Application | Comment | Organism |
---|---|---|
drug development | NS3 protease represents a drug target for treatment of HCV infections, development of inhibitors less sensitive to drug resistance, overview | Hepacivirus C |
Protein Variants | Comment | Organism |
---|---|---|
R155K | drug-resistant mutant enzyme variant | Hepacivirus C |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
1-(2-(6-Benzyl-3-(3-(tert-butyl)ureido)-2-oxopyrazin-1(2H)-yl)acetamido)-3-hydroxy-N-((4-(trifluoromethyl)phenyl)sulfonyl)cyclobutane-1-carboxamide | - |
Hepacivirus C | |
1-(2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetamido)-3-(benzyloxy)-N-((4-(trifluoromethyl)phenyl)sulfonyl)cyclobutane-1-carboxamide | - |
Hepacivirus C | |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-4-(pyrimidin-5-yl)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | - |
Hepacivirus C | |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-4-fluoro-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | - |
Hepacivirus C | |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((2-(trifluoromethyl)phenyl)sulfonyl)benzamide | - |
Hepacivirus C | |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((3-(trifluoromethyl)phenyl)sulfonyl)benzamide | - |
Hepacivirus C | |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)-4-vinylbenzamide | - |
Hepacivirus C | |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-Nmethyl-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | - |
Hepacivirus C | |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-Ntosylbenzamide | - |
Hepacivirus C | |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)benzoic acid | - |
Hepacivirus C | |
2-(2-[3-[(tert-butylcarbamoyl)amino]-5-chloro-2-oxo-6-(2-phenylethyl)pyrazin-1(2H)-yl]acetamido)-4-chloro-N-[4-(trifluoromethyl)benzene-1-sulfonyl]benzamide | - |
Hepacivirus C | |
2-(2-[3-[(tert-butylcarbamoyl)amino]-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl]acetamido)-N-[4-(trifluoromethyl)benzene-1-sulfonyl]benzamide | lead compound | Hepacivirus C | |
2-(2-[3-[(tert-butylcarbamoyl)amino]-5-chloro-6-[(naphthalen-1-yl)methyl]-2-oxopyrazin-1(2H)-yl]acetamido)-4-chloro-N-[4-(trifluoromethyl)benzene-1-sulfonyl]benzamide | - |
Hepacivirus C | |
2-(2-[6-benzyl-3-[(tert-butylcarbamoyl)amino]-5-chloro-2-oxopyrazin-1(2H)-yl]acetamido)-N-[4-(trifluoromethyl)benzene-1-sulfonyl]benzamide | - |
Hepacivirus C | |
2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)-N-(4-(2-oxo-2-(4-(trifluoromethyl)phenylsulfonamido)ethyl)phenyl)acetamide | - |
Hepacivirus C | |
2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetate | - |
Hepacivirus C | |
3-(2-(3-(3-(tert-b-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-5-(trifluoromethyl)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | - |
Hepacivirus C | |
3-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | - |
Hepacivirus C | |
3-(benzyloxy)-1-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)cyclobutane-1-carboxamide | - |
Hepacivirus C | |
4-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | - |
Hepacivirus C | |
4-bromo-2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | - |
Hepacivirus C | |
danoprevir | approved drug for HCV treatment | Hepacivirus C | |
methyl 2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)benzoate | - |
Hepacivirus C | |
additional information | discovery and synthesis of pyrazinone-based compounds that potently inhibit the drug-resistant enzyme variant R155K of the hepatitis C virus NS3 protease, molecular docking and modeling, overview. The compounds, that are very different to the approved drugs and clinical candidates, have potential in the development of inhibitors less sensitive to drug resistance | Hepacivirus C | |
N-((2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)phenyl)sulfonyl)-4-(trifluoromethyl)benzamide | - |
Hepacivirus C | |
N-((3-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)phenyl)sulfonyl)-4-(trifluoromethyl)benzamide | - |
Hepacivirus C | |
N-((4-(2-(3-(3-(tert-butyl)ureido)-5-chloro- 6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)phenyl)sulfonyl)-4-(trifluoromethyl)benzamide | - |
Hepacivirus C | |
N-[2-(2-[3-[(tert-butylcarbamoyl)amino]-5-chloro-2-oxo-6-(2-phenylethyl)pyrazin-1(2H)-yl]acetamido)-4-chlorobenzene-1-sulfonyl]-4-(trifluoromethyl)benzamide | - |
Hepacivirus C | |
paritaprevir | approved drug for HCV treatment | Hepacivirus C | |
simeprevir | approved drug for HCV treatment | Hepacivirus C | |
sofosbuvir | approved drug for HCV treatment | Hepacivirus C | |
telaprevir | - |
Hepacivirus C |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Hepacivirus C | - |
- |
- |
Synonyms | Comment | Organism |
---|---|---|
NS3 protease | - |
Hepacivirus C |
Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
---|---|---|---|---|---|
0.000015 | - |
telaprevir | pH and temperature not specified in the publication | Hepacivirus C | |
0.000015 | - |
methyl 2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)benzoate | inhibition of enzyme mutant R155K, pH and temperature not specified in the publication | Hepacivirus C | |
0.000017 | - |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)benzoic acid | inhibition of enzyme mutant R155K, pH and temperature not specified in the publication | Hepacivirus C | |
0.00002 | - |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-4-fluoro-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | inhibition of enzyme mutant R155K, pH and temperature not specified in the publication | Hepacivirus C | |
0.00002 | - |
3-(benzyloxy)-1-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)cyclobutane-1-carboxamide | inhibition of enzyme mutant R155K, pH and temperature not specified in the publication | Hepacivirus C | |
0.000024 | - |
2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)-N-(4-(2-oxo-2-(4-(trifluoromethyl)phenylsulfonamido)ethyl)phenyl)acetamide | inhibition of enzyme mutant R155K, pH and temperature not specified in the publication | Hepacivirus C | |
0.00003 | - |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-4-(pyrimidin-5-yl)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | inhibition of enzyme mutant R155K, pH and temperature not specified in the publication | Hepacivirus C | |
0.00003 | - |
2-(2-[3-[(tert-butylcarbamoyl)amino]-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl]acetamido)-N-[4-(trifluoromethyl)benzene-1-sulfonyl]benzamide | inhibition of enzyme mutant R155K, pH and temperature not specified in the publication | Hepacivirus C | |
0.00003 | - |
N-((2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)phenyl)sulfonyl)-4-(trifluoromethyl)benzamide | inhibition of enzyme mutant R155K, pH and temperature not specified in the publication | Hepacivirus C | |
0.00004 | - |
N-[2-(2-[3-[(tert-butylcarbamoyl)amino]-5-chloro-2-oxo-6-(2-phenylethyl)pyrazin-1(2H)-yl]acetamido)-4-chlorobenzene-1-sulfonyl]-4-(trifluoromethyl)benzamide | inhibition of enzyme mutant R155K, pH and temperature not specified in the publication | Hepacivirus C | |
0.00006 | - |
4-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | inhibition of enzyme mutant R155K, pH and temperature not specified in the publication | Hepacivirus C | |
0.00006 | - |
N-((3-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)phenyl)sulfonyl)-4-(trifluoromethyl)benzamide | inhibition of enzyme mutant R155K, pH and temperature not specified in the publication | Hepacivirus C | |
0.00007 | - |
2-(2-[6-benzyl-3-[(tert-butylcarbamoyl)amino]-5-chloro-2-oxopyrazin-1(2H)-yl]acetamido)-N-[4-(trifluoromethyl)benzene-1-sulfonyl]benzamide | inhibition of enzyme mutant R155K, pH and temperature not specified in the publication | Hepacivirus C | |
0.00007 | - |
3-(benzyloxy)-1-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)cyclobutane-1-carboxamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00009 | - |
2-(2-[3-[(tert-butylcarbamoyl)amino]-5-chloro-6-[(naphthalen-1-yl)methyl]-2-oxopyrazin-1(2H)-yl]acetamido)-4-chloro-N-[4-(trifluoromethyl)benzene-1-sulfonyl]benzamide | inhibition of enzyme mutant R155K, pH and temperature not specified in the publication | Hepacivirus C | |
0.0001 | - |
3-(2-(3-(3-(tert-b-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-5-(trifluoromethyl)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00011 | - |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-4-fluoro-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00012 | - |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-4-(pyrimidin-5-yl)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00012 | - |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)-4-vinylbenzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00012 | - |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-Ntosylbenzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00012 | - |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)benzoic acid | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00012 | - |
methyl 2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)benzoate | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00013 | - |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((2-(trifluoromethyl)phenyl)sulfonyl)benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00014 | - |
2-(2-[3-[(tert-butylcarbamoyl)amino]-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl]acetamido)-N-[4-(trifluoromethyl)benzene-1-sulfonyl]benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00014 | - |
2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)-N-(4-(2-oxo-2-(4-(trifluoromethyl)phenylsulfonamido)ethyl)phenyl)acetamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00015 | - |
1-(2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetamido)-3-(benzyloxy)-N-((4-(trifluoromethyl)phenyl)sulfonyl)cyclobutane-1-carboxamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00015 | - |
4-bromo-2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00017 | - |
3-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00017 | - |
N-((4-(2-(3-(3-(tert-butyl)ureido)-5-chloro- 6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)phenyl)sulfonyl)-4-(trifluoromethyl)benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00017 | - |
N-[2-(2-[3-[(tert-butylcarbamoyl)amino]-5-chloro-2-oxo-6-(2-phenylethyl)pyrazin-1(2H)-yl]acetamido)-4-chlorobenzene-1-sulfonyl]-4-(trifluoromethyl)benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00018 | - |
N-((2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)phenyl)sulfonyl)-4-(trifluoromethyl)benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00019 | - |
N-((3-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)phenyl)sulfonyl)-4-(trifluoromethyl)benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00022 | - |
2-(2-[3-[(tert-butylcarbamoyl)amino]-5-chloro-2-oxo-6-(2-phenylethyl)pyrazin-1(2H)-yl]acetamido)-4-chloro-N-[4-(trifluoromethyl)benzene-1-sulfonyl]benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00023 | - |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((3-(trifluoromethyl)phenyl)sulfonyl)benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00026 | - |
2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-Nmethyl-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00026 | - |
4-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00027 | - |
2-(2-[6-benzyl-3-[(tert-butylcarbamoyl)amino]-5-chloro-2-oxopyrazin-1(2H)-yl]acetamido)-N-[4-(trifluoromethyl)benzene-1-sulfonyl]benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00031 | - |
2-(2-[3-[(tert-butylcarbamoyl)amino]-5-chloro-6-[(naphthalen-1-yl)methyl]-2-oxopyrazin-1(2H)-yl]acetamido)-4-chloro-N-[4-(trifluoromethyl)benzene-1-sulfonyl]benzamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.00045 | - |
1-(2-(6-Benzyl-3-(3-(tert-butyl)ureido)-2-oxopyrazin-1(2H)-yl)acetamido)-3-hydroxy-N-((4-(trifluoromethyl)phenyl)sulfonyl)cyclobutane-1-carboxamide | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C | |
0.01 | - |
2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetate | inhibition of full-length wild-type enzyme, pH and temperature not specified in the publication | Hepacivirus C |