From astemizole to a novel hit series of small-molecule somatostatin 5 receptor antagonists via GPCR affinity profiling

J Med Chem. 2007 Dec 13;50(25):6295-8. doi: 10.1021/jm701144e. Epub 2007 Nov 19.

Abstract

The H1R antagonist astemizole was identified as a somatostatin 5 (SST5) receptor antagonist by a comparative sequence analysis of the consensus drug binding pocket of GPCRs. Subsequently, a similarity analysis of GPCR affinity profiles of astemizole versus a set of in-house GPCR-biased combinatorial libraries revealed new chemical entry points that led to a second lead series with nanomolar binding affinity.

MeSH terms

  • Astemizole / chemistry*
  • Astemizole / pharmacology
  • Binding Sites
  • Combinatorial Chemistry Techniques
  • Databases, Factual
  • Histamine H1 Antagonists / chemistry*
  • Histamine H1 Antagonists / pharmacology
  • Humans
  • Piperidines / chemical synthesis*
  • Piperidines / chemistry
  • Piperidines / pharmacology
  • Receptors, G-Protein-Coupled / chemistry*
  • Receptors, G-Protein-Coupled / genetics*
  • Receptors, G-Protein-Coupled / metabolism
  • Receptors, Somatostatin / antagonists & inhibitors*
  • Receptors, Somatostatin / chemistry
  • Receptors, Somatostatin / genetics
  • Spiro Compounds / chemical synthesis*
  • Spiro Compounds / chemistry
  • Spiro Compounds / pharmacology
  • Structure-Activity Relationship

Substances

  • Histamine H1 Antagonists
  • Piperidines
  • Receptors, G-Protein-Coupled
  • Receptors, Somatostatin
  • Spiro Compounds
  • Astemizole
  • somatostatin receptor 5