Molecular Docking and Quantum Chemical Computations of 4-Chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic Acid Based on Density Functional Theory

Abstract

Quantum computational calculations of energies and geometries of 4-chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic acid have been performed by DFT level of theory using B3LYP/6-31G(d,p) basis set. The solid phase FT-Raman and FT-IR spectra of the Furosemide compound were recorded in the region 4000 cm⁻¹ to 400 cm⁻¹ and 4000 cm⁻¹ to 400 cm⁻¹ respectively. The molecular geometry, harmonic vibrational frequencies and bonding features of 4-chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic acid in the ground state have been calculated by using density functional theory (DFT) B3LYP method with standard 6–31 G(d,p) basis set. The scaled theoretical wavenumber showed very good agreement with the experimental values. The vibrational assignments were performed on the basis of the total energy distribution (TED) of the vibrational modes. Stability associated with molecule as a result of hyperconjugative interactions, charge delocalization has been analyzed utilizing Natural Bond Orbital (NBO) analysis through the use of B3LYP/6-31G(d,p) technique. The outcomes reveal that electron density (ED) within the σ* and π* orbitals which are antibonding second-order delocalization energies E⁽²⁾ confirm the occurrence of intramolecular charge transfer (ICT) inside the molecule. Hirshfield surface analysis and Fukui functions calculation were also performed. From the calculations the first order hyperpolarisability was found to be 3.136 × 10⁻³⁰esu. The molecule orbital contributions have been analyzed utilizing the total (TDOS), partial (PDOS), and overlap population (OPDOS) density of states. A molecular docking study has supported the anticonvulsant activity of the Furosemide molecule.

Keywords:

• DFT
• NBO
• ICT
• OPDOS
• TDOS
• molecular docking

Disclosure statement

No potential conflict of interest was reported by the author(s).