Structure-based design of caspase-1 inhibitor containing a diphenyl ether sulfonamide

Bioorg Med Chem Lett. 2001 Oct 22;11(20):2779-82. doi: 10.1016/s0960-894x(01)00573-x.

Abstract

A series of compounds was designed and prepared as inhibitors of interleukin-1beta converting enzyme (ICE), also known as caspase-1. These inhibitors, which employ a diphenyl ether sulfonamide, were designed to improve potency by forming favorable interactions between the diphenyl ether rings and the prime side hydrophobic region. An X-ray crystal structure of a representative member of the diphenyl ether sulfonamide series bound to the active site of caspase-1 was obtained.

MeSH terms

  • Caspase 1 / metabolism
  • Caspase Inhibitors*
  • Drug Design
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Ethers / chemical synthesis*
  • Ethers / chemistry
  • Ethers / pharmacology
  • Models, Molecular
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / chemistry
  • Sulfonamides / pharmacology

Substances

  • Caspase Inhibitors
  • Enzyme Inhibitors
  • Ethers
  • Sulfonamides
  • diphenyl ether sulfonamide
  • Caspase 1