Identification of novel adenosine A(2A) receptor antagonists by virtual screening

J Med Chem. 2012 Mar 8;55(5):1904-9. doi: 10.1021/jm201455y. Epub 2012 Feb 23.

Abstract

Virtual screening was performed against experimentally enabled homology models of the adenosine A(2A) receptor, identifying a diverse range of ligand efficient antagonists (hit rate 9%). By use of ligand docking and Biophysical Mapping (BPM), hits 1 and 5 were optimized to potent and selective lead molecules (11-13 from 5, pK(I) = 7.5-8.5, 13- to >100-fold selective versus adenosine A(1); 14-16 from 1, pK(I) = 7.9-9.0, 19- to 59-fold selective).

MeSH terms

  • Adenosine A2 Receptor Antagonists / chemical synthesis
  • Adenosine A2 Receptor Antagonists / chemistry*
  • Adenosine A2 Receptor Antagonists / pharmacology
  • Animals
  • Binding Sites
  • CHO Cells
  • Chromones / chemical synthesis
  • Chromones / chemistry
  • Chromones / pharmacology
  • Cricetinae
  • Cricetulus
  • Databases, Factual*
  • HEK293 Cells
  • Humans
  • Models, Molecular*
  • Piperazines / chemical synthesis
  • Piperazines / chemistry
  • Piperazines / pharmacology
  • Radioligand Assay
  • Receptor, Adenosine A2A / chemistry*
  • Receptor, Adenosine A2A / metabolism
  • Structure-Activity Relationship
  • Triazines / chemical synthesis
  • Triazines / chemistry
  • Triazines / pharmacology
  • Turkeys

Substances

  • Adenosine A2 Receptor Antagonists
  • Chromones
  • Piperazines
  • Receptor, Adenosine A2A
  • Triazines