Identification and structure-based optimization of novel dihydropyrones as potent HCV RNA polymerase inhibitors

Bioorg Med Chem Lett. 2006 Sep 15;16(18):4834-8. doi: 10.1016/j.bmcl.2006.06.065. Epub 2006 Jul 7.

Abstract

A novel class of non-nucleoside HCV NS5B polymerase inhibitors has been identified from screening. A co-crystal structure revealed an allosteric binding site in the protein that required a unique conformational change to accommodate inhibitor binding. Herein we report the structure-activity relationships (SARs) of this novel class of dihydropyrone-containing compounds that show potent inhibitory activities against the HCV RNA polymerase in biochemical assays.

MeSH terms

  • Crystallography, X-Ray
  • DNA-Directed RNA Polymerases / antagonists & inhibitors*
  • DNA-Directed RNA Polymerases / chemistry
  • DNA-Directed RNA Polymerases / metabolism
  • Hepacivirus / drug effects*
  • Hepacivirus / enzymology*
  • Hydrogen / chemistry*
  • Inhibitory Concentration 50
  • Models, Molecular
  • Molecular Structure
  • Pyrones / chemical synthesis
  • Pyrones / chemistry*
  • Pyrones / pharmacology*
  • RNA-Dependent RNA Polymerase / antagonists & inhibitors
  • RNA-Dependent RNA Polymerase / chemistry
  • Structure-Activity Relationship
  • Viral Nonstructural Proteins / chemistry

Substances

  • Pyrones
  • Viral Nonstructural Proteins
  • Hydrogen
  • NS-5 protein, hepatitis C virus
  • RNA-Dependent RNA Polymerase
  • DNA-Directed RNA Polymerases