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Literature summary extracted from
- Synthesis, biological activity and molecular modeling studies on 1H-benzimidazole derivatives as acetylcholinesterase inhibitors (2013), Bioorg. Med. Chem., 21, 4928-4937.
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 3.1.1.7 | 2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-diethylethanamine | - |
Electrophorus electricus |  |
| 3.1.1.7 | 2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-diethylethanamine | - |
Homo sapiens | |
| 3.1.1.7 | 2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-dimethylethanamine | - |
Electrophorus electricus | |
| 3.1.1.7 | 2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-dimethylethanamine | - |
Homo sapiens | |
| 3.1.1.7 | 2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-diethylethanamine | - |
Electrophorus electricus | |
| 3.1.1.7 | 2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-diethylethanamine | - |
Homo sapiens | |
| 3.1.1.7 | 2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-dimethylethanamine | - |
Electrophorus electricus | |
| 3.1.1.7 | 2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-dimethylethanamine | - |
Homo sapiens | |
| 3.1.1.7 | 2-[4-[2-(piperidin-1-yl)ethoxy]phenyl]-1H-benzo[d]-imidazole | - |
Electrophorus electricus | |
| 3.1.1.7 | 2-[4-[2-(piperidin-1-yl)ethoxy]phenyl]-1H-benzo[d]-imidazole | - |
Homo sapiens | |
| 3.1.1.7 | 2-[4-[2-(pyrrolidin-1-yl)ethoxy]phenyl]-1H-benzo[d]-imidazole | - |
Electrophorus electricus | |
| 3.1.1.7 | 2-[4-[2-(pyrrolidin-1-yl)ethoxy]phenyl]-1H-benzo[d]-imidazole | - |
Homo sapiens | |
| 3.1.1.7 | 4-(1H-benzimidazol-2-yl)phenol | - |
Electrophorus electricus | |
| 3.1.1.7 | 4-(1H-benzimidazol-2-yl)phenol | - |
Homo sapiens | |
| 3.1.1.7 | 4-(5-chloro-1H-benzimidazol-2-yl)phenol | - |
Electrophorus electricus | |
| 3.1.1.7 | 4-(5-chloro-1H-benzimidazol-2-yl)phenol | - |
Homo sapiens | |
| 3.1.1.7 | 4-(5-methyl-1H-benzimidazol-2-yl)phenol | - |
Electrophorus electricus | |
| 3.1.1.7 | 4-(5-methyl-1H-benzimidazol-2-yl)phenol | - |
Homo sapiens | |
| 3.1.1.7 | 4-[2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]morpholine | - |
Electrophorus electricus | |
| 3.1.1.7 | 4-[2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]morpholine | - |
Homo sapiens | |
| 3.1.1.7 | 4-[2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]morpholine | - |
Electrophorus electricus | |
| 3.1.1.7 | 4-[2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]morpholine | - |
Homo sapiens | |
| 3.1.1.7 | 4-[2-[4-(5(6)-methyl-1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]morpholine | - |
Electrophorus electricus | |
| 3.1.1.7 | 4-[2-[4-(5(6)-methyl-1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]morpholine | - |
Homo sapiens | |
| 3.1.1.7 | 5(6)-chloro-2-[4-[2-(piperidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | - |
Electrophorus electricus | |
| 3.1.1.7 | 5(6)-chloro-2-[4-[2-(piperidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | - |
Homo sapiens | |
| 3.1.1.7 | 5(6)-chloro-2-[4-[2-(pyrrolidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | - |
Electrophorus electricus | |
| 3.1.1.7 | 5(6)-chloro-2-[4-[2-(pyrrolidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | - |
Homo sapiens | |
| 3.1.1.7 | 5(6)-methyl-2-[4-[2-(piperidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | - |
Electrophorus electricus | |
| 3.1.1.7 | 5(6)-methyl-2-[4-[2-(piperidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | - |
Homo sapiens | |
| 3.1.1.7 | 5(6)-methyl-2-[4-[2-(pyrrolidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | - |
Electrophorus electricus | |
| 3.1.1.7 | 5(6)-methyl-2-[4-[2-(pyrrolidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | - |
Homo sapiens | |
| 3.1.1.7 | N,N-diethyl-2-[4-(5(6)-methyl-1H-benzo[d]imidazol-2-yl)phenoxy]ethanamine | - |
Electrophorus electricus | |
| 3.1.1.7 | N,N-diethyl-2-[4-(5(6)-methyl-1H-benzo[d]imidazol-2-yl)phenoxy]ethanamine | - |
Homo sapiens | |
| 3.1.1.7 | N,N-dimethyl-2-[4-(5(6)-methyl-1H-benzo[d]imidazol-2-yl)phenoxy]ethanamine | - |
Electrophorus electricus | |
| 3.1.1.7 | N,N-dimethyl-2-[4-(5(6)-methyl-1H-benzo[d]imidazol-2-yl)phenoxy]ethanamine | - |
Homo sapiens | |
| 3.1.1.7 | N-[2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]-N-isopropylpropan-2-amine | - |
Electrophorus electricus | |
| 3.1.1.7 | N-[2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]-N-isopropylpropan-2-amine | - |
Homo sapiens | |
| 3.1.1.7 | N-[2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]-N-isopropylpropan-2-amine | - |
Electrophorus electricus | |
| 3.1.1.7 | N-[2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]-N-isopropylpropan-2-amine | - |
Homo sapiens | |
| 3.1.1.7 | tacrine | - |
Electrophorus electricus | |
| 3.1.1.7 | tacrine | - |
Homo sapiens | |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 3.1.1.7 | acetylcholine + H2O | Homo sapiens | - |
choline + acetate | - |
? | |
| 3.1.1.7 | acetylcholine + H2O | Electrophorus electricus | - |
choline + acetate | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 3.1.1.7 | Electrophorus electricus | - |
- |
- |
| 3.1.1.7 | Homo sapiens | - |
- |
- |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 3.1.1.7 | acetylcholine + H2O | - |
Homo sapiens | choline + acetate | - |
? | |
| 3.1.1.7 | acetylcholine + H2O | - |
Electrophorus electricus | choline + acetate | - |
? | |
| 3.1.1.7 | acetylthiocholine + H2O | - |
Homo sapiens | thiocholine + acetate | - |
? | |
| 3.1.1.7 | acetylthiocholine + H2O | - |
Electrophorus electricus | thiocholine + acetate | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 3.1.1.7 | AChE | - |
Homo sapiens |
| 3.1.1.7 | AChE | - |
Electrophorus electricus |
IC50 Value
| EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|---|
| 3.1.1.7 | 0.00013 | - |
at pH 8.0 and 20°C | Homo sapiens | 5(6)-chloro-2-[4-[2-(piperidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | |
| 3.1.1.7 | 0.00039 | - |
at pH 8.0 and 20°C | Homo sapiens | 5(6)-methyl-2-[4-[2-(piperidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | |
| 3.1.1.7 | 0.0004 | - |
at pH 8.0 and 20°C | Homo sapiens | 5(6)-methyl-2-[4-[2-(pyrrolidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | |
| 3.1.1.7 | 0.00052 | - |
at pH 8.0 and 20°C | Homo sapiens | tacrine | |
| 3.1.1.7 | 0.00058 | - |
at pH 8.0 and 20°C | Electrophorus electricus | N-[2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]-N-isopropylpropan-2-amine | |
| 3.1.1.7 | 0.00061 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 5(6)-chloro-2-[4-[2-(piperidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | |
| 3.1.1.7 | 0.00075 | - |
at pH 8.0 and 20°C | Electrophorus electricus | tacrine | |
| 3.1.1.7 | 0.00084 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 5(6)-methyl-2-[4-[2-(piperidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | |
| 3.1.1.7 | 0.00103 | - |
at pH 8.0 and 20°C | Homo sapiens | 2-[4-[2-(piperidin-1-yl)ethoxy]phenyl]-1H-benzo[d]-imidazole | |
| 3.1.1.7 | 0.00108 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 2-[4-[2-(piperidin-1-yl)ethoxy]phenyl]-1H-benzo[d]-imidazole | |
| 3.1.1.7 | 0.00119 | - |
at pH 8.0 and 20°C | Electrophorus electricus | N-[2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]-N-isopropylpropan-2-amine | |
| 3.1.1.7 | 0.00134 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 5(6)-methyl-2-[4-[2-(pyrrolidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | |
| 3.1.1.7 | 0.0014 | - |
at pH 8.0 and 20°C | Homo sapiens | 5(6)-chloro-2-[4-[2-(pyrrolidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | |
| 3.1.1.7 | 0.00213 | - |
at pH 8.0 and 20°C | Homo sapiens | 2-[4-[2-(pyrrolidin-1-yl)ethoxy]phenyl]-1H-benzo[d]-imidazole | |
| 3.1.1.7 | 0.00234 | - |
at pH 8.0 and 20°C | Electrophorus electricus | N,N-diethyl-2-[4-(5(6)-methyl-1H-benzo[d]imidazol-2-yl)phenoxy]ethanamine | |
| 3.1.1.7 | 0.00268 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-dimethylethanamine | |
| 3.1.1.7 | 0.00305 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 2-[4-[2-(pyrrolidin-1-yl)ethoxy]phenyl]-1H-benzo[d]-imidazole | |
| 3.1.1.7 | 0.00324 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 5(6)-chloro-2-[4-[2-(pyrrolidin-1-yl)ethoxy]phenyl]-1H-benzo[d]imidazole | |
| 3.1.1.7 | 0.0035 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-diethylethanamine | |
| 3.1.1.7 | 0.00368 | - |
at pH 8.0 and 20°C | Homo sapiens | N-[2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]-N-isopropylpropan-2-amine | |
| 3.1.1.7 | 0.00506 | - |
at pH 8.0 and 20°C | Electrophorus electricus | N,N-dimethyl-2-[4-(5(6)-methyl-1H-benzo[d]imidazol-2-yl)phenoxy]ethanamine | |
| 3.1.1.7 | 0.00802 | - |
at pH 8.0 and 20°C | Homo sapiens | 2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-dimethylethanamine | |
| 3.1.1.7 | 0.00875 | - |
at pH 8.0 and 20°C | Homo sapiens | 2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-diethylethanamine | |
| 3.1.1.7 | 0.00973 | - |
at pH 8.0 and 20°C | Homo sapiens | 4-[2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]morpholine | |
| 3.1.1.7 | 0.01068 | - |
at pH 8.0 and 20°C | Homo sapiens | 2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-dimethylethanamine | |
| 3.1.1.7 | 0.01105 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 4-[2-[4-(5(6)-chloro-1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]morpholine | |
| 3.1.1.7 | 0.01234 | - |
at pH 8.0 and 20°C | Homo sapiens | N,N-dimethyl-2-[4-(5(6)-methyl-1H-benzo[d]imidazol-2-yl)phenoxy]ethanamine | |
| 3.1.1.7 | 0.01292 | - |
at pH 8.0 and 20°C | Homo sapiens | 4-[2-[4-(5(6)-methyl-1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]morpholine | |
| 3.1.1.7 | 0.01312 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-dimethylethanamine | |
| 3.1.1.7 | 0.01459 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 4-(5-chloro-1H-benzimidazol-2-yl)phenol | |
| 3.1.1.7 | 0.01564 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-diethylethanamine | |
| 3.1.1.7 | 0.01593 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 4-(5-methyl-1H-benzimidazol-2-yl)phenol | |
| 3.1.1.7 | 0.01733 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 4-(1H-benzimidazol-2-yl)phenol | |
| 3.1.1.7 | 0.01879 | - |
at pH 8.0 and 20°C | Electrophorus electricus | 4-[2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]morpholine | |
| 3.1.1.7 | 0.02342 | - |
at pH 8.0 and 20°C | Homo sapiens | N-[2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]-N-isopropylpropan-2-amine | |
| 3.1.1.7 | 0.05098 | - |
at pH 8.0 and 20°C | Homo sapiens | N,N-diethyl-2-[4-(5(6)-methyl-1H-benzo[d]imidazol-2-yl)phenoxy]ethanamine | |
| 3.1.1.7 | 0.1 | - |
IC50 above 0.1 mM, at pH 8.0 and 20°C | Homo sapiens | 2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]-N,N-diethylethanamine | |
| 3.1.1.7 | 0.1 | - |
IC50 above 0.1 mM, at pH 8.0 and 20°C | Homo sapiens | 4-[2-[4-(1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]morpholine | |
| 3.1.1.7 | 0.1 | - |
IC50 above 0.1 mM, at pH 8.0 and 20°C | Electrophorus electricus | 4-[2-[4-(5(6)-methyl-1H-benzo[d]imidazol-2-yl)phenoxy]ethyl]morpholine | |
| 3.1.1.7 | 0.1 | - |
IC50 above 0.1 mM, at pH 8.0 and 20°C | Homo sapiens | 4-(1H-benzimidazol-2-yl)phenol | |
| 3.1.1.7 | 0.1 | - |
IC50 above 0.1 mM, at pH 8.0 and 20°C | Homo sapiens | 4-(5-methyl-1H-benzimidazol-2-yl)phenol | |
| 3.1.1.7 | 0.1 | - |
IC50 above 0.1 mM, at pH 8.0 and 20°C | Homo sapiens | 4-(5-chloro-1H-benzimidazol-2-yl)phenol | |
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