Combining of DFT and QSAR Results to Predict the Antibacterial Activity of a Series of Azetidinones derived from Dapsone as Inhibitors of Bacillus Subtilis and Pseudomonas Aeruginosa

This QSAR study was conducted by using a series of Azetidinones which belong to Dapsone derivatives. It allowed to obtain two different models according to the molecular descriptors and the antibacterial activities (Bacillus subtilis and Pseudomonas aeruginosa). The molecular descriptors were obtained by applying the methods of quantum chemistry at the B3LYP/6-31G (d) level. The different statistical indicators of the first model which are as a function of the Bacillus subtilis activity are the coefficient of determination R 2 = 0.945, the standard error of the regression S = 0.139, the Statistical significance of regression, Fisher F-test F = 94.315 and the cross-validation correlation coefficient Q 2 cv=0.942. Those of the second model linked to the activity of Pseudomonas aeruginosa are the regression coefficient R 2 = 0.933, the standard deviation S=0.135, the Statistical significance of regression, Fisher F-test F = 46.582 and the cross-validation coefficient Q 2 cv= 0.928. So these models have good statistical performances. The quantum descriptors of electrophilic index (), electronic energy ( 0 ) and dipole moment () are responsible of the antibacterial activity of the Azetidinones derived from Dapsone. Moreover, the index of electrophilic is the first descriptor in terms of priority for the prediction of the antibacterial activity of the studied compounds. The Eriksson et al. acceptance criteria used for the test set are verified. External validation sets also verified all the Tropsha et al. criteria.