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Internet Electronic Journal of Molecular Design - IEJMD, ISSN 1538-6414, CODEN IEJMAT
| ABSTRACT - Internet Electron. J. Mol. Des. April 2005, Volume 4, Number 4, 270-278 |
Exploring Pharmacophore Patterns for Uterotrophic Activity of
Bromotriphenylethylene Derivatives
Subhendu Mukherjee, Arup Mukherjee, and Achintya Saha
Internet Electron. J. Mol. Des. 2005, 4, 270-278
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Abstract:
Taking into consideration the worth of developing non-steroidal
estrogen analogs, the present study explores the pharmacophore of
bromotriphenylethylenes for uterotrophic activity using
physicochemical and topological parameters. Multiple linear
regression techniques were employed in the modeling of
experimental uterotrophic activity (Log UC) of
bromotriphenylethylene derivatives. The statistical quality of the
model has been judged by parameters such as correlation
coefficient R, explained variance EV,
predicted variance Q2 and
variance ratio F. A linear regression model with R = 0.761 that
explained 50.523% uterotrophic activity of a set of 21 nos. of
bromotriphenylethylene derivatives was obtained with E-State
indices of 2 atoms, hydrophobic substituent constant and
configuration of the bromine atom of the molecule. Considering
the outliers of the QSAR model, a relationship was established that
explained 85.340% variation in activity with R = 0.939. This
exploration concludes that phenyl ring attached to an ethylenic
moiety, substitution by electron withdrawing group in the phenyl
ring, α-configuration of the bromine atom and hydrophobicity of
bromotriphenylethylenes might be essential for activity. The study
also shows the efficacy of E-State indices and hydrophobicity
factors in developing statistically acceptable model of consistent
predictive ability that explains the electronic environment and
topological states of different atoms in a molecule along with
hydrophobicity contribution of substituents.
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