Crystal engineering, electronic structure and docking study of bis(2-amino-6-methylpyridinium) oxalate

IF 4.9 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure Pub Date : 2026-05-15 Epub Date: 2025-12-13 DOI:10.1016/j.molstruc.2025.145067

Emna Jaziri , Sibel Demir Kanmazalp , Yusuf Sert , Mücahit Özdemir , Bahattin Yalçın , Cherif Ben Nasr , Lamia Khedhiri

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Abstract

Single crystals of the novel organic salt bis(2-amino-6-methylpyridinium) oxalate were synthesized and characterized. X-ray diffraction revealed a 3D supramolecular network stabilized primarily by N–H···O hydrogen bonds. Hirshfeld surface and energy framework analyses showed that dispersive and electrostatic forces dominate the crystal packing, with significant π-π interactions and steric repulsions. Computational studies, including FMO and MEP analyses, indicated a moderate band gap and identified potential reactive sites. Molecular docking revealed a moderate but favorable binding affinity (-8.5 kcal·mol^-1) for carbonic anhydrase II, comparable to that of the reference inhibitor Acetazolamide (-6.3 kcal·mol^-1), suggesting that the compound may act as a potential CA-II inhibitor with stable interactions. These results highlight the compound's well-defined solid-state structure and its promising potential as a carbonic anhydrase inhibitor for pharmaceutical development

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草酸双（2-氨基-6-甲基吡啶）的晶体工程、电子结构及对接研究

合成了新型有机盐草酸双（2-氨基-6-甲基吡啶）单晶并对其进行了表征。x射线衍射显示了一个主要由N-H···O氢键稳定的三维超分子网络。Hirshfeld表面和能量框架分析表明，晶体填充主要受色散力和静电力的影响，并存在明显的π-π相互作用和空间排斥。计算研究，包括FMO和MEP分析，表明了适度的带隙，并确定了潜在的反应位点。分子对接显示，该化合物对碳酸酐酶II具有中等但良好的结合亲和力（-8.5 kcal·mol-1），与参比抑制剂乙酰唑胺（-6.3 kcal·mol-1）相当，表明该化合物可能作为一种潜在的CA-II抑制剂，具有稳定的相互作用。这些结果突出了该化合物明确的固态结构及其作为碳酸酐酶抑制剂在药物开发中的巨大潜力

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来源期刊

Journal of Molecular Structure 化学-物理化学

CiteScore

7.10

自引率

15.80%

发文量

2384

审稿时长

45 days

期刊介绍： The Journal of Molecular Structure is dedicated to the publication of full-length articles and review papers, providing important new structural information on all types of chemical species including: • Stable and unstable molecules in all types of environments (vapour, molecular beam, liquid, solution, liquid crystal, solid state, matrix-isolated, surface-absorbed etc.) • Chemical intermediates • Molecules in excited states • Biological molecules • Polymers. The methods used may include any combination of spectroscopic and non-spectroscopic techniques, for example: • Infrared spectroscopy (mid, far, near) • Raman spectroscopy and non-linear Raman methods (CARS, etc.) • Electronic absorption spectroscopy • Optical rotatory dispersion and circular dichroism • Fluorescence and phosphorescence techniques • Electron spectroscopies (PES, XPS), EXAFS, etc. • Microwave spectroscopy • Electron diffraction • NMR and ESR spectroscopies • Mössbauer spectroscopy • X-ray crystallography • Charge Density Analyses • Computational Studies (supplementing experimental methods) We encourage publications combining theoretical and experimental approaches. The structural insights gained by the studies should be correlated with the properties, activity and/ or reactivity of the molecule under investigation and the relevance of this molecule and its implications should be discussed.