Quantum Chemical Evaluation on the Structure, Spectroscopic, QSAR Modeling and Topological Insight of Nuarimol

Abstract

DFT-based quantum computational simulations are performed on the molecular structure of the current exploratory molecule, Nuarimol. Spectroscopic techniques including FT-IR, FT-Raman, NMR (¹H, ¹³C) and UV-Vis analyses were employed for the characterization purpose of the title molecule. From the optimized geometry, the substitution of electro-negative atoms causes symmetry divergence of phenyl rings, evident from the deviations in the bond lengths and angles. From the NMR spectra, the carbon atoms bonded with nitrogen atoms show the highest de-shielded signals. The computed and the experimental UV-Vis spectra exhibit good correlation. The charge delocalization within the molecule is interpreted by NBO analysis, significant polarization coefficient of electronegative atoms in forming the bonds were evinced from NBO hybrids. Non-covalent interactions such as Van der Waals, steric repulsion and hydrogen bonding were identified from the Topology analysis. Hirshfeld surface portrays the stacking arrangement of the crystal structure. The QSAR model developed for the title molecule and its structural analogs is both robust and reliable. Further, drug-likeness nature and absorption, metabolism and nontoxic nature of the compound were substantiated from ADMET properties. Eventually, molecular docking with significant binding affinity confirmed the inhibitory property of the ligand against Trypanosoma Cruzi, which is the causative agent of chagas disease, thereby probing its bioactive nature.

Keywords:

• DFT
• QSAR
• topology analysis
• molecular docking

Acknowledgements

The authors express their gratitude towards the Department of Physics and Research Centre, Scott Christian College, Nagercoil, for providing with the Gaussian Software for computational work, Dr. H. Vijay Masand, Associate Professor, Department of Chemistry, Vidya Bharati College, Amravati, Maharashtra, India, for rendering help to perform QSAR analysis, The Sophisticated Analytical Instruments Facility (SAIF), IIT Chennai for recording FT-IR, FT-Raman, NMR and UV-Vis Spectra of the sample.

Authors’ contributions

R. Godwini: Writing, Conceptualization, Data curation, Investigation, J. Clemy Monicka: Supervision, Writing review & editing, S. Grace Victoria: Co- Supervision, editing.

Disclosure statement

The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.