Synthesis, spectroscopic and structural characterization of 5-benzoyl-4-phenyl-2-methylthio-1H-pyrimidine with theoretical calculations using density functional theory

İnkaya, Ersin; Di̇nçer, Muharrem; Şahan, Emine; Yıldırım, İsmail

doi:10.1016/j.saa.2013.05.050

Cited by 20 publications

(6 citation statements)

References 30 publications

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“…where qi is the donor orbital occupancy, ɛi, and ɛj are diagonal elements (orbital energies) and F(i,j) is the off-diagonal NBO Fockmatrix. [34] In our case, NBO analysis is carried out on the 3,5-DEDFPP molecule using B3LYP/6-311++G(d,p) method to investigate the stabilization resulting from the hyper conjugation of various intra-molecular interactions. In the 3,5-DEDFPP molecule structure, the second-order interaction energies (E (2) ) are often measured in the order of the donor-acceptor stages of orbit occupancy, as shown in table 5.…”

Section: Nbo Analysismentioning

confidence: 99%

Spectroscopic (UV and fluorescence), biological, DFT and molecular docking studies of 3,5‐diethyl‐2r,6c‐di(4‐fluorophenyl)piperidin‐4‐one picrate

Savithiri,

Bharanidharan

2021

Vietnam Journal of Chemistry

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The spectroscopic investigations of 3,5‐diethyl‐2r,6c‐di(4‐fluorophenyl)piperidin‐4‐one picrate (3,5‐DEDFPP) are evaluated by UV–Vis and fluorescence techniques. At the B3LYP/6‐311++G(d,p) level of theory, the DFT approach was utilized to optimize the molecular structure. The dipole moment, polarizability, and hyperpolarizability values are calculated at same level of theory. NBO analysis was used to calculate the hyperconjugative interaction energy (E(2)) and electron densities of donor (i) and acceptor (j) bonds. The molecule's energy gap was discovered using HOMO and LUMO calculation. The Mulliken atomic charges of the carbon, nitrogen and oxygen atoms were calculated and using at the same level. The thermodynamic properties of the title compound were calculated at different temperatures in gas phase. The 3,5‐DEDFPP's bacterial activity was evaluated against Escherichia coli, Staphylococcus aureus, Bacillus subtilis, Vibreo cholerae, and Pseudomonas aeruginosa, as well as fungal strains such as Candida albicans, Aspergillus niger, Aspergillus flavus, and Trichophyton rubrum. The interaction of the title compound to bind to a target protein was studied using molecular docking analysis.

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Section: Nbo Analysismentioning

confidence: 99%

Spectroscopic (UV and fluorescence), biological, DFT and molecular docking studies of 3,5‐diethyl‐2r,6c‐di(4‐fluorophenyl)piperidin‐4‐one picrate

Savithiri,

Bharanidharan

2021

Vietnam Journal of Chemistry

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“…The hyperpolarizability (β 0 ), dipole moment (µ), anisotropy of the polarizability (Δ α ) and polarizability (α 0 ) were calculated using B3LYP/6-311++G(d,p) basis set of finite field approach. The complete equations for calculating the magnitude of the total static dipole moment (µ), the mean polarizability (α tot ) and the mean hyperpolarizability (β 0 ), using the x, y, z components [21,22] are defined as follows:…”

Section: Nlo Propertymentioning

confidence: 99%

Crystal Structure, Hirshfeld Surface, DFT and Molecular Docking Studies of (Z)-Methyl 2-((N-(2-Formylphenyl)-4-Methylphenylsulfonamido) Methyl)-3-(4-Methoxyphenyl) Acrylate

Raj¹,

Rajesh²,

Sugumar³

et al. 2021

JASR

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Sulfonamide derivative was identified as potential as penicillin-binding protein 2X (PBP-2X) inhibitor and this paper describes the in-depth structural analysis. Sulfonamide compounds were analyzed by various methods such as singlecrystal X-ray diffraction, Hirshfeld surface analysis, and density functional theory, respectively. Hirshfeld surface analysis indicated that H…H, C-H…C, C-H…N, and especially C-H…O hydrogen bond interactions are the primary contributors to the intermolecular stabilization in the crystal. The sulfonamide structure was explained by X-ray structure determination and it was optimized by the DFT method with 6-311++G(d,p) basis set in the ground state. The first-order hyperpolarizability was calculated at same level of theory. FMO’s, MEP, Mulliken charges were also calculated and analyzed in detail. Molecular docking experiments revealed important intermolecular interactions between the sulfonamide derivative and penicillin-binding protein 2X. These results indicate that sulfonamide may be considered for further drug design endeavors.

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“…GIAO (Gauge-Independent Atomic Orbital) method was used to determine NMR chemical shift values [35,36]. The obtained NMR frequencies were scaled by 31.99 ppm and 31.97 ppm for H atom and 184.79 ppm and 184.66 ppm for C atom in 6-311G(d,p) and 6-311++G(d,p), respectively [37].…”

Section: Computational Detailsmentioning

confidence: 99%

Synthesis, structural, spectral (FT-IR, 1H and 13C NMR and UV–Vis), NBO and first order hyperpolarizability analysis of N-(4-nitrophenyl)-2, 2-dibenzoylacetamide by density functional theory

Yalçın

Ceylan

Sarıoğlu

et al. 2015

Journal of Molecular Structure

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Synthesis, spectroscopic and structural characterization of 5-benzoyl-4-phenyl-2-methylthio-1H-pyrimidine with theoretical calculations using density functional theory

Cited by 20 publications

References 30 publications

Spectroscopic (UV and fluorescence), biological, DFT and molecular docking studies of 3,5‐diethyl‐2r,6c‐di(4‐fluorophenyl)piperidin‐4‐one picrate

Spectroscopic (UV and fluorescence), biological, DFT and molecular docking studies of 3,5‐diethyl‐2r,6c‐di(4‐fluorophenyl)piperidin‐4‐one picrate

Crystal Structure, Hirshfeld Surface, DFT and Molecular Docking Studies of (Z)-Methyl 2-((N-(2-Formylphenyl)-4-Methylphenylsulfonamido) Methyl)-3-(4-Methoxyphenyl) Acrylate

Synthesis, structural, spectral (FT-IR, 1H and 13C NMR and UV–Vis), NBO and first order hyperpolarizability analysis of N-(4-nitrophenyl)-2, 2-dibenzoylacetamide by density functional theory

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