Discovery of ITX 4520: a highly potent orally bioavailable hepatitis C virus entry inhibitor

Bioorg Med Chem Lett. 2012 Aug 1;22(15):4955-61. doi: 10.1016/j.bmcl.2012.06.038. Epub 2012 Jun 19.

Abstract

The manuscript reports an identification of a highly potent, orally bioavailable hepatitis C virus entry inhibitor through optimization of a previously reported class of molecules (1) that were not stable in the rat plasma. Compound 39 (ITX 4520) exhibited an excellent PK profile in both rats and dogs with good oral exposure, half-life and oral bioavailability. The compound is also well-tolerated in the preliminary in vivo toxicity studies and has been selected as a pre-clinical candidate for our HCV clinical pipeline.

MeSH terms

  • Administration, Oral
  • Animals
  • Antiviral Agents / chemical synthesis
  • Antiviral Agents / chemistry*
  • Antiviral Agents / pharmacokinetics
  • Biological Availability
  • Carbazoles / chemical synthesis
  • Carbazoles / chemistry*
  • Carbazoles / pharmacokinetics
  • Dogs
  • Drug Evaluation, Preclinical
  • Half-Life
  • Hepacivirus / metabolism*
  • Humans
  • Microsomes / metabolism
  • Oxadiazoles / chemical synthesis
  • Oxadiazoles / chemistry*
  • Oxadiazoles / pharmacokinetics
  • Rats
  • Structure-Activity Relationship
  • Virus Internalization / drug effects*

Substances

  • Antiviral Agents
  • Carbazoles
  • ITX 4520
  • Oxadiazoles