Spectroscopic, quantum chemical investigation and molecular docking studies on N-(2-benzoylamino) phenyl benzamide: A novel SARS-CoV-2 drug

• Published in: Journal of molecular recognition 2023-12, Vol.36 (12), p.e3057-e3057
• Main Authors: Pushpam, S, Christopher Jeyaseelan, S, Jesintha Rani, R, Hussain, Shamima, Milton Franklin Benial, A
• Format: Article
• Language: English
• Subjects: Angles (geometry); Benzamide; Charge transfer; Chemical bonds; COVID-19; Doppler effect; Electrostatic properties; Energy charge; Energy gap; Humans; Hydrogen bonding; Hydrogen bonds; Hydrophobicity; Mathematical analysis; Molecular docking; Molecular Docking Simulation; Molecular orbitals; Parameters; Proteins; Quantum chemistry; Quantum Theory; Raman spectra; Raman spectroscopy; Red shift; SARS-CoV-2; Severe acute respiratory syndrome; Severe acute respiratory syndrome coronavirus 2; Spectrophotometry, Ultraviolet; Spectroscopy, Fourier Transform Infrared; Spectrum Analysis, Raman; Thermodynamics; Wavelengths
• ISSN: 0952-3499; 1099-1352
• DOI: 10.1002/jmr.3057

The present work describes the structural and spectral properties of N-(2-benzoylamino) phenyl benzamide (NBPB). The geometrical parameters of NBPB molecule such as bond lengths, bond angles and dihedral angles are calculated and compared with experimental values. The assigned vibrational wave numbers are in good agreement with the experimental FTIR and FT Raman spectra. The vibrational frequency of C=O stretching was downshifted to a lower wave number (red shift) due to mesomeric effect. The UV-Vis spectrum of the title compound was simulated and validated experimentally. The energy gap and charge transfer interaction of the title molecule were studied using frontier molecular orbital analysis. The electrophilic and nucleophilic reactivity sites of NBPB were investigated through the analysis of the molecular electrostatic potential surface and the Fukui function. An assessment of the intramolecular stabilization interactions of the molecule was performed using natural bond orbital analysis. The drug-likeness parameter was calculated. To investigate the inhibitory potential of the molecule, molecular docking analysis was conducted against SARS-CoV-2 proteins, revealing its capability to serve as a novel inhibitor against SARS-CoV-2. The high binding affinity of NBPB molecule was due to the presence of hydrogen bonds along with different hydrophobic interactions between the drug and the SARS-CoV-2 protein receptor. Hence, the title molecule is identified to be a potential candidate for SARS-CoV-2.