A combined study of quantum chemical calculation and molecular docking of some hydantoin and thiohydantoin related compounds

Abstract

The various classes of hydantoin and thiohydantoin compounds, many of which have extensive biological activities, have been intensively investigated in recent years. The quantum chemical properties and the molecular docking of a set of seven hydantoin and thiohydantoin related heterocyclic compounds containing cyclic urea and thiourea nuclei have been studied here. Dipole moment, frontier orbital gap, absolute hardness, and total energy of these compounds have been investigated. These compounds have been subsequently docked against the ligand-binding domain of the human androgen receptor (hAR). Molecular docking against the human androgen receptor demonstrate the variation in ligand binding affinity and show that TRP751, ARG752, GLU681, ASN756, and ALA748 amino acids play a critical role in ligand binding. According to molecular docking studies, L2 exhibits the best binding affinity of −8.3 kcal/mol with AR. Therefore, our studies suggest that the compound (L2) may be a promising candidate for further evaluation for PCa prevention or management.