Spectroscopic investigations, NBO, HOMO–LUMO, NLO analysis and molecular docking of 5-(adamantan-1-yl)-3-anilinomethyl-2,3-dihydro-1,3,4-oxadiazole-2-thione, a potential bioactive agent

• Spectroscopies properties were examined by FT-IR and FT-Raman spectra.
• The complete vibrational assignments are made on the basis of potential energy distribution.
• NBO analysis and HOMO and LUMO energies are predicted.
• Molecular docking predicts inhibitory activity against PPARα.

The optimized molecular structure, vibrational frequencies, corresponding vibrational assignments of 5-(adamantan-1-yl)-3-anilinomethyl-2,3-dihydro-1,3,4-oxadiazole-2-thione have been investigated experimentally and theoretically. The geometrical parameters are in agreement with XRD data. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. The frontier molecular orbital analysis is used to determine the charge transfer within the molecule. As can be seen from the MEP map of the title molecule, the negative region are mainly localized over the CS and the CH2 group attached to the oxadiazole ring and the maximum positive region is localized near the NH group. The first and second order hyperpolarizability values are also calculated theoretically. The title compound forms a stable complex with PPARα as is evident from the binding affinity values and the results suggest that the compound might exhibit inhibitory activity against PPARα and this may result in development of new anti-diabetic (Type 2) agents.

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