scholarly journals Synthesis, Crystal Structure and Theoretical Investigations of (3-(2-Chlorophenyl)-5-Tosyl-1,3,3a,4,5,9b-Hexahydroisoxazolo[4,3-c]Quinolin-3a-yl)Methanamine

2021 ◽  
Vol 12 (6) ◽  
pp. 8394-8405
Keyword(s):  
Molecular Electrostatic Potential ◽  
Crystal Packing ◽  
Docking Study ◽  
Basis Set ◽  
Supramolecular Interactions ◽  
Molecular Docking Study ◽  
Tetrahedral Geometry ◽  
Theoretical Investigations ◽  
Potential Cancer ◽  
Sulfonamide Compound

In the title compound (3-(2-chlorophenyl)-5-tosyl-1,3,3a,4,5,9b-hexahydroisoxazolo[4,3-c]quinolin-3a-yl)methanamine (3-CPTHIQM), the Thorpe–Ingold effect causes the S atom's tetrahedral geometry to be deformed, with O-S-O and N-S-C angles diverging from ideal tetrahedral values. The crystal packing features C—H⋯O hydrogen-bond inter¬actions.The supramolecular interactions were confirmed and quantified using Hirshfeld surface analysis. Quantum chemical calculations of sulfonamide are calculated at DFT/B3LYP/6-311++G(d,p) basis set. The NLO properties were calculated at the same level of theory. Furthermore, frontier molecular orbitals (FMOs) and molecular electrostatic potential (MEP) surfaces were calculated and analyzed in detail. In a molecular docking study, the investigated sulfonamide compound is evaluated as a new potential cancer inhibitor.

scholarly journals New Mononuclear and Binuclear Cu(II), Co(II), Ni(II), and Zn(II) Thiosemicarbazone Complexes with Potential Biological Activity: Antimicrobial and Molecular Docking Study

Molecules ◽  
2021 ◽  
Vol 26 (8) ◽  
pp. 2288
Author(s):  
Ahmed Gaber ◽  
Moamen S. Refat ◽  
Arafa A.M. Belal ◽  
Ibrahim M. El-Deen ◽  
Nader Hassan ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Biological Activity ◽  
Molecular Docking ◽  
Metal Complexes ◽  
Analytical Data ◽  
Docking Study ◽  
Spectroscopic Techniques ◽  
Molecular Docking Study ◽  
Tetrahedral Geometry ◽  
Thiosemicarbazone Complexes

Herein, we report the synthesis of eight new mononuclear and binuclear Co2+, Ni2+, Cu2+, and Zn2+ methoxy thiosemicarbazone (MTSC) complexes aiming at obtaining thiosemicarbazone complex with potent biological activity. The structure of the MTSC ligand and its metal complexes was fully characterized by elemental analysis, spectroscopic techniques (NMR, FTIR, UV-Vis), molar conductivity, thermogravimetric analysis (TG), and thermal differential analysis (DrTGA). The spectral and analytical data revealed that the obtained thiosemicarbazone-metal complexes have octahedral geometry around the metal center, except for the Zn2+-thiosemicarbazone complexes, which showed a tetrahedral geometry. The antibacterial and antifungal activities of the MTSC ligand and its (Co2+, Ni2+, Cu2+, and Zn2+) metal complexes were also investigated. Interestingly, the antibacterial activity of MTSC- metal complexes against examined bacteria was higher than that of the MTSC alone, which indicates that metal complexation improved the antibacterial activity of the parent ligand. Among different metal complexes, the MTSC- mono- and binuclear Cu2+ complexes showed significant antibacterial activity against Bacillus subtilis and Proteus vulgaris, better than that of the standard gentamycin drug. The in silico molecular docking study has revealed that the MTSC ligand could be a potential inhibitor for the oxidoreductase protein.

scholarly journals Molecular Modelling, Docking and Pharmacokinetic Studies of N-Arylidenequinoline-3-Carbohydrazides Analogs as Novel β-Glucuronidase Inhibitors

2019 ◽  
Vol 64 (1) ◽  
Author(s):  
Muhammad Tukur Ibrahim ◽  
Adamu Uzairu ◽  
Abdullahi Bello Umar ◽  
Abubakar Sadiq Bello ◽  
Yusuf Isyaku
Keyword(s):  
Geometry Optimization ◽  
Docking Study ◽  
Empirical Method ◽  
Basis Set ◽  
Pharmacokinetic Studies ◽  
Amino Acid Residues ◽  
Molecular Docking Study ◽  
Data Set ◽  
New Compounds ◽  
Semi Empirical

Quantitative structure-activity relationships (QSAR) modelling on 30 N-Arylidenequinoline-3-carbohydrazides analogs was performed using Multi-Linear Regression (MLR) analysis adopting Genetic Function Algorithm (GFA) method. Semi empirical method using PM6 basis set was used for complete geometry optimization of the data set. The best model was chosen based on its statistical fit due to it good internal and external validations. From the Williams plot, it can be inferred that the reported model can make prediction of new compounds that are not within the data set. The molecular docking study showed that, the most active chemical in the data set was better than the standard β-glucuronidase inhibitor both in terms of binding scores and the amino acid residues that interacted with the drug and β-glucuronidase enzyme. The Pharmacokinetic studies indicated that none of the chemicals violated any of the condition set by the Lipinski′s Rule of five which confirm the bioavailability of these chemicals. The results these findings give room for designing novel β-glucuronidase inhibitors that are highly effective.                                                Resumen. Se llevó a cabo la técnica de QSAR en 30 analogos de N-arilidenequinolina-3-carbohidrazidas mediante el analisis de regresesión lineal múltiple (MLS) adopatando el método del algoritmo de función genética (GFA). Para la optimización completa de la geometría del conjunto de datos se utilizó un método semiémpirico del conjunto de bases PM6. El mejor modelo fue elegido basado en función de su ajuste estadístico debido a su validación interna y externa. A partir de la gráfica de Williams, se puede inferir que el modelo reportado puede predecir nuevos compuestos que no se encuentran en el conjunto de datos. Este estudio de acomplamiento molecular mostró que, el químico más activo del conjunto de datos fue mejor que el inhibidor estándar β-glucuronidasa, tanto en términos de unión y en términos de  interacción de los residuos con el fármaco y la enzima β-glucuronidasa. Los estudios farmacocinéticos que indicaron que ninguno de los fármacos incumple ninguna de las condiciones establecidas por la regla de cinco de Lipinski, en donde se confirma la biodisponibilidad de estos químicos. Los resultados de los hallazgos computacionales permiten diseñar nuevos inhibidores de la β-glucuronidasa que son altamente efectivos.

scholarly journals Crystal structure, Hirshfeld surface analysis, DFT and molecular docking investigation of 2-(2-oxo-1,3-oxazolidin-3-yl)ethyl 2-[2-(2-oxo-1,3-oxazolidin-3-yl)ethoxy]quinoline-4-carboxylate

2021 ◽  
Vol 77 (1) ◽  
pp. 28-33
Author(s):  
Younos Bouzian ◽  
Cemile Baydere ◽  
Necmi Dege ◽  
Noureddine Hamou Ahabchane ◽  
Joel T. Mague ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Surface Analysis ◽  
Active Sites ◽  
Crystal Packing ◽  
Hirshfeld Surface ◽  
Basis Set ◽  
Hirshfeld Surface Analysis ◽  
Molecular Orbital Calculations ◽  
Molecular Docking Study ◽  
Compound C

In the molecular structure of the title compound, C20H21N3O7, the quinoline ring system is slightly bent, with a dihedral angle between the phenyl and the pyridine rings of 3.47 (7)°. In the crystal, corrugated layers of molecules extending along the ab plane are generated by C—H...O hydrogen bonds. The intermolecular interactions were quantified by Hirshfeld surface analysis and two-dimensional fingerprint plots. The most significant contributions to the crystal packing are from H...H (42.3%), H...O/O...H (34.5%) and H...C/ C...H (17.6%) contacts. Molecular orbital calculations providing electron-density plots of the HOMO and LUMO as well as molecular electrostatic potentials (MEP) were computed, both with the DFT/B3LYP/6–311 G++(d,p) basis set. A molecular docking study between the title molecule and the COVID-19 main protease (PDB ID: 6LU7) was performed, showing that it is a good agent because of its affinity and ability to adhere to the active sites of the protein.

scholarly journals Spectroscopic Investigations, Computational Analysis and Molecular Docking to SAR-Cov-2 Targets Studies of 5,8-Quinolinedione Attached to Betulin Derivatives

Crystals ◽  
2021 ◽  
Vol 11 (1) ◽  
pp. 76
Author(s):  
Monika Kadela-Tomanek ◽  
Maria Jastrzębska ◽  
Krzysztof Marciniec ◽  
Ewa Bębenek ◽  
Elwira Chrobak ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Electrostatic Potential ◽  
Density Functional ◽  
Molecular Electrostatic Potential ◽  
Docking Study ◽  
Molecular Docking Study ◽  
Functional Theory ◽  
Drug Candidates ◽  
The Density Functional Theory ◽  
Ft Ir

The 5,8-quinolinedione-betulin hybrids were investigated using spectroscopic methods as well as a variety of quantum chemical calculations in order to characterize their molecular structure. We used FT-IR and NMR spectroscopy supplemented by the density functional theory (DFT) calculations, molecular electrostatic potential (MEP) and molecular orbital (HOMO, LUMO) analyses. The experimental and calculated FT-IR spectra showed a good correlation for all compounds. Analysis of carbonyl band showed that the compounds are the 7-mono substituted. The calculated 1H NMR and 13C NMR spectra of hybrids reproduced well the experimental ones. Identification of C-6 and C-7 carbon atoms of 5,8-quinolinedione revealed the position of betulin moiety at the C-7 of 5,8-quinolinedione. Molecular electrostatic potential maps of hybrids allowed to recognize the electrophilic and nucleophilic regions within the molecules. The molecular docking study was used to examine the interaction between the 5,8-quinolinedione-betulin hybrids and the SARS-CoV-2 protein, like: Mpro and PLpro. The obtained results showed that compounds with the highest Dock Score are good anti-SARS-CoV-2 potential drug candidates.

NMR, FT-IR spectroscopic studies and molecular docking study of 4-acetoxyphenethyl acrylate

2017 ◽  
Vol 16 (03) ◽  
pp. 1750025
Author(s):  
Gökhan Dikmen ◽  
Özgür Alver
Keyword(s):  
Molecular Docking ◽  
Chemical Shift ◽  
Docking Study ◽  
Basis Set ◽  
Molecular Docking Study ◽  
Theoretical Approaches ◽  
Ft Ir ◽  
Ir Spectroscopic ◽  
Vibrational Wavenumbers ◽  
Nuclear Magnetic

Conformational, structural, vibrational spectroscopic properties and nuclear magnetic chemical shift values of 4-acetoxyphenethyl acrylate (4APA) were investigated using spectroscopic and theoretical approaches including FT-IR and NMR spectroscopes and quantum chemical calculations. FT-IR spectroscopic measurement was carried out between 3500[Formula: see text]cm[Formula: see text]–400[Formula: see text]cm[Formula: see text]. Geometric parameters, vibrational wavenumbers and nuclear magnetic chemical shift values were estimated using B3LYP hybrid density functional theory method with 6-311[Formula: see text]G(d, p) basis set. 1H, [Formula: see text]C, APT and HETCOR NMR experiments of 4APA were obtained in DMSO solution. For a quantitative description of vibrational wavenumbers, total energy distribution (TED) values with scaled quantum mechanical (SQM) method were calculated. Moreover, molecular docking study of title molecule was theoretically carried out using Auto Dock Vina Program.

Molecular Structure, Vibrational Spectroscopy and Homo, Lumo Studies of 4-methyl-N-(2-methylphenyl) Benzene Sulfonamide Using DFT Method

2013 ◽  
Vol 665 ◽  
pp. 101-111 ◽  
Author(s):  
K. Sarojini ◽  
H. Krishnan ◽  
Charles C. Kanagam ◽  
S. Muthu
Keyword(s):  
Density Functional ◽  
Molecular Electrostatic Potential ◽  
Structural Parameters ◽  
Dft Method ◽  
Basis Set ◽  
X Ray Diffraction ◽  
Functional Theory ◽  
Homo And Lumo ◽  
Homo Lumo ◽  
Sulfonamide Compound

The sulfonamide compound, 4-methyl-N-(2-methylphenyl) benzene sulfonamide has been synthesized and characterized by FTIR, NMR, UV-Vis, single crystal X-ray diffraction and thermal analysis. Density functional (DFT) calculations have been carried out for the title compound by performing DFT level of theory using B3LYP/6-31G (d,p) basis set. The calculated results show that the predicted geometry can well reproduce the structural parameters. Predicted vibrational frequencies have been assigned and compared with the experimental IR spectra and they support each other. In addition, atomic charges, frontier molecular orbitals and molecular electrostatic potential were carried out by using density functional theory (DFT/B3LYP) 6-31G (d, p) basis set. The calculated Homo and Lumo energies show that charge transfer occur in the molecule.

scholarly journals Computational Study of Geometry, Polarizability, Hyperpolarizability and Molecular Docking Studies of Naproxen

2016 ◽  
Vol 15 (1) ◽  
pp. 37-45 ◽  
Author(s):  
Sharmin Aktar ◽  
Mohammad Firoz Khan ◽  
Muhammed Mahfuzur Rahman ◽  
Mohammad A Rashid
Keyword(s):  
Molecular Docking ◽  
Computational Study ◽  
Solvent Polarity ◽  
Docking Study ◽  
Polarizable Continuum Model ◽  
Docking Studies ◽  
Basis Set ◽  
Mulliken Charge ◽  
Molecular Docking Study ◽  
Cox 2

A computational assessment of geometry, molecular electrostatic potential (MESP), Mulliken charge distribution, polarizability, hyperpolarizability and molecular docking study of naproxen with human COX-2 enzyme were conducted. B3LYP level of theory using 6-31G(d,p) basis set was used to optimize the structure of naproxen. The default Polarizable Continuum Model (PCM) of Gaussian09 software was applied for all calculations involving solvents, water and n-octanol. Almost all bond lengths and angles of naproxen agree very well with the X-ray crystal structure suggesting that the molecule is well described with B3LYP/6-31G(d,p) level of theory. The polarizability and first order hyperpolarizability were increased with the increase of solvent polarity. Moreover, docking study revealed that naproxen interacts with human COX-2 enzyme at a binding affinity of -8.2 kcal/mol forming one hydrogen bond with TYR354.Dhaka Univ. J. Pharm. Sci. 15(1): 37-45, 2016 (June)

scholarly journals Structural, Hirshfeld and DFT studies of conjugated D–π–A carbazole chalcone crystal

2020 ◽  
Vol 76 (3) ◽  
pp. 387-391
Author(s):  
Muhamad Fikri Zaini ◽  
Ibrahim Abdul Razak ◽  
Wan Mohd Khairul ◽  
Suhana Arshad
Keyword(s):  
Density Functional ◽  
Molecular Electrostatic Potential ◽  
Crystal Packing ◽  
Condensation Reaction ◽  
Hirshfeld Surface ◽  
Basis Set ◽  
Dft Studies ◽  
Functional Theory ◽  
Percentage Contribution ◽  
Quantum Chemistry Calculations

A new conjugated carbazole chalcone compound, (E)-3-[4-(9,9a-dihydro-8aH-carbazol-9-yl)phenyl]-1-(4-nitrophenyl)prop-2-en-1-one (CPNC), C27H18N2O3, was synthesized using a Claisen–Schmidt condensation reaction. CPNC crystallizes in the monoclinic non-centrosymmetric space group Cc and adopts an s-cis conformation with respect to the ethylenic double bonds (C=O and C=C). The crystal packing features C—H...O and C—H...π interactions whose percentage contribution was quantified by Hirshfeld surface analysis. Quantum chemistry calculations including geometrical optimization and molecular electrostatic potential (MEP) were analysed by density functional theory (DFT) with a B3LYP/6–311 G++(d,p) basis set.

Static and Dynamic Aspects of Supramolecular Interactions of Coumarin 153 and Fluorescein with Bovine Serum Albumin

2012 ◽  
Vol 65 (9) ◽  
pp. 1305 ◽  
Author(s):  
Rajeev Yadav ◽  
Shyamashis Das ◽  
Pratik Sen
Keyword(s):  
Bovine Serum Albumin ◽  
Serum Albumin ◽  
Bovine Serum ◽  
Resonance Energy ◽  
Binding Constants ◽  
Docking Study ◽  
Supramolecular Interactions ◽  
Spectroscopic Techniques ◽  
Molecular Docking Study ◽  
Coumarin 153

The static and dynamic aspects of supramolecular interactions between coumarin 153 (C153) and fluorescein (FL) with bovine serum albumin (BSA) has been studied by spectroscopic techniques. Both dyes were found to form 1 : 1 complexes with BSA, with binding constants 2.9 ± 0.3 × 105 M–1 and 2.1 ± 0.2 × 105 M–1 for C153 and FL respectively. The binding site of C153 has been determined by steady-state fluorescence resonance energy transfer, site marker competitive experiments, and a molecular docking study. Our studies indicate that C153 binds to domain IIIA of BSA whereas FL binds non-specifically. Denaturation characteristics of the C153 and FL binding region of BSA were found to be very different to global denaturation. Furthermore, kinetics of binding has been studied by the stopped-flow method. The observed rate constants were found to be 8.8 s–1 and 5.9 s–1 for C153 and FL respectively.

scholarly journals QSAR and Molecular docking studies of 4-anilinoquinoline-triazine hybrids as pf-DHFR inhibitors

2019 ◽  
Vol 8 (2) ◽  
pp. 84
Author(s):  
Hanine Hadni ◽  
Mohamed Mazigh ◽  
Menana El Hallaoui
Keyword(s):  
Molecular Docking ◽  
External Validation ◽  
Docking Study ◽  
Quantitative Structure Activity Relationship ◽  
Structural Features ◽  
Basis Set ◽  
Binding Modes ◽  
Quantum Chemical Descriptors ◽  
Molecular Docking Study ◽  
Mutant Type

<p>A quantitative structure-activity relationship (QSAR) investigation was performed towards 41 hybrids of 4-anilinoquinoline-triazines as potential antimalarial agents. The study was carried out using descendant multiple linear regression analyses (MLR), and artificial neural networks (ANN). Quantum chemical descriptors were calculated using DFT-B3LYP method, with the basis set 6-31G. The values obtained for the correlation coefficient of 0.87 and 0.92 by MLR and ANN, respectively, show a good predictive quality of the established model. In addition, the predicted model has been confirmed by several validation methods such as leave-one-out (LOO) cross-validation, Y-randomization, and external validation. The observed activity and the structural features of the studied molecules were further highlighted by molecular docking study on both wild and quadruple mutant type of <em>pf-DHFR</em> protein. Furthermore, the present work deals to study the binding modes and the key protein-ligand interactions. This methodology will be used to design new antimalarial drugs.</p>

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