Inhibitors | Comment | Organism | Structure |
---|---|---|---|
3-(((4-chlorophenyl)amino)(phenyl)methyl)-5-(2,6-dimethylphenyl)1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
3-(((4-chlorophenyl)amino)methyl)-5-(2-iodophenyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
3-((4-benzylpiperazin-1-yl)methyl)-5-(4-chlorophenyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
3-((5-(4-chlorophenyl)-2-thioxo-1,3,4-oxadiazol-3(2H)-yl)methyl)thiazolidine-2,4-dione | - |
Homo sapiens | |
3-((benzylamino)methyl)-5-(4-chlorophenyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(2-chlorophenyl)-3-(((4-chlorophenyl)amino)(phenyl)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(2-chlorophenyl)-3-((thiazol-2-ylamino)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(4-chlorophenyl)-3-(((2-nitrophenyl)amino)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(4-chlorophenyl)-3-(((3,3-diphenylpropyl)amino)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(4-chlorophenyl)-3-(((4-fluorophenyl)amino)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(4-chlorophenyl)-3-(((4-hydroxyphenyl)amino)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(4-chlorophenyl)-3-((2-methyl-1H-imidazol-1-yl)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(4-chlorophenyl)-3-((4-(2-methoxyphenyl)piperazin-1-yl)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(4-chlorophenyl)-3-((4-cyclohexylpiperazin-1-yl)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(4-chlorophenyl)-3-((cyclohexylamino)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(4-chlorophenyl)-3-((dicyclohexylamino)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(4-chlorophenyl)-3-((naphthalen-1-ylamino)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(4-chlorophenyl)-3-((phenylamino)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
5-(4-chlorophenyl)-3-((thiazol-2-ylamino)methyl)-1,3,4-oxadiazole-2(3H)-thione | - |
Homo sapiens | |
7-deazaxanthine | - |
Homo sapiens | |
additional information | synthesis, thymidine phosphorylase inhibitory and computational study of 1,3,4-oxadiazole-2-thione derivatives as potential anticancer agents. Determination of growth inhibition of MCF-7 cells, and analysis of toxicity and pharmacokinetics in the human body. Docking study using the ligand-bound TP structure (PDB ID 1UOU). Structure-function analysis. Electron withdrawing groups at R1 position of phenyl ring and less bulky amines group at R2 position have better anticancer activity. Amine groups at R2 position play an important role in binding to the active site residues of enzyme TP | Homo sapiens | |
N-((5-(4-chlorophenyl)-2-thioxo-1,3,4-oxadiazole-3(2H)-yl)methyl)3(trifluoromethyl) benzamide | - |
Homo sapiens |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
thymine + 2-deoxy-alpha-D-ribose 1-phosphate | Homo sapiens | - |
thymidine + phosphate | - |
r |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Homo sapiens | P19971 | - |
- |
Source Tissue | Comment | Organism | Textmining |
---|---|---|---|
MCF-7 cell | - |
Homo sapiens | - |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
thymine + 2-deoxy-alpha-D-ribose 1-phosphate | - |
Homo sapiens | thymidine + phosphate | - |
r |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
25 | - |
assay at | Homo sapiens |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.4 | - |
assay at | Homo sapiens |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
0.0228 | - |
pH 7.4, 25°C | Homo sapiens | 5-(4-chlorophenyl)-3-((dicyclohexylamino)methyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.0237 | - |
pH 7.4, 25°C | Homo sapiens | 5-(4-chlorophenyl)-3-(((4-hydroxyphenyl)amino)methyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.0256 | - |
pH 7.4, 25°C | Homo sapiens | N-((5-(4-chlorophenyl)-2-thioxo-1,3,4-oxadiazole-3(2H)-yl)methyl)3(trifluoromethyl) benzamide | |
0.0297 | - |
pH 7.4, 25°C | Homo sapiens | 5-(4-chlorophenyl)-3-((2-methyl-1H-imidazol-1-yl)methyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.0303 | - |
pH 7.4, 25°C | Homo sapiens | 3-((benzylamino)methyl)-5-(4-chlorophenyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.0384 | - |
pH 7.4, 25°C | Homo sapiens | 5-(4-chlorophenyl)-3-(((2-nitrophenyl)amino)methyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.03868 | - |
pH 7.4, 25°C | Homo sapiens | 7-deazaxanthine | |
0.0446 | - |
pH 7.4, 25°C | Homo sapiens | 3-(((4-chlorophenyl)amino)methyl)-5-(2-iodophenyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.0464 | - |
pH 7.4, 25°C | Homo sapiens | 5-(2-chlorophenyl)-3-((thiazol-2-ylamino)methyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.0506 | - |
pH 7.4, 25°C | Homo sapiens | 5-(4-chlorophenyl)-3-((cyclohexylamino)methyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.0547 | - |
pH 7.4, 25°C | Homo sapiens | 3-((5-(4-chlorophenyl)-2-thioxo-1,3,4-oxadiazol-3(2H)-yl)methyl)thiazolidine-2,4-dione | |
0.0582 | - |
pH 7.4, 25°C | Homo sapiens | 5-(4-chlorophenyl)-3-((4-(2-methoxyphenyl)piperazin-1-yl)methyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.0693 | - |
pH 7.4, 25°C | Homo sapiens | 5-(4-chlorophenyl)-3-(((3,3-diphenylpropyl)amino)methyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.0832 | - |
pH 7.4, 25°C | Homo sapiens | 5-(4-chlorophenyl)-3-((4-cyclohexylpiperazin-1-yl)methyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.0872 | - |
pH 7.4, 25°C | Homo sapiens | 5-(2-chlorophenyl)-3-(((4-chlorophenyl)amino)(phenyl)methyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.1171 | - |
pH 7.4, 25°C | Homo sapiens | 5-(4-chlorophenyl)-3-((naphthalen-1-ylamino)methyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.1505 | - |
pH 7.4, 25°C | Homo sapiens | 5-(4-chlorophenyl)-3-((thiazol-2-ylamino)methyl)-1,3,4-oxadiazole-2(3H)-thione | |
0.1833 | - |
pH 7.4, 25°C | Homo sapiens | 3-((4-benzylpiperazin-1-yl)methyl)-5-(4-chlorophenyl)-1,3,4-oxadiazole-2(3H)-thione |
General Information | Comment | Organism |
---|---|---|
additional information | the important residues of enzyme TP responsible for activity are Ser117, Ser217, His116, Lys221, Arg202, Tyr199, Thr118, Arg146, Leu148, Thr151, Gly152, and Ile214, computational structure-function analysis | Homo sapiens |