2-Cyano-pyrimidines: a new chemotype for inhibitors of the cysteine protease cathepsin K

J Med Chem. 2007 Feb 22;50(4):591-4. doi: 10.1021/jm0613525. Epub 2007 Jan 27.

Abstract

Starting from the purine lead structure 1, a new series of cathepsin K inhibitors based on a pyrimidine scaffold have been explored. Investigations of P3 and P2 substituents based on molecular modeling suggestions resulted in potent cathepsin K inhibitors with an improved selectivity profile over other cathepsins.

MeSH terms

  • Animals
  • Binding Sites
  • Cathepsin K
  • Cathepsins / antagonists & inhibitors*
  • Cathepsins / chemistry*
  • Crystallography, X-Ray
  • Cysteine Endopeptidases / chemistry*
  • Models, Molecular*
  • Nitriles / chemical synthesis*
  • Nitriles / chemistry
  • Nitriles / pharmacokinetics
  • Protease Inhibitors / chemical synthesis*
  • Protease Inhibitors / chemistry
  • Protease Inhibitors / pharmacokinetics
  • Pyrimidines / chemical synthesis*
  • Pyrimidines / chemistry
  • Pyrimidines / pharmacokinetics
  • Rats
  • Structure-Activity Relationship

Substances

  • Nitriles
  • Protease Inhibitors
  • Pyrimidines
  • Cathepsins
  • Cysteine Endopeptidases
  • Cathepsin K
  • Ctsk protein, rat