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Literature summary for 3.1.1.7 extracted from
- Novel N-propylphthalimide- and 4-vinylbenzyl-substituted benzimidazole salts synthesis, characterization, and determination of their metal chelating effects and inhibition profiles against acetylcholinesterase and carbonic anhydrase enzymes (2018), J. Biochem. Mol. Toxicol., 32, e22009.
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 1,3-bis(4-vinylbenzyl)benzylbenzimidazolium | - |
Homo sapiens |  |
| 1,3-bis(N-propylphthalimide)benzylbenzimidazolium | - |
Homo sapiens | |
| 1-(4-vinylbenzyl)-3-(2,4,6-trimethylbenzyl)benzylbenzimidazolium | - |
Homo sapiens | |
| 1-(4-vinylbenzyl)-3-(2-methylbenzyl)benzimidazolium | - |
Homo sapiens | |
| 1-(4-vinylbenzyl)-3-(4-methylbenzyl)benzimidazolium | - |
Homo sapiens | |
| 1-(4-vinylbenzyl)-3-benzylbenzimidazolium | - |
Homo sapiens | |
| 1-(4-vinylbenzyl)-3-methylbenzimidazolium | - |
Homo sapiens | |
| 1-(4-vinylbenzyl)benzimidazole | - |
Homo sapiens | |
| 1-(N-propylphthalimide)-3-(2,4,6-trimethylbenzyl)benzylbenzimidazolium | - |
Homo sapiens | |
| 1-(N-propylphthalimide)-3-(3-methylbenzyl)benzimidazolium | - |
Homo sapiens | |
| 1-(N-propylphthalimide)-3-(4-methylbenzyl)benzimidazolium | - |
Homo sapiens | |
| 1-(N-propylphthalimide)-3-naphthalenemethylbenzimidazolium | - |
Homo sapiens | |
| 1-(N-propylphthalimide)benzoimidazole | - |
Homo sapiens | |
| additional information | development and synthesis of N-propylphthalimide- and 4-vinylbenzyl-substituted benzimidazole salts as inhibitors of acetylcholinesterase, structure-activity relationships, overview. Determination of Fe2+ chelating capacities of the compounds | Homo sapiens | |
| tacrine | - |
Homo sapiens | |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| acetylcholine + H2O | Homo sapiens | - |
choline + acetate | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Homo sapiens | P22303 | - |
- |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| acetylcholine + H2O | - |
Homo sapiens | choline + acetate | - |
? | |
| acetylthiocholine + H2O | substrate is acetylthiocholine iodide, activity detection using 5,5'-dithio-bis(2-nitrobenzoic acid) colorimetric assay and measurement of the absorbance at 412 nm | Homo sapiens | thiocholine + acetate | - |
? | |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 37 | - |
assay at | Homo sapiens |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 8 | - |
assay at | Homo sapiens |
Ki Value [mM]
| Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.000019 | - |
1-(N-propylphthalimide)-3-naphthalenemethylbenzimidazolium | pH 8.0, 37°C | Homo sapiens | |
| 0.0000289 | - |
1-(N-propylphthalimide)-3-(3-methylbenzyl)benzimidazolium | pH 8.0, 37°C | Homo sapiens | |
| 0.0000325 | - |
1,3-bis(N-propylphthalimide)benzylbenzimidazolium | pH 8.0, 37°C | Homo sapiens | |
| 0.0000335 | - |
1,3-bis(4-vinylbenzyl)benzylbenzimidazolium | pH 8.0, 37°C | Homo sapiens | |
| 0.0000416 | - |
1-(N-propylphthalimide)benzoimidazole | pH 8.0, 37°C | Homo sapiens | |
| 0.0000461 | - |
1-(4-vinylbenzyl)-3-benzylbenzimidazolium | pH 8.0, 37°C | Homo sapiens | |
| 0.0000476 | - |
1-(4-vinylbenzyl)-3-methylbenzimidazolium | pH 8.0, 37°C | Homo sapiens | |
| 0.0000494 | - |
1-(N-propylphthalimide)-3-(4-methylbenzyl)benzimidazolium | pH 8.0, 37°C | Homo sapiens | |
| 0.0000508 | - |
1-(4-vinylbenzyl)-3-(4-methylbenzyl)benzimidazolium | pH 8.0, 37°C | Homo sapiens | |
| 0.0000564 | - |
1-(4-vinylbenzyl)-3-(2,4,6-trimethylbenzyl)benzylbenzimidazolium | pH 8.0, 37°C | Homo sapiens | |
| 0.0000672 | - |
1-(4-vinylbenzyl)benzimidazole | pH 8.0, 37°C | Homo sapiens | |
| 0.0000726 | - |
1-(4-vinylbenzyl)-3-(2-methylbenzyl)benzimidazolium | pH 8.0, 37°C | Homo sapiens | |
| 0.0000763 | - |
1-(N-propylphthalimide)-3-(2,4,6-trimethylbenzyl)benzylbenzimidazolium | pH 8.0, 37°C | Homo sapiens | |
| 0.0001746 | - |
tacrine | pH 8.0, 37°C | Homo sapiens | |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.0000318 | - |
pH 8.0, 37°C | Homo sapiens | 1-(N-propylphthalimide)-3-(3-methylbenzyl)benzimidazolium | |
| 0.0000348 | - |
pH 8.0, 37°C | Homo sapiens | 1,3-bis(N-propylphthalimide)benzylbenzimidazolium | |
| 0.0000454 | - |
pH 8.0, 37°C | Homo sapiens | 1-(4-vinylbenzyl)-3-methylbenzimidazolium | |
| 0.0000561 | - |
pH 8.0, 37°C | Homo sapiens | 1-(N-propylphthalimide)-3-naphthalenemethylbenzimidazolium | |
| 0.0000604 | - |
pH 8.0, 37°C | Homo sapiens | 1,3-bis(4-vinylbenzyl)benzylbenzimidazolium | |
| 0.0000621 | - |
pH 8.0, 37°C | Homo sapiens | 1-(N-propylphthalimide)-3-(2,4,6-trimethylbenzyl)benzylbenzimidazolium | |
| 0.0000688 | - |
pH 8.0, 37°C | Homo sapiens | 1-(N-propylphthalimide)-3-(4-methylbenzyl)benzimidazolium | |
| 0.0000739 | - |
pH 8.0, 37°C | Homo sapiens | 1-(4-vinylbenzyl)-3-(4-methylbenzyl)benzimidazolium | |
| 0.0000739 | - |
pH 8.0, 37°C | Homo sapiens | 1-(4-vinylbenzyl)-3-benzylbenzimidazolium | |
| 0.0000755 | - |
pH 8.0, 37°C | Homo sapiens | 1-(4-vinylbenzyl)-3-(2,4,6-trimethylbenzyl)benzylbenzimidazolium | |
| 0.0000832 | - |
pH 8.0, 37°C | Homo sapiens | 1-(4-vinylbenzyl)-3-(2-methylbenzyl)benzimidazolium | |
| 0.0000883 | - |
pH 8.0, 37°C | Homo sapiens | 1-(N-propylphthalimide)benzoimidazole | |
| 0.0001178 | - |
pH 8.0, 37°C | Homo sapiens | 1-(4-vinylbenzyl)benzimidazole | |
| 0.0002044 | - |
pH 8.0, 37°C | Homo sapiens | tacrine | |
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