Synthesis, structures, drug-likeness, in vitro evaluation and in silico docking on novel N-benzoyl-N′-phenyl thiourea derivatives

Zhang, Xing; Qiao, Lei; Ding, Zimei; Hang, Xiaojing; Qin, Baofu; Song, Jirong; Huang, Jie

doi:10.1016/j.molstruc.2018.08.069

Cited by 22 publications

(15 citation statements)

References 47 publications

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“…In order to understand the title compound interactions within the crystal structure, the Hirshfeld surface analysis and their associated 2D fingerprint plot were performed using CrystalExplorer 3.1 program software …”

Section: Resultsmentioning

confidence: 99%

Synthesis, crystal structure, hydrogen bonding interactions analysis of novel acyl thiourea derivative

Zhang

Du²,

Song

et al. 2019

J of Physical Organic Chem

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The N-(p-methoxybenzoyl)-N 0 -(2,4-dinitrophenyl amino)thiourea has been synthesized and characterized by FT-IR, 1 H NMR, and elemental analyses techniques. Also, its molecular structure was determined by single-crystal Xray diffraction. It revealed that the title compound crystallizes with two unique molecules in the asymmetric unit of the orthorhombic unit cell, space groupPna2 (1) with a = 18.857(5) Å, b = 8.148(2) Å, c = 22.443(6) Å, β = 90.00 , C 15 H 13 N 5 O 6 S, M r = 391.36, V = 3448.2(15) Å 3 , Z = 8, D c = 1.508 gÁcm −1 , F(000) = 1616, μ = 0.233 mm −1 , S = 1.06, the final R = 0.0626, and wR (I > 2(I)) = 0.1392.

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Section: Resultsmentioning

confidence: 99%

Synthesis, crystal structure, hydrogen bonding interactions analysis of novel acyl thiourea derivative

Zhang

Du²,

Song

et al. 2019

J of Physical Organic Chem

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“…Thiourea and its derivatives show a broad range of biological activities (Solmaz et al, 2018;Saeed et al, 2018;Pandey et al, 2019). The crystal structures of many thiourea derivatives and their metal complexes have been reported (Lai et al,2018;Contreras Aguilar et al, 2018;Fakhar et al, 2018;Mitoraj et al, 2018;Pervez et al, 2018;Hashim et al, 2017Ghazal et al, 2019Zhang et al, 2019). As part of our studies in this area, we now describe the syntheses, crystal structures and Hirshfeld surface analyses of the thiourea derivatives N-(2-chlorophenylcarbamothioyl)-4-fluorobenzamide (C 14 H 10 ClFN 2 OS, 1) and N-(4-bromophenylcarbamothioyl)-4-fluorobenzamide (C 14 H 10 BrFN 2 OS, 2).…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of N-(2-chlorophenylcarbamothioyl)-4-fluorobenzamide and N-(4-bromophenylcarbamothioyl)-4-fluorobenzamide

et al. 2019

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The title compounds, C14H10ClFN2OS (1) and C14H10BrFN2OS (2), were synthesized by two-step reactions. The dihedral angles between the aromatic rings are 31.99 (3) and 9.17 (5)° for 1 and 2, respectively. Compound 1 features an intramolecular bifurcated N—H...(O,Cl) link due to the presence of the ortho-Cl atom on the benzene ring, whereas 2 features an intramolecular N—H...O hydrogen bond. In the crystal of 1, inversion dimers linked by pairs of N—H...S hydrogen bonds generate R 2 2(8) loops. The extended structure of 2 features the same motif but an additional weak C—H...S interaction links the inversion dimers into [100] double columns. Hirshfeld surface analyses indicate that the most important contributors towards the crystal packing are H...H (26.6%), S...H/H.·S (13.8%) and Cl...H/H...Cl (9.5%) contacts for 1 and H...H (19.7%), C...H/H...C (14.8%) and Br...H/H...Br (12.4%) contacts for 2.

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“…13,14 The physicochemical properties of compounds affect bioavailability, including electrostatic potential, molar absorptivity, stability, solubility, structure, intracellular absorption, hydrogen bonds, and bonding energy. 15,16 The theoretical method such as Density Functional Theory (DFT) in the computational chemistry is important tool to predict the assignment of specific electronic transitions in the UV-Vis spectra. In the present study, oxime and pyridine derivative compounds were synthesized and characterized by X-ray and spectroscopic methods.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Crystallographic Structure, Hirshfeld Surface Analysis, Drug-likeness Properties and Molecular Docking Studies of New Oxime-pyridine Compounds

Topal

2021

ACSi

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A detailed description of the two new pyridine ligands, (2E,3Z)-3-[2-(3-chloropyridin-2-yl)hydrazinylidene]-N-hydroxybutan-2-imine and 3-chloro-2-{(2Z)-2-[1-(4 nitrophenyl)ethylidene]hydrazinyl}, is reported. The synthesized compounds were characterized by spectroscopic studies, spectral features were performed by TD-DFT calculations. New-generation pyridine ligand of HL2 was also determinate by single-crystal X-ray diffraction and Hirshfeld surface analysis with two-dimensional fingerprint plots was used to analyze intermolecular interactions in crystals. Molecular-docking was performed to investigate the binding areas of chemical compounds, and the results showed the inhibitory activity of the studied HL1 and HL2 against E. coli. The results of the current study revealed the drug-likeness and bioactive properties of the ligands.

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Synthesis, structures, drug-likeness, in vitro evaluation and in silico docking on novel N-benzoyl-N′-phenyl thiourea derivatives

Cited by 22 publications

References 47 publications

Synthesis, crystal structure, hydrogen bonding interactions analysis of novel acyl thiourea derivative

Synthesis, crystal structure, hydrogen bonding interactions analysis of novel acyl thiourea derivative

Crystal structure and Hirshfeld surface analysis of N-(2-chlorophenylcarbamothioyl)-4-fluorobenzamide and N-(4-bromophenylcarbamothioyl)-4-fluorobenzamide

Synthesis, Crystallographic Structure, Hirshfeld Surface Analysis, Drug-likeness Properties and Molecular Docking Studies of New Oxime-pyridine Compounds

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