A 3D-pharmacophore model for sigma2 receptors based on a series of substituted benzo[d]oxazol-2(3H)-one derivatives

Erik Laurini; Daniele Zampieri; Maria Grazia Mamolo; Luciano Vio; Caterina Zanette; Chiara Florio; Paola Posocco; Maurizio Fermeglia; Sabrina Pricl

doi:10.1016/j.bmcl.2010.03.009

A 3D-pharmacophore model for sigma2 receptors based on a series of substituted benzo[d]oxazol-2(3H)-one derivatives

Bioorg Med Chem Lett. 2010 May 1;20(9):2954-7. doi: 10.1016/j.bmcl.2010.03.009. Epub 2010 Mar 4.

Authors

Erik Laurini¹, Daniele Zampieri, Maria Grazia Mamolo, Luciano Vio, Caterina Zanette, Chiara Florio, Paola Posocco, Maurizio Fermeglia, Sabrina Pricl

Affiliation

¹ Department of Pharmaceutical Sciences, University of Trieste, 34127 Trieste, Italy.

PMID: 20347592
DOI: 10.1016/j.bmcl.2010.03.009

Abstract

In this work we developed a 3D-pharmacophore model for sigma(2) receptor based on 19 benzooxazolone derivatives. The best 3D-pharmacophore hypothesis, consisting of five features: a positive ionizable, a hydrogen bond acceptor, a hydrophobic aromatic, a hydrophobic aliphatic, and a generic hydrophobic provided a 3D-QSAR model with a correlation coefficient of 0.97 and a RMSD of 0.48.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Hydrogen Bonding
Hydrophobic and Hydrophilic Interactions
Ligands
Models, Chemical*
Models, Molecular*
Oxazolone / chemical synthesis
Oxazolone / chemistry*
Oxazolone / pharmacology
Quantitative Structure-Activity Relationship
Receptors, sigma / antagonists & inhibitors*
Receptors, sigma / metabolism

Substances

Ligands
Receptors, sigma
Oxazolone