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Literature summary for 1.13.11.52 extracted from
- Structure-activity relationship and enzyme kinetic studies on 4-aryl-1H-1,2,3-triazoles as indoleamine 2,3-dioxygenase (IDO) inhibitors (2011), Eur. J. Med. Chem., 46, 5680-5687.
Application
| Application | Comment | Organism |
|---|---|---|
| drug development | the enzyme is a promising therapeutic target of cancer | Homo sapiens |
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| expression in Escherichia coli | Homo sapiens |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 1-methyl-tryptophan | competitive | Homo sapiens |  |
| 1H-benzotriazole | - |
Homo sapiens | |
| 3-(1H-1,2,3-triazol-5-yl)pyridine | - |
Homo sapiens | |
| 4-bromo-5-(4-methylphenyl)-1H-1,2,3-triazole | - |
Homo sapiens | |
| 4-iodo-5-phenyl-1H-1,2,3-triazole | - |
Homo sapiens | |
| 4-nitro-5-(4-nitrophenyl)-1H-1,2,3-triazole | - |
Homo sapiens | |
| 5-(2-bromophenyl)-1H-1,2,3-triazole | - |
Homo sapiens | |
| 5-(2-chlorophenyl)-1H-1,2,3-triazole | - |
Homo sapiens | |
| 5-(2-methoxyphenyl)-1H-1,2,3-triazole | - |
Homo sapiens | |
| 5-(4-bromophenyl)-1H-1,2,3-triazole | - |
Homo sapiens | |
| 5-(4-chlorophenyl)-1H-1,2,3-triazole | - |
Homo sapiens | |
| 5-(4-fluorophenyl)-1H-1,2,3-triazole | - |
Homo sapiens | |
| 5-(4-methoxyphenyl)-1H-1,2,3-triazole | - |
Homo sapiens | |
| 5-phenyl-1H-1,2,3-triazole | - |
Homo sapiens | |
| ethyl 1-(4-chlorophenyl)-1H-1,2,3-triazole-4-carboxylate | - |
Homo sapiens | |
| additional information | structure-activity relationship and enzyme kinetics of 4-aryl-1H-1,2,3-triazoles as indoleamine 2,3-dioxygenase inhibitors, molecular docking studies, overview. An electron-withdrawing group with low steric hindrance near the NH group of triazoles is necessary for the IDO inhibition. No inhibition by 5-(4-methylphenyl)-1H-1,2,3-triazole, methyl 4-(1H-1,2,3-triazol-5-yl)benzoate, 4-bromo-5-phenyl-1H-1,2,3-triazole, 4-chloro-5-phenyl-1H-1,2,3-triazole, 1H-benzotriazol-1-ol, and 5-(4-bromophenyl)-1H-tetrazole | Homo sapiens |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| D-tryptophan + O2 | Homo sapiens | - |
N-formyl-D-kynurenine | - |
? | |
| L-tryptophan + O2 | Homo sapiens | - |
N-formyl-L-kynurenine | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Homo sapiens | - |
- |
- |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| HEK-293 cell | - |
Homo sapiens | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| D-tryptophan + O2 | - |
Homo sapiens | N-formyl-D-kynurenine | - |
? | |
| L-tryptophan + O2 | - |
Homo sapiens | N-formyl-L-kynurenine | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| IDO | - |
Homo sapiens |
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 |
|---|---|---|---|
| 6.5 | - |
assay at | Homo sapiens |
Ki Value [mM]
| Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.0145 | - |
5-(2-chlorophenyl)-1H-1,2,3-triazole | pH 6.5, 37°C, recombinant enzyme | Homo sapiens | |
| 0.018 | - |
5-(2-bromophenyl)-1H-1,2,3-triazole | pH 6.5, 37°C, recombinant enzyme | Homo sapiens | |
| 0.0225 | - |
5-phenyl-1H-1,2,3-triazole | pH 6.5, 37°C, recombinant enzyme | Homo sapiens | |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.086 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | 5-(2-chlorophenyl)-1H-1,2,3-triazole | |
| 0.143 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | 5-phenyl-1H-1,2,3-triazole | |
| 0.148 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | 5-(2-bromophenyl)-1H-1,2,3-triazole | |
| 0.533 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | 4-nitro-5-(4-nitrophenyl)-1H-1,2,3-triazole | |
| 0.58 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | 5-(4-fluorophenyl)-1H-1,2,3-triazole | |
| 0.708 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | 3-(1H-1,2,3-triazol-5-yl)pyridine | |
| 0.817 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | 5-(4-chlorophenyl)-1H-1,2,3-triazole | |
| 1.028 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | 5-(2-methoxyphenyl)-1H-1,2,3-triazole | |
| 1.028 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | 4-bromo-5-(4-methylphenyl)-1H-1,2,3-triazole | |
| 1.256 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | 5-(4-bromophenyl)-1H-1,2,3-triazole | |
| 1.371 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | 4-iodo-5-phenyl-1H-1,2,3-triazole | |
| 2 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | ethyl 1-(4-chlorophenyl)-1H-1,2,3-triazole-4-carboxylate | |
| 2.57 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | 1H-benzotriazole | |
| 6 | - |
pH 6.5, 37°C, recombinant enzyme | Homo sapiens | 5-(4-methoxyphenyl)-1H-1,2,3-triazole | |
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