Comparison of electrotopological-state indices versus atomic charge and superdelocalisability indices in a QSAR study of the receptor binding properties of halogenated estradiol derivatives

Ghafourian, T and Cronin, M T (2004) Comparison of electrotopological-state indices versus atomic charge and superdelocalisability indices in a QSAR study of the receptor binding properties of halogenated estradiol derivatives. Molecular Diversity, 8 (4). pp. 343-355. ISSN 1381-1991

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Abstract

The structural requirements for the binding of steroids to the oestrogen receptor (ER) are important both for the design of new drugs and to assess the health risks of chemicals with ER affinity. In the present QSAR study of receptor binding affinity (RBA) for estradiol derivatives, the atom-level electrotopological state indices have been compared with molecular orbital derived, atom-level parameters for superdelocalisability and atomic charge. The AM1 Hamiltonian was used to calculate molecular orbital parameters. The predictive power of the QSARs indicated that the superdelocalisability indices provide a better model than the electrotopological state indices, and that the atomic charges resulted in the highest prediction error. The most accurate predictions were achieved when other molecular descriptors were also employed in the construction of the QSAR.

Item Type: Article
Keywords: estradiol; estradiol derivative; estrogen receptor; ethinylestradiol, accuracy; article; atom; binding affinity; chemical parameters; comparative study; drug structure; halogenation; health hazard; prediction; priority journal; quantitative structure activity relation; receptor binding; risk assessment, Animals; Electrophysiology; Estradiol; Estrogens; Least-Squares Analysis; Models, Chemical; Molecular Conformation; Molecular Structure; Protein Binding; Quantitative Structure-Activity Relationship; Receptors, Estrogen; Regression Analysis; Reproducibility of Results; Steroids; Structure-Activity Relationship
Schools and Departments: School of Life Sciences > Biochemistry
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Depositing User: Taravat Ghafourian
Date Deposited: 30 Nov 2017 09:58
Last Modified: 30 Nov 2017 09:58
URI: http://sro.sussex.ac.uk/id/eprint/64156

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