Literature summary for 3.4.21.98 extracted from

Narjes, F.; Brunetti, M.; Colarusso, S.; Gerlach, B.; Koch, U.; Biasiol, G.; Fattori, D.; de Francesco, R.; Matassa, V.G.; Steinkuhler, C.
alpha-Ketoacids are potent slow binding inhibitors of the hepatitis C virus NS3 protease (2000), Biochemistry, 39, 1849-1861.

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Inhibitors

Inhibitors	Comment	Organism	Structure
3-[2-(2-Benzyloxycarbonylamino-3-methyl-pentanoylamino)-4-methyl-pentanoylamino]-5,5-difluoro-2-oxo-pentanoic acid	-	Hepacivirus C
3-[2-(2-tert-Butoxycarbonylamino-4-carboxy-butyrylamino)-4-methyl-pentanoylamino]-5,5-difluoro-2-oxo-pentanoic acid	-	Hepacivirus C
3-[2-(2-[2-[2-(2-Acetylamino-3-carboxy-propionylamino)-4-carboxy-butyrylamino]-3,3-diphenyl-propionylamino]-4-carboxy-butyrylamino)-3-cyclohexyl-propionylamino]-5,5-difluoro-2-oxo-pentanoic acid	-	Hepacivirus C
3-[2-[2-(2-Acetylamino-3,3-diphenyl-propionylamino)-4-tert-butoxycarbonyl-butyrylamino]-3-cyclohexyl-propionylamino]-5,5-difluoro-2-oxo-pentanoic acid	-	Hepacivirus C
additional information	alpha-ketoacids incorporating difluoroaminobutyric acid in the p1 position are potent slow binding inhibitors	Hepacivirus C

Organism

Organism	UniProt	Comment	Textmining
Hepacivirus C	-	-	-

Ki Value [mM]

Ki Value [mM]	Ki Value maximum [mM]	Inhibitor	Comment	Organism	Structure
0.000004	-	3-[2-(2-[2-[2-(2-Acetylamino-3-carboxy-propionylamino)-4-carboxy-butyrylamino]-3,3-diphenyl-propionylamino]-4-carboxy-butyrylamino)-3-cyclohexyl-propionylamino]-5,5-difluoro-2-oxo-pentanoic acid	pH 7.5	Hepacivirus C
0.0046	-	3-[2-[2-(2-Acetylamino-3,3-diphenyl-propionylamino)-4-tert-butoxycarbonyl-butyrylamino]-3-cyclohexyl-propionylamino]-5,5-difluoro-2-oxo-pentanoic acid	pH 7.5	Hepacivirus C
0.017	-	3-[2-(2-tert-Butoxycarbonylamino-4-carboxy-butyrylamino)-4-methyl-pentanoylamino]-5,5-difluoro-2-oxo-pentanoic acid	pH 7.5	Hepacivirus C
0.0185	-	3-[2-(2-Benzyloxycarbonylamino-3-methyl-pentanoylamino)-4-methyl-pentanoylamino]-5,5-difluoro-2-oxo-pentanoic acid	pH 7.5	Hepacivirus C

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Release 2023.1 (January 2023)