Modulators of the human CCR5 receptor. Part 3: SAR of substituted 1-[3-(4-methanesulfonylphenyl)-3-phenylpropyl]-piperidinyl phenylacetamides

Bioorg Med Chem Lett. 2006 Jul 1;16(13):3533-6. doi: 10.1016/j.bmcl.2006.03.089. Epub 2006 May 2.

Abstract

SAR and PK studies led to the identification of N-(1-{(3R)-3-(3,5-difluorophenyl)-3-[4-methanesulfonylphenyl] propyl}piperidin-4-yl)-N-ethyl-2-[4-methanesulfonylphenyl]acetamide as a highly potent and selective ligand for the human CCR5 chemokine receptor with good oral pharmacokinetic properties.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetanilides / chemical synthesis
  • Acetanilides / chemistry*
  • Acetanilides / pharmacokinetics*
  • Animals
  • CCR5 Receptor Antagonists*
  • Crystallography, X-Ray
  • Dogs
  • Humans
  • Models, Molecular
  • Molecular Structure
  • Piperidines / chemical synthesis
  • Piperidines / chemistry*
  • Piperidines / pharmacology*
  • Rats
  • Stereoisomerism
  • Structure-Activity Relationship
  • Sulfones / chemical synthesis
  • Sulfones / chemistry*
  • Sulfones / pharmacology*
  • Time Factors

Substances

  • Acetanilides
  • CCR5 Receptor Antagonists
  • Piperidines
  • Sulfones