Development of CoMFA models of affinity and selectivity to angiotensin II type-1 and type-2 receptors

J Mol Graph Model. 2007 Jul;26(1):145-53. doi: 10.1016/j.jmgm.2006.10.004. Epub 2006 Oct 26.

Abstract

The renin-angiotensin system (RAS) is of major importance in cardiovascular and renal regulation and has been an attractive target in drug discovery for a long time. The main receptors involved in the RAS are the Angiotensin type-1 (AT(1)) and type-2 (AT(2)) receptors, which are both activated by the endogenous octapeptide angiotensin II (AngII). This study describes the development of 3D-QSAR models for AT(1) and AT(2) receptor affinity and AT(1)/AT(2) receptor selectivity using CoMFA. A data set of 244 compounds, based on the triazolinone and quinazolinone structural classes was compiled from the literature. Before CoMFA could be performed, an alignment rule for the two structural classes was defined using the pharmacophore-searching program DISCOtech. Models were validated using a test set obtained by dividing the data set into a training set and test set using hierarchical clustering, based on the CoMFA fields, AT(1)-, AT(2)-receptor affinities, and AT(1)/AT(2) selectivity values. Predictive models with good statistics could be developed both for AT(1) and AT(2) receptor affinity as well as selectivity towards these receptors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Angiotensin II Type 1 Receptor Blockers / chemistry
  • Angiotensin II Type 1 Receptor Blockers / pharmacology
  • Angiotensin II Type 2 Receptor Blockers
  • Computer Simulation
  • Databases, Factual
  • Drug Design
  • Humans
  • In Vitro Techniques
  • Ligands
  • Models, Molecular
  • Quantitative Structure-Activity Relationship
  • Receptor, Angiotensin, Type 1 / chemistry*
  • Receptor, Angiotensin, Type 1 / drug effects*
  • Receptor, Angiotensin, Type 1 / metabolism
  • Receptor, Angiotensin, Type 2 / chemistry*
  • Receptor, Angiotensin, Type 2 / drug effects*
  • Receptor, Angiotensin, Type 2 / metabolism
  • Renin-Angiotensin System / drug effects
  • Software
  • Thermodynamics

Substances

  • Angiotensin II Type 1 Receptor Blockers
  • Angiotensin II Type 2 Receptor Blockers
  • Ligands
  • Receptor, Angiotensin, Type 1
  • Receptor, Angiotensin, Type 2