Discovery of selective and nonpeptidic cathepsin S inhibitors

Bioorg Med Chem Lett. 2008 Jul 15;18(14):3959-62. doi: 10.1016/j.bmcl.2008.06.009. Epub 2008 Jun 10.

Abstract

Nonpeptidic, selective, and potent cathepsin S inhibitors were derived from an in-house pyrrolopyrimidine cathepsin K inhibitor by modification of the P2 and P3 moieties. The pyrrolopyrimidine-based inhibitors show nanomolar inhibition of cathepsin S with over 100-fold selectivity against other cysteine proteases, including cathepsin K and L. Some of the inhibitors showed cellular activities in mouse splenocytes as well as oral bioavailabilities in rats.

MeSH terms

  • Biological Availability
  • Cathepsin K
  • Cathepsin L
  • Cathepsins / antagonists & inhibitors*
  • Cathepsins / chemistry
  • Chemistry, Pharmaceutical
  • Cysteine Endopeptidases / chemical synthesis*
  • Cysteine Endopeptidases / chemistry
  • Cysteine Proteinase Inhibitors / chemical synthesis*
  • Cysteine Proteinase Inhibitors / pharmacology
  • Drug Design
  • Humans
  • Inhibitory Concentration 50
  • Models, Chemical
  • Molecular Conformation
  • Molecular Structure
  • Pyridines / chemistry
  • Structure-Activity Relationship

Substances

  • Cysteine Proteinase Inhibitors
  • Pyridines
  • Cathepsins
  • Cysteine Endopeptidases
  • CTSL protein, human
  • Cathepsin L
  • Ctsl protein, mouse
  • Ctsl protein, rat
  • cathepsin S
  • CTSK protein, human
  • Cathepsin K
  • Ctsk protein, mouse
  • Ctsk protein, rat