QSPR Study for the Hydrophobicity of 4-Aryloxy-7- nitrobenzofurazan and 2-Aryloxy-(D -acetyl)-phenoxathiin Derivatives #

Motivation. The experimental values of the molecular hydrophobicity (RM0) determined for seven phenols and for their newly obtained derivatives, 2–aryloxy–(D –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, R 2 CV = 0.826; and with logP and two other terms: N = 20, R = 0.994, S = 0.065, F = 2067, R 2 CV = 0.952. Method. 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. Conclusions. The correlation between the two hydrophobicity parameters (experimental RM0 and calculated logP) demonstrates that molecular surfaces can be modeled satisfactorily using appropriate descriptors.