Omeprazole and analogue compounds: a QSAR study of activity against Helicobacter pylori using theoretical descriptorst
Omeprazole and analogues were studied with respect to their activity as inhibitors of urease Helicobacter pylori. Conformational analysis was performed according to the method proposed by Bruni et al. Theoretical descriptors were calculated by an ab initio method (6-31G** basis set). Since several minimum energy structures were obtained for each compound, and the calculated descriptors proved to be sensitive to the structural conformation, different criteria were proposed for conformation selection. Three data sets were generated wherein conformations were grouped according to minimum heat of formation, minimum electronic energy and structural similarity. For these three sets, experimental per cent of control was used to develop quantitative structure-activity models by PLS. Their cross-validation and correlation coefficients were very good (Q(2) = 0.97 and R-2 = 0.99 on average) and the standard error of validation was much smaller in comparison with results from the literature. Copyright (C) 2002 John Wiley Sons, Ltd.
omeprazole helicobacter pylori pls chemometrics quantum chemistry