Exploration of experimental and theoretical properties of 5,5-dimethyl 3-amino-cyclohex-2-en-1-one (AMINE DIMEDONE) by DFT/TD-DFT with ethanol and DMSO as solvents and molecular docking studies

5,5-dimethyl 3-amino-cyclohex-2-en-1-one (AMINE DIMEDONE or 3ADCE)is one of the derivatives of 5,5-Dimethyl-1,3 cyclohexanedione (DIMEDONE) and it is one of the beta-Enaminones, employed for the synthesis of nitrogen containing compounds. We have examined the titled compound with experimental spectroscopies like NMR (H-1 NMR and C-13 NMR), FT-Raman, FT-IR and UVVisible. Theoretical study was performed by Density functional theory (DFT) with B3LYP method and 631+G(d,p) basis set, optimization was done with DFT and HF methods. Calculated bond lengths and angles were compared with the experimental bond lengths and Bond angle Parameters. Vibrational frequencies were calculated and simulated the infrared and Raman spectra, it was correlated with the empirical data. H-1 NMR and(13)C NMR were also calculated by optimized structure and compared with obtained experimental spectra. UV-Vis was done in gas phase along with solvents such as ethanol and DMSO by TDDFT method and PCM solvent model and compared with the experimental UV-Vis spectra. The HOMO/LUMO energy values showed that there was a satisfying interchange of charge occurs within the molecule. Natural Bond Orbital (NBO) analysis was done to study donoracceptor interconnections. MEP surface analysis was done to demonstrate charge distribution in molecule. ELF diagram was studied to analyze the degree of relative localization of electrons. The calculation of Fukui function was done with the help of population evaluation and Molecular electrostatic potential (MEP) surface was drawn for 3-D colour representation of electrostatic potential. The compound was docked with 4 different receptors 1HT0, 1U3T, 1U3V and 3S7S to find the best ligand protein interactions. Drug likeness was also carried out with different derivatives of titled molecule. (C) 2021 Elsevier B.V. All rights reserved.

Automated summary

The compound 5,5-dimethyl 3-amino-cyclohex-2-en-1-one was thoroughly examined with experimental spectroscopies, theoretical studies, and calculations. Additionally, receptor binding and drug likeness studies were carried out.