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A plethora of selective COX-2 inhibitors belonging to nine chemical classes (pyrrole, imidazole, cyclopentene, benzene, pyrazole, spiroheptene, spiroheptadiene, isoxazole, and thiophene) was subjected to quantitative structure-activity relationship (QSAR) analysis using semi-empirical (AM1)-computed quantum mechanical properties and electrotopological state (E-state) indices. These computed parameters were correlated with experimental inhibitory activities (pIC50). Multilinear regression analyses produced three statistically acceptable models. Model 1 is based on quantum mechanical properties only, Model 2 is an all-E-state relationship, and Model 3 embraces both quantum mechanical and electrotopological parameters. All three models surpassed the commonly allowed minimum predictive squared correlation coefficient (q2) of 0.60. These QSAR results and the probable pharmacophore features identified in this study offer important structural insight into designing novel anti-inflammatory drugs devoid of unwelcome side effects. Guided by the generated models, 18 chemical structures belonging to spiroalkene classes were designed with calculated pIC50 values higher than that of known potent COX-2 inhibitors.
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Reference：
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem