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Literature summary for 3.4.21.113 extracted from

  • Chen, K.X.; Njoroge, F.G.; Arasappan, A.; Venkatraman, S.; Vibulbhan, B.; Yang, W.; Parekh, T.N.; Pichardo, J.; Prongay, A.; Cheng, K.C.; Butkiewicz, N.; Yao, N.; Madison, V.; Girijavallabhan, V.
    Novel potent hepatitis C virus NS3 serine protease inhibitors derived from proline-based macrocycles (2006), J. Med. Chem., 49, 995-1005.
    View publication on PubMed
Search for more literature for 3.4.21.113

Crystallization (Commentary)

Crystallization (Comment) Organism
crystal structure of inhibitors bound to the protease, show close interaction of the macrocycle with the Ala156 methyl group and S4 pocket Hepacivirus C

Inhibitors

Inhibitors Comment Organism Structure
(2-[3-[(12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo-[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carbonyl)amino]-2-oxohexanoylamino]acetylamino)phenylacetic acid
-
 Hepacivirus C
(2-[3-[(12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo-[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carbonyl)amino]-2-oxohexanoylamino]acetylamino)phenylacetic acid tert-butyl ester
-
 Hepacivirus C
(2-[3-[(12-cyclohexyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,-13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carbonyl)amino]-2-oxohexanoylamino]acetylamino)phenylacetic acid tert-butyl ester
-
 Hepacivirus C
11-cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diazatricyclo[13.3.1.16,9]icosa-1(18),15(19),16-triene-8-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)-butyl)amide
-
 Hepacivirus C
12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(cyanophenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)-amide
-
 Hepacivirus C
12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)amide very potent inhibitor, S-isomer and R-isomer Hepacivirus C
12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid (([1-(2-hydroxy-1-phenylethylcarbamoyl)methyl]aminooxalyl)butyl)-amide
-
 Hepacivirus C
12-cyclohexyl-11,14-dioxo-2-oxa-6-thia-10,13-diazatricyclo-[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
12-cyclohexyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]-methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
12-cyclohexyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid (1-allylaminooxalylbutyl)amide 97% orally bioavailable Hepacivirus C
12-cyclohexyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid (1-aminooxalylbutyl)amide
-
 Hepacivirus C
12-cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6lambda6-thia-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)-aminooxalyl)butyl)amide
-
 Hepacivirus C
12-indan-2-yl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
12-isopropyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]-methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
12-sec-butyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]-methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
12-tert-butyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
12-tert-butyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)-aminooxalyl)butyl)amide
-
 Hepacivirus C
5,5-dimethyl-11,14-dioxo-12-phenyl-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]-methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
5-cyclohexyl-3,6-dioxo-11,16-dioxa-4,7-diazatricyclo[15.3.1.17,10]-docosa-1(21),17,19-triene-8-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)-amide
-
 Hepacivirus C
6-benzenesulfonyl-12-cyclohexyl-11,14-dioxo-2-oxa-6,10,13-triazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]-methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C

Organism

Organism UniProt Comment Textmining
Hepacivirus C
-
-
-

Synonyms

Synonyms Comment Organism
NS3 protease
-
 Hepacivirus C

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.000006
-
 12-cyclohexyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]-methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
0.000007
-
 5-cyclohexyl-3,6-dioxo-11,16-dioxa-4,7-diazatricyclo[15.3.1.17,10]-docosa-1(21),17,19-triene-8-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)-amide
-
 Hepacivirus C
0.000008
-
 12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)amide S-isomer Hepacivirus C
0.00001
-
 (2-[3-[(12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo-[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carbonyl)amino]-2-oxohexanoylamino]acetylamino)phenylacetic acid
-
 Hepacivirus C
0.00001
-
 12-cyclohexyl-11,14-dioxo-2-oxa-6-thia-10,13-diazatricyclo-[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
0.000015
-
 12-tert-butyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
0.000016
-
 (2-[3-[(12-cyclohexyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,-13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carbonyl)amino]-2-oxohexanoylamino]acetylamino)phenylacetic acid tert-butyl ester
-
 Hepacivirus C
0.000017
-
 12-tert-butyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)-aminooxalyl)butyl)amide
-
 Hepacivirus C
0.000019
-
 12-isopropyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]-methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
0.00003
-
 11-cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diazatricyclo[13.3.1.16,9]icosa-1(18),15(19),16-triene-8-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)-butyl)amide
-
 Hepacivirus C
0.000036
-
 6-benzenesulfonyl-12-cyclohexyl-11,14-dioxo-2-oxa-6,10,13-triazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]-methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
0.00004
-
 12-indan-2-yl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
0.000044
-
 (2-[3-[(12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo-[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carbonyl)amino]-2-oxohexanoylamino]acetylamino)phenylacetic acid tert-butyl ester
-
 Hepacivirus C
0.000046
-
 5,5-dimethyl-11,14-dioxo-12-phenyl-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]-methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
0.00006
-
 12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid (([1-(2-hydroxy-1-phenylethylcarbamoyl)methyl]aminooxalyl)butyl)-amide
-
 Hepacivirus C
0.00007
-
 12-sec-butyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]-methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
0.00013
-
 12-tert-butyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)amide
-
 Hepacivirus C
0.00022
-
 12-cyclohexyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid (1-aminooxalylbutyl)amide
-
 Hepacivirus C
0.00031
-
 12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(cyanophenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)-amide
-
 Hepacivirus C
0.0005
-
 12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)amide R-isomer Hepacivirus C
0.00053
-
 12-cyclohexyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid (1-allylaminooxalylbutyl)amide
-
 Hepacivirus C
0.0033
-
 12-cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6lambda6-thia-10,13-diazatricyclo[14.3.1 .17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)-aminooxalyl)butyl)amide
-
 Hepacivirus C

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00013
-
-
 Hepacivirus C 12-cyclohexyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]-methyl)aminooxalyl)butyl)amide
0.00024
-
 S-isomer Hepacivirus C 12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid ((([1-(dimethylcarbamoylphenylmethyl)carbamoyl]methyl)aminooxalyl)butyl)amide