U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C25H35NO4S
Molecular Weight 445.615
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOMIBUVIR

SMILES

C[C@H]1CC[C@@H](CC1)C(=O)N([C@H]2CC[C@H](O)CC2)C3=C(SC(=C3)C#CC(C)(C)C)C(O)=O

InChI

InChIKey=WPMJNLCLKAKMLA-VVPTUSLJSA-N
InChI=1S/C25H35NO4S/c1-16-5-7-17(8-6-16)23(28)26(18-9-11-19(27)12-10-18)21-15-20(13-14-25(2,3)4)31-22(21)24(29)30/h15-19,27H,5-12H2,1-4H3,(H,29,30)/t16-,17-,18-,19-

HIDE SMILES / InChI

Description

Lomibuvir (VCH-222) is a novel, potent and selective inhibitor of non-nucleoside polymerase of the hepatitis C virus (HCV) RNA-dependent RNA polymerase, with an IC50 range of 0.94-1.2 μM. Lomibuvir was generated from ViroChem's research programme investigating HCV NS5B polymerase inhibitors. In phase 1 and 2 clinical studies, Lomibuvir demonstrated effective antiviral efficacy, with substantial reductions in plasma HCV RNA in patients chronically infected with genotype 1 HCV. On 15 May 2014 Vertex Pharmaceuticals completes a phase II trial in Hepatitis C (treatment-naive, combination therapy) in USA, Canada, Germany, Poland and United Kingdom (NCT01516918). On 26 Jul 2016 Trek Therapeutics acquires lomibuvir from Vertex Pharmaceuticals.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.94 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
100 or 400 mg twice daily
Route of Administration: Oral
In Vitro Use Guide
Lomibuvir exhibits antiviral activity against genotypes 1a, 1b, and 2a in the HCV replicon, with 50% effective concentrations (EC50s) ranging from 4.6 to 22.3 nM