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Internet Electronic Journal of Molecular Design - IEJMD, ISSN 1538-6414, CODEN IEJMAT
| ABSTRACT - Internet Electron. J. Mol. Des. May 2006, Volume 5, Number 5, 237-246 |
QSPR Study for the Hydrophobicity of 4-Aryloxy-7-nitrobenzofurazan
and 2-Aryloxy-(α-acetyl)-phenoxathiin Derivatives
Adrian Beteringhe, Ana Cristina Radutiu, Marioara Bem, Titus Constantinescu, and Alexandru T. Balaban
Internet Electron. J. Mol. Des. 2006, 5, 237-246
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Abstract:
The experimental values of the molecular hydrophobicity (RM0)
determined for seven phenols and for their newly obtained
derivatives, 2-aryloxy-(α-acetyl)-phenoxathiin and
4-aryloxy-7-nitrobenzofurazan compounds, were correlated with the
molecular descriptors implementated in the CODESSA program.
A quantitative structure-property relationship (QSPR) was
established between the experimental RM0 values and the
hydrophobicity values (logP) calculated by the Hansch method.
The QSAR equations with three descriptors obtained by these
two methods have good predictive power: with CODESSA
descriptors: N = 20 compounds, R = 0.938, S = 0.333, F = 51.23,
R2CV = 0.826; and with logP and two other terms:
N = 20, R = 0.994,
S = 0.065, F = 2067, R2CV = 0.952.
Molecular descriptors
implemented in CODESSA program were used to establish some
QSPR models. The QSPR models were validated by the leave-one-out
cross validation method. The correlation between the
two hydrophobicity parameters (experimental RM0 and calculated
logP) demonstrates that molecular surfaces can be modeled
satisfactorily using appropriate descriptors.
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