Volume 6 Supplement 1

9th German Conference on Chemoinformatics

Open Access

Pharmacophore annotation using extended Hückel theory

  • Paul Labute1,
  • Markus Kossner2Email author,
  • Alain Ajamian1,
  • Martin Santavy1 and
  • Anna Lin1
Journal of Cheminformatics20146(Suppl 1):P54

DOI: 10.1186/1758-2946-6-S1-P54

Published: 11 March 2014

Pharmacophore models play an essential role in drug discovery. Generating pharmacophore models which encode accurate molecular recognition features are highly dependent on properly defined annotations. Simplistic or ill-defined pharmacophore annotations which do not capture subtle electronic or geometric effects lead to many inaccuracies. SMARTS patterns which are often used to specify annotation "rules" are subject to such inaccuracies.

The application of Extended Huckel Theory (EHT) to pharmacophore annotations compensates for deficiencies observed in "rule" based methods by taking into account electron withdrawal and resonance effects and treating these effects in a consistent manner independent of structural depiction. The application of the EHT approach will be further described and discussed through a number of case studies.

Authors’ Affiliations

(1)
Chemical Computing Group
(2)
Chemical Computing Group

Copyright

© Labute et al; licensee Chemistry Central Ltd. 2014

This article is published under license to BioMed Central Ltd. This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/) applies to the data made available in this article, unless otherwise stated.