A three-dimensional pharmacophore model for 5-hydroxytryptamine6 (5-HT6) receptor antagonists

J Med Chem. 2005 Jun 30;48(13):4216-9. doi: 10.1021/jm050247c.

Abstract

Forty-five structurally diverse 5-hydroxytryptamine(6) receptor (5-HT(6)R) antagonists were selected to develop a 3D pharmacophore model with the Catalyst software. The structural features for antagonism at this receptor are a positive ionizable atom interacting with Asp(3.32), a hydrogen bond acceptor group interacting with Ser(5.43) and Asn(6.55), a hydrophobic site interacting with residues in a hydrophobic pocket between transmembranes 3, 4, and 5, and an aromatic-ring hydrophobic site interacting with Phe(6.52).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Asparagine
  • Aspartic Acid
  • Binding Sites
  • Cattle
  • Drug Design
  • Hydrogen Bonding
  • Models, Molecular
  • Protein Conformation
  • Receptors, Serotonin / metabolism*
  • Rhodopsin / chemistry
  • Serine
  • Serotonin Antagonists / chemical synthesis*
  • Serotonin Antagonists / chemistry
  • Serotonin Antagonists / pharmacology

Substances

  • Receptors, Serotonin
  • Serotonin Antagonists
  • serotonin 6 receptor
  • Aspartic Acid
  • Serine
  • Asparagine
  • Rhodopsin