asunaprevir

Asunaprevir (formerly BMS-650032, brand name in Japan and Russia Sunvepra) is an experimental drug candidate for the treatment of hepatitis C. It was undergoing development by Bristol-Myers Squibb and has completed Phase III clinical trials in 2013.

Chemical data

Formula: C35H46ClN5O9S
Molecular weight: 748.3 g/mol
IUPAC name: tert-butyl N-[(2S)-1-[(2S,4R)-4-(7-chloro-4-methoxyisoquinolin-1-yl)oxy-2-[[(1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-ethenylcyclopropyl]carbamoyl]pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate
SMILES: CC(C)(C)[C@@H](C(=O)N1C[C@@H](C[C@H]1C(=O)N[C@@]2(C[C@H]2C=C)C(=O)NS(=O)(=O)C3CC3)OC4=NC=C(C5=C4C=C(C=C5)Cl)OC)NC(=O)OC(C)(C)C
InChIKey: XRWSZZJLZRKHHD-WVWIJVSJSA-N
XLogP: 4.9
Polar surface area: 191 Å²
H-bond donors: 3
H-bond acceptors: 10
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2014
Admin. routes: oral
Indications: hepatitis C virus infection, chronic hepatitis C virus infection, infection, viral disease

via ChEMBL · EBI

Research

465 papers

Asunaprevir.Australian prescriber · 2016
Asunaprevir: A Review of Preclinical and Clinical Pharmacokinetics and Drug-Drug Interactions.Clinical pharmacokinetics · 2015
Asunaprevir, a protease inhibitor for the treatment of hepatitis C infection.Therapeutics and clinical risk management · 2014
Asunaprevir (BMS-650032) for the treatment of hepatitis C virus.Expert review of anti-infective therapy · 2015
Asunaprevir for hepatitis C: a safety evaluation.Expert opinion on drug safety · 2015

via PubMed

Wikidata facts

Mass: 747.27

Show 4 more facts

subject has role: protease inhibitor
chemical formula: C₃₅H₄₆ClN₅O₉S
isomeric SMILES: CC(C)(C)[C@@H](C(=O)N1C[C@@H](C[C@H]1C(=O)N[C@@]2(C[C@H]2C=C)C(=O)NS(=O)(=O)C3CC3)OC4=NC=C(C5=C4C=C(C=C5)Cl)OC)NC(=O)OC(C)(C)C
canonical SMILES: CC(C)(C)C(C(=O)N1CC(CC1C(=O)NC2(CC2C=C)C(=O)NS(=O)(=O)C3CC3)OC4=NC=C(C5=C4C=C(C=C5)Cl)OC)NC(=O)OC(C)(C)C

Sources (2)

via Wikidata · CC0

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Encyclopedic overview

1 sections

Contents

References

Asunaprevir is an inhibitor of the hepatitis C virus enzyme serine protease NS3. Asunaprevir is being tested in combination with pegylated interferon and ribavirin, as well as in interferon-free regimens with other direct-acting antiviral agents including daclatasvir.

Excerpted from Wikipedia’s “asunaprevir” article, available under the CC BY-SA 4.0 licence.

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