Skip to main content

The use of molecular electrostatic potentials as hydrogen-bonding-donor parameters for QSAR studies

Ghafourian, Taravat, Dearden, John C. (2004) The use of molecular electrostatic potentials as hydrogen-bonding-donor parameters for QSAR studies. FARMACO, 59 (6). pp. 473-479. ISSN 0014-827X. (The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided) (KAR id:10418)

The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided.

Abstract

Hydrogen bonding is an important interaction, which controls solubility, partitioning and transport of drugs and is an important force in

drug-receptor interactions. Unfortunately it is difficult to quantify, and so inclusion of hydrogen bonding descriptors into quantitative

structure-activity relationships (QSARs) is often restricted to indicator variables. The prime objective of this work was to devise readily

accessible hydrogen bonding descriptors by means of theoretical chemistry to use in QSAR studies. Because of the dominantly electrostatic

nature of this bond, molecular-electrostatic potential was considered and the highest electrostatic potential on the solvent accessible surface

(ESP+) was used as the hydrogen-bonding-donor ability of the molecule. The ability of this descriptor to predict the measured hydrogen

bonding parameter of aH

2 was compared with that of the empirically derived atomic charges. The efficiency of ESP+ in a QSAR was also

examined. The results suggested that ESP+ was superior to the atomic charge descriptor and that the use of this parameter as the hydrogen

bonding parameter in QSAR studies was successful.

Item Type: Article
Subjects: Q Science
Q Science > QD Chemistry
Divisions: Divisions > Division of Natural Sciences > Medway School of Pharmacy
Depositing User: Taravat Ghafourian
Date Deposited: 23 Sep 2008 17:08 UTC
Last Modified: 16 Nov 2021 09:49 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/10418 (The current URI for this page, for reference purposes)

University of Kent Author Information

Ghafourian, Taravat.

Creator's ORCID:
CReDIT Contributor Roles:
  • Depositors only (login required):

Total unique views for this document in KAR since July 2020. For more details click on the image.