Spectral (vibrational, fluorescence), electronic features and molecular docking studies of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole using experimental and DFT methods

Khemalapure, Seema S.; Hiremath, Sudhir M.; Basanagouda, Mahantesha; Radder, Shivaraj B.; Koppal, Varsha V.; Jeyaseelan, S.; Negalurmath, Veerabhadrayya S.

doi:10.1016/j.chphi.2023.100218

Cited by 7 publications

(1 citation statement)

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“…The NBO investigations provide an in-depth method for examining the chemical characteristics of bonding and a range of data, including correlation between acceptor and donor as well as inter and intramolecular charge transfer, stability, reactivity, and basicity. [46] Additionally, it describes several characteristics, including Lewis acceptor and donor orbitals and stabilisation energy, with the aid of second-order perturbation theory via NBO 3.1 programme. [47] In the current work, NBO properties have been estimated using DFT/B3LYP/6-311 + + G (d, p) basis sets.…”

Section: Natural Bond Orbital (Nbo) Analysismentioning

confidence: 99%

Synthesis, Spectroscopic (FT‐IR, FT‐Raman), Electronic Properties and Molecular Docking Studies of 1‐(2, 6‐dibromo‐4‐methyl‐phenoxymethyl)‐benzo[f]chromen‐3‐one

Hiremath¹,

Khemalapure²

2023

ChemistrySelect

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Herein, 1‐(2,6‐dibromo‐4‐methyl‐phenoxymethyl)‐benzo[f]chromen‐3‐one (DBMPBC) is chosen to be thoroughly investigated in terms of structural, spectroscopic (FT‐IR, FT‐Raman) and molecular electronic properties based on density functional theory (DFT). The title molecule is synthesized by the reaction of 5,6‐benzo‐4‐bromomethylcoumarin with 2,6‐dibromo‐4‐methylphenol in presence of anhydrous potassium carbonate in dry acetone. All the computational studies for the selected structure are carried out at the theoretical level DFT/B3LYP/6‐311++G (d, p). The theoretically determined geometrical parameters from optimized structure and experimental values are compared to each other to confirm the structural properties of the molecule. The vibrational wavenumbers are studied by FT‐IR and FT‐Raman spectral techniques in both experimental and computational methods and compared to each other. The detailed vibrational assignments are assigned through potential energy distribution method by VEDA. The MEP surface analysis is carried out in order to identify the potential sites of electrophilic and nucleophilic attack. The Natural Bond Orbital (NBO) study significantly verified the existence of the intermolecular interactions in the molecule. The stability and reactivity properties of the molecule are estimated in terms of HOMO‐LUMO energies. Molecular docking investigations are carried out to simulate the inhibitory impact of the title molecule against the VEGFR2 (PDB: 2XIR) and PI3K (PDB: 2RDO) receptors for anti‐angiogenic therapy in the treatment of NSCLC. ADMET parameters and toxicity properties of the title molecule is conducted.

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Section: Natural Bond Orbital (Nbo) Analysismentioning

confidence: 99%