Novel applications of atomic softness and QSAR study of testosterone derivatives

摘要

Testosterone is an important steroidal hormone. The parent scaffold consists of 19 carbon atoms and acts via androgen receptor—directly or as 5α-dihydrotestosterone (DHT)—or by conversion into estradiol and activation of certain estrogen receptors. In silico assessment of activity towards their receptor was performed using quantum-chemical descriptors. Various essential indices were calculated using semiempirical parameterized model 3 (PM3) calculations. The descriptors values were statistically correlated using multiple linear regression analysis. Quantitative structure–activity relationship (QSAR) study indicated that the acidic properties of these derivatives have significant relationships with observed biological activity. Global acidic nature as well as atomic acidic character showed key interaction with the receptor. This study might be helpful to describe further ligands with improved activity.