Chem., 45, 4458-4466.
Application
| EC Number | Application | Comment | Organism |
|---|---|---|---|
| 1.4.3.4 | drug development | indole and benzofuran derivatives are promising reversible MAO-B inhibitors with a possible role in the treatment of neurodegenerative diseases such as Parkinsons disease | Homo sapiens |
| 1.4.3.4 | medicine | monoamine oxidase is an important drug target for the treatment of neurological disorders | Homo sapiens |
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 1.4.3.4 | expression of MAO-A and MAO-B in baculovirus infected BTI insect cells | Homo sapiens |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.4.3.4 | (2E)-3-(3-chlorophenyl)-N-(2-methyl-1H-indol-5-yl)prop-2-enamide | - |
Homo sapiens |  |
| 1.4.3.4 | (2E)-N-(2-methyl-1H-indol-5-yl)-3-phenylprop-2-enamide | - |
Homo sapiens | |
| 1.4.3.4 | (E)-3-chlorocinnamic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | - |
Homo sapiens | |
| 1.4.3.4 | (E)-cinnamic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | - |
Homo sapiens | |
| 1.4.3.4 | (R)-deprenyl | i.e. selegiline, a MAO-B inhibitor | Homo sapiens | |
| 1.4.3.4 | 1-methyl-N-(2-methyl-1H-indol-5-yl)-1lambda4-pyridine-3-carboxamide | - |
Homo sapiens | |
| 1.4.3.4 | 3,4-dichloro-N-(2-methyl-1H-indol-5-yl)benzamide | - |
Homo sapiens | |
| 1.4.3.4 | 3-chloro-N-(2-methyl-1H-indol-5-yl)benzamide | - |
Homo sapiens | |
| 1.4.3.4 | 3-chlorobenzoic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | - |
Homo sapiens | |
| 1.4.3.4 | 3-[(2-methyl-1H-indol-5-yl)carbamoyl]benzene-1-sulfonic acid | - |
Homo sapiens | |
| 1.4.3.4 | benzoic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | - |
Homo sapiens | |
| 1.4.3.4 | additional information | design and synthesis of a series of indole and benzofuran derivatives, and evaluation as reversible inhibitors of the two MAO isozymes MAO-A and MAO-B, most compounds are selective MAO-B inhibitors, ligand docking study, overview | Homo sapiens | |
| 1.4.3.4 | N-(2-methyl-1H-indol-5-yl)benzamide | - |
Homo sapiens | |
| 1.4.3.4 | N-(2-methyl-1H-indol-5-yl)cyclohexanecarboxamide | - |
Homo sapiens | |
| 1.4.3.4 | rasagiline | i.e. AGN 1135 | Homo sapiens | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 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 + O2 | - |
Homo sapiens | 4-hydroxyquinoline + NH3 + H2O2 | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.4.3.4 | MAO | - |
Homo sapiens |
| 1.4.3.4 | MAO-A | - |
Homo sapiens |
| 1.4.3.4 | MAO-B | - |
Homo sapiens |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 1.4.3.4 | 37 | - |
assay at | Homo sapiens |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.4.3.4 | 7.4 | - |
assay at | Homo sapiens |
Ki Value [mM]
| EC Number | Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.4.3.4 | 0.00003 | - |
3,4-dichloro-N-(2-methyl-1H-indol-5-yl)benzamide | pH 7.4, 37°C, MAO-B | Homo sapiens | |
| 1.4.3.4 | 0.00019 | - |
(E)-3-chlorocinnamic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | pH 7.4, 37°C, MAO-B | Homo sapiens | |
| 1.4.3.4 | 0.00033 | - |
3-chloro-N-(2-methyl-1H-indol-5-yl)benzamide | pH 7.4, 37°C, MAO-B | Homo sapiens | |
| 1.4.3.4 | 0.00043 | - |
3-chlorobenzoic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | pH 7.4, 37°C, MAO-B | Homo sapiens | |
| 1.4.3.4 | 0.00052 | - |
(E)-cinnamic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | pH 7.4, 37°C, MAO-B | Homo sapiens | |
| 1.4.3.4 | 0.001 | - |
(E)-3-chlorocinnamic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | pH 7.4, 37°C, MAO-A | Homo sapiens | |
| 1.4.3.4 | 0.00165 | - |
N-(2-methyl-1H-indol-5-yl)benzamide | pH 7.4, 37°C, MAO-B | Homo sapiens | |
| 1.4.3.4 | 0.002 | - |
(2E)-3-(3-chlorophenyl)-N-(2-methyl-1H-indol-5-yl)prop-2-enamide | pH 7.4, 37°C, MAO-A | Homo sapiens | |
| 1.4.3.4 | 0.002 | - |
3-chlorobenzoic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | pH 7.4, 37°C, MAO-A | Homo sapiens | |
| 1.4.3.4 | 0.0026 | - |
3,4-dichloro-N-(2-methyl-1H-indol-5-yl)benzamide | pH 7.4, 37°C, MAO-A | Homo sapiens | |
| 1.4.3.4 | 0.003 | - |
N-(2-methyl-1H-indol-5-yl)cyclohexanecarboxamide | pH 7.4, 37°C, MAO-B | Homo sapiens | |
| 1.4.3.4 | 0.00305 | - |
benzoic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | pH 7.4, 37°C, MAO-A | Homo sapiens | |
| 1.4.3.4 | 0.0033 | - |
(E)-cinnamic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | pH 7.4, 37°C, MAO-A | Homo sapiens | |
| 1.4.3.4 | 0.00383 | - |
benzoic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | pH 7.4, 37°C, MAO-B | Homo sapiens | |
| 1.4.3.4 | 0.00423 | - |
(2E)-3-(3-chlorophenyl)-N-(2-methyl-1H-indol-5-yl)prop-2-enamide | pH 7.4, 37°C, MAO-B | Homo sapiens | |
| 1.4.3.4 | 0.0055 | - |
1-methyl-N-(2-methyl-1H-indol-5-yl)-1lambda4-pyridine-3-carboxamide | pH 7.4, 37°C, MAO-A | Homo sapiens | |
| 1.4.3.4 | 0.00801 | - |
(2E)-N-(2-methyl-1H-indol-5-yl)-3-phenylprop-2-enamide | pH 7.4, 37°C, MAO-B | Homo sapiens | |
| 1.4.3.4 | 0.0082 | - |
3-chloro-N-(2-methyl-1H-indol-5-yl)benzamide | pH 7.4, 37°C, MAO-A | Homo sapiens | |
| 1.4.3.4 | 0.0183 | - |
N-(2-methyl-1H-indol-5-yl)cyclohexanecarboxamide | pH 7.4, 37°C, MAO-A | Homo sapiens | |
| 1.4.3.4 | 0.0395 | - |
N-(2-methyl-1H-indol-5-yl)benzamide | pH 7.4, 37°C, MAO-A | Homo sapiens | |
| 1.4.3.4 | 0.0399 | - |
1-methyl-N-(2-methyl-1H-indol-5-yl)-1lambda4-pyridine-3-carboxamide | pH 7.4, 37°C, MAO-B | Homo sapiens | |
| 1.4.3.4 | 0.0683 | - |
3-[(2-methyl-1H-indol-5-yl)carbamoyl]benzene-1-sulfonic acid | pH 7.4, 37°C, MAO-A | Homo sapiens | |
| 1.4.3.4 | 0.0757 | - |
3-[(2-methyl-1H-indol-5-yl)carbamoyl]benzene-1-sulfonic acid | pH 7.4, 37°C, MAO-B | Homo sapiens | |
| 1.4.3.4 | 0.175 | - |
(2E)-N-(2-methyl-1H-indol-5-yl)-3-phenylprop-2-enamide | pH 7.4, 37°C, MAO-A | Homo sapiens | |
IC50 Value
| EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|---|
| 1.4.3.4 | 0.00006 | - |
pH 7.4, 37°C, MAO-B | Homo sapiens | 3,4-dichloro-N-(2-methyl-1H-indol-5-yl)benzamide | |
| 1.4.3.4 | 0.00044 | - |
pH 7.4, 37°C, MAO-B | Homo sapiens | (E)-3-chlorocinnamic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | |
| 1.4.3.4 | 0.00076 | - |
pH 7.4, 37°C, MAO-B | Homo sapiens | 3-chloro-N-(2-methyl-1H-indol-5-yl)benzamide | |
| 1.4.3.4 | 0.00099 | - |
pH 7.4, 37°C, MAO-B | Homo sapiens | 3-chlorobenzoic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | |
| 1.4.3.4 | 0.0012 | - |
pH 7.4, 37°C, MAO-B | Homo sapiens | (E)-cinnamic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | |
| 1.4.3.4 | 0.00384 | - |
pH 7.4, 37°C, MAO-B | Homo sapiens | N-(2-methyl-1H-indol-5-yl)benzamide | |
| 1.4.3.4 | 0.0039 | - |
pH 7.4, 37°C, MAO-A | Homo sapiens | (E)-3-chlorocinnamic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | |
| 1.4.3.4 | 0.00696 | - |
pH 7.4, 37°C, MAO-B | Homo sapiens | N-(2-methyl-1H-indol-5-yl)cyclohexanecarboxamide | |
| 1.4.3.4 | 0.0077 | - |
pH 7.4, 37°C, MAO-A | Homo sapiens | (2E)-3-(3-chlorophenyl)-N-(2-methyl-1H-indol-5-yl)prop-2-enamide | |
| 1.4.3.4 | 0.0077 | - |
pH 7.4, 37°C, MAO-A | Homo sapiens | 3-chlorobenzoic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | |
| 1.4.3.4 | 0.00889 | - |
pH 7.4, 37°C, MAO-B | Homo sapiens | benzoic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | |
| 1.4.3.4 | 0.0098 | - |
pH 7.4, 37°C, MAO-A | Homo sapiens | 3,4-dichloro-N-(2-methyl-1H-indol-5-yl)benzamide | |
| 1.4.3.4 | 0.00983 | - |
pH 7.4, 37°C, MAO-B | Homo sapiens | (2E)-3-(3-chlorophenyl)-N-(2-methyl-1H-indol-5-yl)prop-2-enamide | |
| 1.4.3.4 | 0.0116 | - |
pH 7.4, 37°C, MAO-A | Homo sapiens | benzoic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | |
| 1.4.3.4 | 0.0125 | - |
pH 7.4, 37°C, MAO-A | Homo sapiens | (E)-cinnamic acid 2-oxo-2,3-dihydro-benzofuran-5-yl ester | |
| 1.4.3.4 | 0.01882 | - |
pH 7.4, 37°C, MAO-B | Homo sapiens | (2E)-N-(2-methyl-1H-indol-5-yl)-3-phenylprop-2-enamide | |
| 1.4.3.4 | 0.0208 | - |
pH 7.4, 37°C, MAO-A | Homo sapiens | 1-methyl-N-(2-methyl-1H-indol-5-yl)-1lambda4-pyridine-3-carboxamide | |
| 1.4.3.4 | 0.031 | - |
pH 7.4, 37°C, MAO-A | Homo sapiens | 3-chloro-N-(2-methyl-1H-indol-5-yl)benzamide | |
| 1.4.3.4 | 0.0694 | - |
pH 7.4, 37°C, MAO-A | Homo sapiens | N-(2-methyl-1H-indol-5-yl)cyclohexanecarboxamide | |
| 1.4.3.4 | 0.0926 | - |
pH 7.4, 37°C, MAO-B | Homo sapiens | 1-methyl-N-(2-methyl-1H-indol-5-yl)-1lambda4-pyridine-3-carboxamide | |
| 1.4.3.4 | 0.15 | - |
pH 7.4, 37°C, MAO-A | Homo sapiens | N-(2-methyl-1H-indol-5-yl)benzamide | |
| 1.4.3.4 | 0.1759 | - |
pH 7.4, 37°C, MAO-B | Homo sapiens | 3-[(2-methyl-1H-indol-5-yl)carbamoyl]benzene-1-sulfonic acid | |
| 1.4.3.4 | 0.259 | - |
pH 7.4, 37°C, MAO-A | Homo sapiens | 3-[(2-methyl-1H-indol-5-yl)carbamoyl]benzene-1-sulfonic acid | |
| 1.4.3.4 | 0.663 | - |
pH 7.4, 37°C, MAO-A | Homo sapiens | (2E)-N-(2-methyl-1H-indol-5-yl)-3-phenylprop-2-enamide | |
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