Department of Physics and Research Centre, Scott Christian College (Autonomous), Nagercoil 629003, Tamil Nadu, Affiliated to Manonmaniam Sundarnar University, Abishekapatti, Tirunelveli 627012, India.
Department of Chemistry, Jadavpur University, Kolkata 700 032, West Bengal, India.
Spectrochim Acta A Mol Biomol Spectrosc. 2021 Apr 15;251:119388. doi: 10.1016/j.saa.2020.119388. Epub 2020 Dec 29.
Prospective antiviral molecule (2E)-N-methyl-2-[(4-oxo-4H-chromen-3-yl)methylidene]-hydrazinecarbothioamide has been probed using Fourier transform infrared (FTIR), FT-Raman and quantum chemical computations. The geometry equilibrium and natural bond orbital analysis have been carried out with density functional theory employing Becke, 3-parameter, Lee-Yang-Parr method with the 6-311G++(d,p) basis set. The vibrational assignments pertaining to different modes of vibrations have been augmented by normal coordinate analysis, force constant and potential energy distributions. Drug likeness and oral activity have been carried out based on Lipinski's rule of five. The inhibiting potency of 2(2E)-methyl-2-[(4-oxo-4H-chromen-3-yl)methylidene]-hydrazinecarbothioamide has been investigated by docking simulation against SARS-CoV-2 protein. The optimized geometry shows a planar structure between the chromone and the side chain. Differences in the geometries due to the substitution of the electronegative atom and intermolecular contacts due to the chromone and hydrazinecarbothioamide were analyzed. NBO analysis confirms the presence of two strong stable hydrogen bonded NH⋯O intermolecular interactions and two weak hydrogen bonded CH⋯O interactions. The red shift in NH stretching frequency exposed from IR substantiates the formation of NH⋯O intermolecular hydrogen bond and the blue shift in CH stretching frequency substantiates the formation of CH⋯O intermolecular hydrogen bond. Drug likeness, absorption, distribution, metabolism, excretion and toxicity property gives an idea about the pharmacokinetic properties of the title molecule. The binding energy of the nonbonding interaction with Histidine 41 and Cysteine 145, present a clear view that 2(2E)-methyl-2-[(4-oxo-4H-chromen-3-yl)methylidene]-hydrazinecarbothioamide can irreversibly interact with SARS-CoV-2 protease.
我们研究了一种具有潜在抗病毒作用的分子（2E）-N-甲基-2-[(4-氧代-4H-色烯-3-基)亚甲基] 腙基硫代酰胺，使用傅里叶变换红外（FTIR）、FT-Raman 和量子化学计算对其进行了探测。采用密度泛函理论（DFT），以 Becke、3-参数、Lee-Yang-Parr 方法和 6-311G++（d，p）基组，对几何平衡和自然键轨道进行了计算。通过正则坐标分析、力常数和势能分布，对不同振动模式的振动分配进行了补充。根据 Lipinski 的五规则，对药物的类药性和口服活性进行了研究。通过对接模拟，研究了 2(2E)-甲基-2-[(4-氧代-4H-色烯-3-基)亚甲基] 腙基硫代酰胺对 SARS-CoV-2 蛋白的抑制作用。优化后的几何结构显示色烯和侧链之间呈平面结构。由于电负性原子的取代和色烯和腙基硫代酰胺之间的分子间接触，导致几何形状发生了差异。NBO 分析证实存在两个强稳定的 NH⋯O 分子间氢键和两个弱的 CH⋯O 分子间氢键。从 IR 中暴露出来的 NH 伸缩频率的红移证实了 NH⋯O 分子间氢键的形成，CH 伸缩频率的蓝移证实了 CH⋯O 分子间氢键的形成。药物相似性、吸收、分布、代谢、排泄和毒性特性为标题分子的药代动力学特性提供了一个概念。与组氨酸 41 和半胱氨酸 145 的非键相互作用的结合能清楚地表明，2(2E)-甲基-2-[(4-氧代-4H-色烯-3-基)亚甲基] 腙基硫代酰胺可以与 SARS-CoV-2 蛋白酶不可逆地相互作用。
