Thiosemicarbazides are an important class of compounds with pronounced biological activities. In this contribution, the crystallographic structure of (E)-2-(2,5-dimethoxybenzylidene)hydrazinecarbothioamide (DBH) was described, and further spectroscopic studies (IR, Raman, ¹H, and ¹³C NMR) studies were performed. Several density functional theory functionals (B3LYP, CAM-B3LYP, APFD, PBEPBE, M05-2X, and M06-2X) in conjunction with 6-311++G(d,p) were applied for the optimization of the structure. The highest resemblance to the crystallographic structure was obtained for structure optimized at M05-2X/6-311++G(d,p) level of theory. This structure was further used for the prediction of IR, Raman, and NMR spectra. The detailed vibrational and NMR analysis, with the most prominent bands assigned, proved that the experimental and theoretical spectra match well and that the obtained level of theory was suitable for the description of structure. Special emphasis was put on the analysis of dimers of DBH and water/DMSO-DBH structures to examine specific interactions. Natural Bond Orbital (NBO) and Quantum Atoms in Molecules (QTAIM) theories were applied for the quantification of the strength of these interactions. The most active positions were outlined through the calculation of the Fukui functions. A molecular docking study of DBH was performed towards Polo-like Kinase 1 (PLK1) to investigate the potential antitumor activity and the results were compared to volasertib. Specific interactions and binding affinities of monomers and dimers of DBH were discussed.

氨基硫脲是一类重要的具有显着生物活性的化合物。在这篇文章中，描述了 (E)-2-(2,5-二甲氧基亚苄基)肼碳硫酰胺 (DBH) 的晶体结构，并进一步的光谱研究（IR、拉曼、¹ H 和¹³C NMR) 研究。几种密度泛函理论泛函（B3LYP、CAM-B3LYP、APFD、PBEPBE、M05-2X 和 M06-2X）结合 6-311++G(d,p) 被应用于结构的优化。对于在 M05-2X/6-311++G(d,p) 理论水平优化的结构，获得了与晶体结构的最高相似性。该结构进一步用于预测 IR、拉曼和 NMR 光谱。详细的振动和 NMR 分析，分配了最突出的谱带，证明实验和理论光谱匹配良好，并且所获得的理论水平适合于结构描述。特别强调了DBH和水/DMSO- DBH二聚体的分析结构来检查特定的相互作用。自然键轨道 (NBO) 和分子中的量子原子 (QTAIM) 理论被应用于量化这些相互作用的强度。通过计算福井函数勾勒出最活跃的职位。针对 Polo 样激酶 1 (PLK1) 进行 DBH 的分子对接研究，以研究潜在的抗肿瘤活性，并将结果与​​ volasertib 进行比较。讨论了DBH单体和二聚体的特定相互作用和结合亲和力。