Quantitative structure activity relationships (QSAR) of substituded (S)-phenylpiperidines as preferential dopamine autoreceptor antagonists

J Enzyme Inhib Med Chem. 2005 Feb;20(1):5-12. doi: 10.1080/14756360400002023.

Abstract

A QSAR analysis for substituted (S)-phenylpiperidines as dopamine (DA) antagonists is described. The studied derivatives differ at the nitrogen substitutent (R) and at the substitutents (X) of the phenyl-ring. The analysis was done using the C-QSAR suite program (Biobyte) through the Internet. Clog P, CMR, M(vol), B1 and L (the Verloop's sterimol parameters for the substitutents) were used as parameters. In all the three studied cases clog P plays a significant part in the QSAR of DA antagonists, followed by the steric factors. In one case the electronic effect contributes significantly.

MeSH terms

  • Animals
  • Dopamine / metabolism*
  • Dopamine Antagonists / pharmacology*
  • Molecular Structure
  • Piperidines / chemistry
  • Piperidines / pharmacology*
  • Quantitative Structure-Activity Relationship
  • Rats
  • Receptors, Dopamine D1 / metabolism*
  • Receptors, Dopamine D2 / metabolism*
  • Stereoisomerism

Substances

  • Dopamine Antagonists
  • Piperidines
  • Receptors, Dopamine D1
  • Receptors, Dopamine D2
  • Dopamine