Akademik Veri Yönetim Sistemi
JOURNAL OF MOLECULAR STRUCTURE, cilt.1327, sa.0, ss.141192, 2025 (SCI-Expanded)
In this study, spectroscopic analyses and density functional theory (DFT) calculations have been used to characterize the N-phenyl-o-benzenedisulfonimide as a disulfonimide. Vibrational analysis using normal coordinate treatment revealed vibrational modes in the mid-IR and far-IR ranges, with an RMS error of 11.8 cm−1. Diagnostic sulfonyl stretching vibrations were observed at 1345 cm−1 and 1325 cm−1 for the asymmetric modes, and at 1180, 1146 (s), and 1113 cm−1 in the IR spectrum. The 13C and 1H-NMR spectra were recorded in DMSO, and chemical shifts were calculated at different levels of theories with the CPCM solvation model. It was found that the B3LYP/cc-pVTZ level of theory provided the best agreement between experimental and theoretical chemical shifts for both 13C and 1H-NMR spectra in DMSO. X-ray crystallography revealed four intermolecular C-H···O hydrogen bonds in the crystal structure, which was further refined with the NoSpherA2 quantum chemistry method for enhanced accuracy. UV-Vis's analyses in both DMSO and chloroform solvents indicated predominant π→π* transitions between benzene rings, which was further supported by the significant electron delocalization energies (10–30 kcal/mol) observed in the NBO analyses. Druggability analysis, including target prediction, molecular docking, MD simulations, and ADMET analysis, also identified the binding potential, stability, and pharmacokinetic properties of title molecule . Notably, docking and MD simulations demonstrated selective inhibition of the CA XII enzyme, highlighting its potential as a promising candidate for developing new cancer therapies. Theoretical insights into local reactivity descriptors revealed the critical role of electronic properties in modulating enzyme-ligand interactions and the compound's inhibitory activity.