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Information on EC 3.4.21.98 - hepacivirin and Organism(s) Hepatitis C virus genotype 1b and UniProt Accession P26663
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3.4.21.98 hepacivirinSpecify your search results
Word Map
- 3.4.21.98
- ribavirin
-
virologic
- helicase
-
direct-acting
-
replicons
- telaprevir
- cirrhosis
-
pegylated
-
anti-hcv
- boceprevir
-
hcv-infected
-
resistance-associated
- simeprevir
-
macrocyclic
- dengue
-
peginterferon
- sofosbuvir
-
subgenomic
-
unwind
-
treatment-naive
-
treatment-experienced
-
interferon-free
- flaviviridae
- mavs
- flavivirus
-
hcv-specific
- rbv
-
daclatasvir
- asunaprevir
- ntpase
-
peg-ifn
-
pan-genotypic
- rig-i
-
non-nucleoside
-
ledipasvir
- ns2b
-
quasispecies
- ritonavir
- drug development
-
1-infected
- bluetongue
-
alfa-2a
-
ifn-free
-
relapsers
-
interferon-based
- pestivirus
-
hcv-rna
-
ns2b-ns3
-
all-oral
- irf-3
- hcv-1b
- molecular biology
- analysis
- pharmacology
- medicine
The enzyme appears in selected viruses and cellular organisms
Reaction Schemes
Hydrolysis of four peptide bonds in the viral precursor polyprotein, commonly with Asp or Glu in the P6 position, Cys or Thr in P1 and Ser or Ala in P1'
Synonyms
ns3 protein, ns3/4a protease, hcv ns3, ns3/4a, hcv ns3 protease, hcv ns3/4a protease, ns3-4a, hcv ns3/4a, ns3-4a protease, ns3/4a serine protease, 
more
topSYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
Cpro-2
-
-
-
-
Cpro-2 proteinase
-
-
-
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Den2 protease
-
-
-
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HCV NS3 protease
-
-
-
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Hepacivirin
-
-
-
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hepatitis C virus NS3 serine protease
-
-
-
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NS2B-NS3 proteinase
-
-
-
-
NS3
-
-
-
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NS3 protease
NS3 proteinase
-
-
-
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NS3 serine protease
-
-
-
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NS3 serine proteinase
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-
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NS3-4A serine protease complex
-
-
-
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NS3-NS4A protease
-
-
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NS5A-5B protease
-
-
-
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P70
-
-
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polyprotein-processing proteinase NS3
-
-
-
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proteinase NS3
-
-
-
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proteinase, polyprotein-processing, NS3
-
-
-
-
serine proteinase NS3
-
-
-
-
NS3 protease
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hydrolysis of peptide bond
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-
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CAS REGISTRY NUMBER
COMMENTARY
149885-80-3
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
additional information
?
-
Hepatitis C virus genotype 1b
viral substrates of HCV NS3/4A protease share a conserved binding shape at the active site. Comparison of amino acid cleavage site sequences of four HCV NS3/4A protease viral substrates. Substrates fill a conserved volume within the active site known as the substrate envelope, and primary drug resistance mutations occur where inhibitors protrude outside of the substrate envelope. These residues are often not evolutionarily conserved or are not necessary for biological function
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-
?
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
(2S,4S)-1-((S)-2-(furan-2-carboxamido)-3,3-dimethylbutanoyl)-N-((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide
Hepatitis C virus genotype 1b
-
(2S,4S)-1-((S)-2-benzamido-2-cyclohexylacetyl)-N-((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide
Hepatitis C virus genotype 1b
-
(2S,4S)-1-((S)-2-benzamido-2-cyclohexylacetyl)-N-((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide
Hepatitis C virus genotype 1b
-
(2S,4S)-1-((S)-2-cyclohexyl-2-(thiophene-2-carboxamido)acetyl)-N-((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide
Hepatitis C virus genotype 1b
-
(2S,4S)-1-((S)-2-cyclohexyl-2-isobutyramidoacetyl)-N-((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide
Hepatitis C virus genotype 1b
-
(2S,4S)-1-((S)-2-isobutyramido-3-phenylpropanoyl)-N-((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide
Hepatitis C virus genotype 1b
-
benzyl((S)-1-cyclohexyl-2-((2S,4S)-2-(((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-2-oxoethyl)carbamate
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-4-(3-chlorophenyl)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-4-biphenyl-4-yl-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-4-biphenyl-4-yl-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-methoxy-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R)-2-carboxy-2-ethenylcyclopropyl]-4-[(7-methoxy-2-phenylquinolin-4-yl)oxy]-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R)-2-[(cyclopropylsulfonyl)carbamoyl]-2-ethenylcyclopropyl]-4-[(6-methoxyisoquinolin-1-yl)oxy]-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(3-fluorophenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(4-fluorophenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-(3-methoxyphenyl)-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-(3-methylphenyl)-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-(4-methoxyphenyl)-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-phenyl-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(2,5-dimethylphenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(3,5-dimethylphenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(3-fluoro-4-methylphenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(4-fluoro-3-methylphenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(5-fluoro-2-methoxyphenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-(2'-methoxybiphenyl-4-yl)-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-(4'-methoxybiphenyl-3-yl)-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-(4-phenoxyphenyl)-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-naphthalen-2-yl-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[2-(morpholin-4-ylmethyl)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[3-(morpholin-4-ylmethyl)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[3-(propan-2-yl)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[3-(propan-2-yloxy)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[4-(1,3-thiazol-2-yl)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[4-(1H-pyrrol-1-yl)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[4-(pyridin-2-yl)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-[3-(dimethylamino)phenyl]-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4S)-4-(1,3-benzothiazol-2-yl)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4S)-4-(4-methoxybenzamido)-L-prolyl-N-(cyclopropanesulfonyl)-L-leucinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4S)-4-[(naphthalene-2-carbonyl)amino]-L-prolyl-N-(cyclopropanesulfonyl)-L-leucinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4S)-4-[2-(2,3-dimethylanilino)benzamido]-L-prolyl-N-(cyclopropanesulfonyl)-L-leucinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4S)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-prop-2-en-1-yl-L-prolinamide
Hepatitis C virus genotype 1b
-
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-oxo-L-prolinamide
Hepatitis C virus genotype 1b
-
tert-butyl((S)-1-((2S,4S)-2-(((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate
Hepatitis C virus genotype 1b
-
tert-butyl((S)-1-((2S,4S)-2-(((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate
Hepatitis C virus genotype 1b
-
tert-butyl((S)-1-((2S,4S)-2-(((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-4-methyl-1-oxopentan-2-yl)carbamate
Hepatitis C virus genotype 1b
-
tert-butyl((S)-1-((2S,4S)-2-(((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate
Hepatitis C virus genotype 1b
-
tert-butyl((S)-1-cyclohexyl-2-((2S,4S)-2-(((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-2-oxoethyl)-carbamate
Hepatitis C virus genotype 1b
-
tert-butyl((S)-3,3-dimethyl-1-((2S,4S)-2-(((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)carbamate
Hepatitis C virus genotype 1b
-
tert-butyl((S)-3-(1H-indol-3-yl)-1-((2S,4S)-2-(((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-1-oxopropan-2-yl)carbamate
Hepatitis C virus genotype 1b
-
additional information
Hepatitis C virus genotype 1b
design and synthesis of a series of novel compounds by incorporating different amino acid residues in P1/P1' and P3/P3' position to develop antiviral agents. All designed compounds show moderate anti-HCV NS3 protease activity, detailed structure-activity relationship (SAR) analysis, overview
-
additional information
Hepatitis C virus genotype 1b
design and synthesis of a series of potent NS3 protease inhibitors for the treatment of hepatitis C virus, structure-activity relationships of 4-hydroxy-4-biaryl-proline acylsulfonamide tripeptides, overview
-
additional information
Hepatitis C virus genotype 1b
structural analysis, differences in how inhibitors fit within the substrate envelope and interact with the binding site trend with differential drug resistance patterns, hydrogen bond interactions between ligands and side chain atoms in the HCV NS3/4A protease active site, and differential van der Waals interactions on the binding surface of HCV NS3/4A protease, detailed overview. There are many basic residues in the S6 pocket, such as R119, R123, R161, and K165, which make conserved interactions with the conserved acidic D or E residue at the P6 position of the substrate. A drug design strategies focusing on inhibitors with a P1-P3 macrocycle and flexible quinoxiline-related P2 moieties may be an optimal strategy, given high potency can be achieved without compromising the resistance profile. Another drug design strategy is extending inhibitors in the P1' and P4-P6 regions to make increased contacts with conserved residues in the S1' and S4-S6 pockets to increase inhibitor potency while decreasing susceptibility to drug resistance mutations. Q80K is a polymorphism that impacts the activity of most protease inhibitors. Boceprevir, telaprevir, simeprevir, danoprevir, asunaprevir, and faldaprevir are susceptible to mutations at Q80. Drug resistance mutations at residues R155, A156, and D168, are located close to the catalytic triad, impact the most inhibitors. Boceprevir and telaprevir are the oldest inhibitors and are susceptible to drug resistance, with main drug resistance mutations at residues V36, T54, R155, and A156
-
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0000004
asunaprevir
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.000001
danoprevir
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00000097
faldaprevir
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00000014
grazoprevir
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.000007
narlaprevir
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00000036
simeprevir
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00000074
vaniprevir
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.000014
boceprevir
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.000014
boceprevir
Hepatitis C virus genotype 1b
pH 7.5, temperature not specified in the publication
0.0000344
telaprevir
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.034
(2S,4S)-1-((S)-2-(furan-2-carboxamido)-3,3-dimethylbutanoyl)-N-((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide
Hepatitis C virus genotype 1b
pH 7.5, temperature not specified in the publication
0.0074
(2S,4S)-1-((S)-2-benzamido-2-cyclohexylacetyl)-N-((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide
Hepatitis C virus genotype 1b
pH 7.5, temperature not specified in the publication
0.0025
(2S,4S)-1-((S)-2-benzamido-2-cyclohexylacetyl)-N-((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide
Hepatitis C virus genotype 1b
pH 7.5, temperature not specified in the publication
0.0019
(2S,4S)-1-((S)-2-cyclohexyl-2-(thiophene-2-carboxamido)acetyl)-N-((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide
Hepatitis C virus genotype 1b
pH 7.5, temperature not specified in the publication
0.1
(2S,4S)-1-((S)-2-cyclohexyl-2-isobutyramidoacetyl)-N-((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide
Hepatitis C virus genotype 1b
above, pH 7.5, temperature not specified in the publication
0.1
(2S,4S)-1-((S)-2-isobutyramido-3-phenylpropanoyl)-N-((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide
Hepatitis C virus genotype 1b
above, pH 7.5, temperature not specified in the publication
0.0045
benzyl((S)-1-cyclohexyl-2-((2S,4S)-2-(((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-2-oxoethyl)carbamate
Hepatitis C virus genotype 1b
pH 7.5, temperature not specified in the publication
0.000012
BMS-605339
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00366
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-4-(3-chlorophenyl)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.000026
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-4-biphenyl-4-yl-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.000009
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-4-biphenyl-4-yl-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-methoxy-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00406
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(3-fluorophenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00247
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(4-fluorophenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.0037
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-(3-methoxyphenyl)-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00327
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-(3-methylphenyl)-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00147
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-(4-methoxyphenyl)-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00236
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropanesulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-phenyl-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00231
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(2,5-dimethylphenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00645
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(3,5-dimethylphenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00424
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(3-fluoro-4-methylphenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.0077
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(4-fluoro-3-methylphenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00394
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-(5-fluoro-2-methoxyphenyl)-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.000024
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-(2'-methoxybiphenyl-4-yl)-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00321
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-(4'-methoxybiphenyl-3-yl)-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.000265
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-(4-phenoxyphenyl)-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.000412
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-naphthalen-2-yl-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00495
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[2-(morpholin-4-ylmethyl)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00346
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[3-(morpholin-4-ylmethyl)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00837
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[3-(propan-2-yl)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00625
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[3-(propan-2-yloxy)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.000041
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[4-(1,3-thiazol-2-yl)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.000097
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[4-(1H-pyrrol-1-yl)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.000039
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-[4-(pyridin-2-yl)phenyl]-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.0034
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-[3-(dimethylamino)phenyl]-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00112
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4S)-4-(1,3-benzothiazol-2-yl)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.1
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4S)-4-(4-methoxybenzamido)-L-prolyl-N-(cyclopropanesulfonyl)-L-leucinamide
Hepatitis C virus genotype 1b
above, pH 7.5, temperature not specified in the publication
0.1
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4S)-4-[(naphthalene-2-carbonyl)amino]-L-prolyl-N-(cyclopropanesulfonyl)-L-leucinamide
Hepatitis C virus genotype 1b
above, pH 7.5, temperature not specified in the publication
0.0021
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4S)-4-[2-(2,3-dimethylanilino)benzamido]-L-prolyl-N-(cyclopropanesulfonyl)-L-leucinamide
Hepatitis C virus genotype 1b
pH 7.5, temperature not specified in the publication
0.0305
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4S)-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-hydroxy-4-prop-2-en-1-yl-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.0707
N-(tert-butoxycarbonyl)-3-methyl-L-valyl-N-[(1R,2S)-1-[(cyclopropylsulfonyl)acetyl]-2-ethenylcyclopropyl]-4-oxo-L-prolinamide
Hepatitis C virus genotype 1b
pH and temperature not specified in the publication
0.00045
telaprevir
Hepatitis C virus genotype 1b
pH 7.5, temperature not specified in the publication
0.0071
tert-butyl((S)-1-((2S,4S)-2-(((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate
Hepatitis C virus genotype 1b
pH 7.5, temperature not specified in the publication
0.1
tert-butyl((S)-1-((2S,4S)-2-(((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate
Hepatitis C virus genotype 1b
above, pH 7.5, temperature not specified in the publication
0.1
tert-butyl((S)-1-((2S,4S)-2-(((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-4-methyl-1-oxopentan-2-yl)carbamate
Hepatitis C virus genotype 1b
above, pH 7.5, temperature not specified in the publication
0.0059
tert-butyl((S)-1-((2S,4S)-2-(((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate
Hepatitis C virus genotype 1b
pH 7.5, temperature not specified in the publication
0.072
tert-butyl((S)-1-cyclohexyl-2-((2S,4S)-2-(((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-2-oxoethyl)-carbamate
Hepatitis C virus genotype 1b
pH 7.5, temperature not specified in the publication
0.1
tert-butyl((S)-3,3-dimethyl-1-((2S,4S)-2-(((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)carbamate
Hepatitis C virus genotype 1b
above, pH 7.5, temperature not specified in the publication
0.0056
tert-butyl((S)-3-(1H-indol-3-yl)-1-((2S,4S)-2-(((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-1-oxopropan-2-yl)carbamate
Hepatitis C virus genotype 1b
pH 7.5, temperature not specified in the publication
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
physiological function
Hepatitis C virus genotype 1b
the hepatitis C virus (HCV) NS3/4A protease that plays an important role in the viral life cycle
additional information
Hepatitis C virus genotype 1b
HCV is a member of the Flaviviridae family consisting of a positive single strand RNA that encodes a polyprotein. This polyprotein is cleaved to the structural and nonstructural (NS) proteins by both host and viral proteases.4 The NS3 region is a trypsin-like serine protease that plays an essential role in viral replication and involves in processes to attenuate and evade the host cell's natural immune defense
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Q80K
Hepatitis C virus genotype 1b
Q80K is a polymorphism that impacts the activity of most protease inhibitors. Enzyme inhibitors boceprevir, telaprevir, simeprevir, danoprevir, asunaprevir, and faldaprevir are susceptible to mutations at Q80
APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Shi, F.; Zhang, Y.; Xu, W.
Discovery of a series of novel compounds with moderate anti-hepatitis C virus NS3 protease activity in vitro
Bioorg. Med. Chem.
23
5539-5545
2015
Hepatitis C virus genotype 1b (P26662)
Wang, A.X.; Chen, J.; Zhao, Q.; Sun, L.Q.; Friborg, J.; Yu, F.; Hernandez, D.; Good, A.C.; Klei, H.E.; Rajamani, R.; Mosure, K.; Knipe, J.O.; Li, D.; Zhu, J.; Levesque, P.C.; McPhee, F.; Meanwell, N.A.; Scola, P.M.
Structure-activity relationships of 4-hydroxy-4-biaryl-proline acylsulfonamide tripeptides A series of potent NS3 protease inhibitors for the treatment of hepatitis C virus
Bioorg. Med. Chem. Lett.
27
590-596
2017
Hepatitis C virus genotype 1b (P26663), hepatitis C virus genotype 1a (P27958)
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