Investigations of structural, vibrational and electronic properties on 5-(6-methyl-benzofuran-3-ylmethyl)-3H-[1,3,4]oxadiazole-2-thione: Experimental and computational approach

Khemalapure, Seema S.; Hiremath, Sudhir M.; Hiremath, Chidanandayya S.; Katti, Vinay S.; Basanagouda, Mahanthesh M.

doi:10.1016/j.cdc.2020.100410

Cited by 14 publications

(9 citation statements)

References 26 publications

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“…The NBO analysis is fruitful for evaluating the molecular energy from the same geometry in the nonexistence of the electronic delocalization. This analysis is also helpful to evaluate the rehybridization, intramolecular, and delocalization of electron density in the molecule. , To evaluate the several second-order interactions between the vacant orbital of one subsystem to the filled orbital of another subsystem, NBO 3.0 is used for the DFT method with two different hybrid exchange–correlation functionals such as B3LYP and CAM-B3LYP along with the same basis level 6-311++G(d,p), and it deduces the hyperconjugation. The second-order perturbation method is used to predict the hyperconjugative interaction energy of the molecule.…”

Section: Results and Discussionmentioning

confidence: 99%

Synthesis, Structural Characterizations, and Quantum Chemical Investigations on 1-(3-Methoxy-phenyl)-3-naphthalen-1-yl-propenone

et al. 2021

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In the present study, 1-(3-methoxy-phenyl)-3-naphthalen-1-yl-propenone (MPNP) is synthesized and characterized by several experimental techniques such as Fourier transform-infrared spectroscopy (FT-IR), FT-Raman, NMR and UV–vis spectral methods. The similar techniques are also investigated by the computational method using Gaussian software. The density functional theory (DFT) method is used to obtain the optimized structure using the B3LYP/6-311++G(d,p) basis set. This optimization procedure of the molecule gives the minimum energy confirmation of the structure. The computed geometrical parameters are compared with experimental data. The experimental FT-IR and FT-Raman spectra of MPNP are obtained in the regions 4000–400 and 4000–50 cm–1 respectively. The detailed vibrational assignments of the molecule are obtained with the support of potential energy distribution. The theoretical NMR (1H and 13C) analysis is conducted by the GIAO method for its structural characterization and compared with experimental chemical shifts. The experimental UV–vis spectrum is obtained in the dimethyl sulfoxide solvent and compared with the theoretically computed spectrum by the time-dependent DFT method. In addition to these studies, other analyses such as nonlinear optical, natural bonds orbital, frontier molecular orbital, molecular electrostatic potential, and NCI have been conducted to understand the nature of the molecule. The title molecule is docked and also the drug-likeness, ADMET studies were carried out. The RBD domain bound to the ACE2 receptor during the fusion makes spike glycoprotein an elusive therapeutic target in SARS-CoV-2 infection.

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Section: Results and Discussionmentioning

confidence: 99%

Synthesis, Structural Characterizations, and Quantum Chemical Investigations on 1-(3-Methoxy-phenyl)-3-naphthalen-1-yl-propenone

et al. 2021

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“…The MEP surface map of the title molecule is obtained by DFT calculation using optimized structure and presented in Figure 9 . MEP map provides the most vital information regarding the shape, size and charge region existing in the molecule and also offers information regarding the total charge distribution which results in the net electrostatic effect [ 44 ]. The obtained MEP map presented with various colors from red to blue.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, spectroscopic (FT-IR, FT-Raman, NMR & UV-Vis), reactive (ELF, LOL, Fukui), drug likeness and molecular docking insights on novel 4-[3-(3-methoxy-phenyl)-3-oxo-propenyl]-benzonitrile by experimental and computational methods

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Melavanki

Hiremath

et al. 2021

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The spectroscopic analysis such as FT-IR, FT-Raman, UV-Vis and NMR are conducted for the synthesized molecule by both experimental and theoretical approach. The theoretical computations were achieved by DFT method with B3LYP functional and 6–311 ++ G (d, P) basis set. Firstly the geometrical parameters obtained by DFT are compared with the related experimental parameters. Experimental FT-IR and FT-Raman spectra of the title molecule have been acquired. The vibrational analysis is conducted and the assignments concerned to the observed bands are mentioned through the potential energy distribution (PED). The GIAO method was employed for theoretical NMR analysis and the results are compared with experimental chemical shifts. In accumulation to these analyses NLO, NBO, FMO and MEP analysis have been conducted to understand the nature of the molecule. ELF and LOL were performed. The drug likeness and molecular docking studies also conducted. The potency of inhibition of molecule against M PRO and PL PRO receptors has been performed using molecular docking studies.

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“…The hetero aromatic CÀ H stretching peaks are appeared in the region 3100-3000 cm À 1 . [47][48][49][50] The span predictions for the CÀ H in-plane modes are 1408-1151 cm À 1 . [47][48][49][50] The CÀ H out of plane modes expected in the span 983-760 cm À 1 .…”

Section: Cà H Vibrations In Benzofuran Ringmentioning

confidence: 99%

“…[47][48][49][50] The CÀ H out of plane modes expected in the span 983-760 cm À 1 . [47][48][49][50] In BBT, the CÀ H stretching DFT peaks found at 3189, 3104, 3091 and 3090 cm À 1 , the similar IR peak detected at 3109 cm À 1 . The IR peak generate at 1250 cm À 1 and scaled values obtained at 1427, 1261, 1242, 1235, 1107 and 1027 cm À 1 for in plane vibrations.…”

Section: Cà H Vibrations In Benzofuran Ringmentioning

confidence: 99%

“…[47][48][49][50] The span predictions for the CÀ H in-plane modes are 1408-1151 cm À 1 . [47][48][49][50] The CÀ H out of plane modes expected in the span 983-760 cm À 1 . [47][48][49][50] In BBT, the CÀ H stretching DFT peaks found at 3189, 3104, 3091 and 3090 cm À 1 , the similar IR peak detected at 3109 cm À 1 .…”

Section: Cà H Vibrations In Benzofuran Ringmentioning

confidence: 99%

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Design, Vibrational and Fluorescence Spectroscopic Properties, and Molecular Docking Studies of 3‐(5‐Bromobenzofuran‐3‐ylmethyl)‐5‐(4‐methoxyphenyl)‐4H‐[1,2,4]‐triazole by Experimental and Density Functional Theory Methods

Khemalapure¹,

Hiremath²,

Basanagouda³

et al. 2023

ChemistrySelect

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In this work, we have reported the spectral and several other properties of 3‐(5‐bromobenzofuran‐3‐ylmethyl)‐5‐(4‐methoxy‐phenyl)‐4H‐[1,2,4]triazole (BBT) molecule. Primarily, the experimental and computational analyses have been conducted for this molecule and compared the results. The computational studies have been conducted by Gaussian software with the help of DFT/B3LYP/6‐311++G (d, p) basis set. First, we have optimised BBT molecule to conduct the overall computational studies. The detailed computational and experimental vibrational analyses of BBT have been carried out. The electronic absorption and emission spectra of BBT have been observed in a variety of solvents with different solvent parameters like refractive index n, and dielectric constant ϵ. In solvatochromic studies, bathochromic (red) shift have observed in the absorption and emission spectra as an outcome of solute‐solvent interaction due to π → π* ${{\pi }^{{^\ast}}}$ transition. The solvent correlation methods experimentally investigated for the ground and excited‐state dipole moments. Along with these studies, we have also conducted Frontier Molecular Orbital (FMO) and Molecular Electrostatic Potential (MEP) analyses. Further, Molecular docking and drug likeness studies have also been performed to determine the pharmacological properties of the title molecule.

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Investigations of structural, vibrational and electronic properties on 5-(6-methyl-benzofuran-3-ylmethyl)-3H-[1,3,4]oxadiazole-2-thione: Experimental and computational approach

Cited by 14 publications

References 26 publications

Synthesis, Structural Characterizations, and Quantum Chemical Investigations on 1-(3-Methoxy-phenyl)-3-naphthalen-1-yl-propenone

Synthesis, Structural Characterizations, and Quantum Chemical Investigations on 1-(3-Methoxy-phenyl)-3-naphthalen-1-yl-propenone

Synthesis, spectroscopic (FT-IR, FT-Raman, NMR & UV-Vis), reactive (ELF, LOL, Fukui), drug likeness and molecular docking insights on novel 4-[3-(3-methoxy-phenyl)-3-oxo-propenyl]-benzonitrile by experimental and computational methods

Design, Vibrational and Fluorescence Spectroscopic Properties, and Molecular Docking Studies of 3‐(5‐Bromobenzofuran‐3‐ylmethyl)‐5‐(4‐methoxyphenyl)‐4H‐[1,2,4]‐triazole by Experimental and Density Functional Theory Methods

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