Department of Medicinal Chemistry, School of Pharmacy, Ardabil University of Medical Sciences, Ardabil, Iran.
Department of Biology, Faculty of Sciences, Shahrekord University, Shahrekord, Iran.
J Mol Graph Model. 2018 Aug;83:138-152. doi: 10.1016/j.jmgm.2018.05.010. Epub 2018 May 26.
In an attempt to identify potential COX-2 inhibitors, a multi-step virtual screening strategy was performed on a series of compounds. For this purpose, ZINC database was screened on the basis of 50% structural similarity with celecoxib and indomethacin as the representative of COX-2 and COX-1/COX-2 inhibitors, respectively. Selected molecules were subjected to various filters such as Lipinski's rule of five and also several ADME parameters. Toxicity risk of molecules was approximated via in silico methods. Moreover, COX-2 inhibitory activities of the selected compounds were predicted using PASS program. Molecular docking was performed to improve the accuracy of screening and also to find the details of the interactions of the hit compounds with the active site. Finally, MD simulations on top-ranked structures ZINC_1130464, ZINC_3181760, ZINC_33402495 and celecoxib were carried out with COX-2. Furthermore, RMSD, RMSF, hydrogen binds, Rg and energy analysis during MD simulation certainly indicated the stable binding of selected compounds with COX-2 structure. Moreover, docking and MD results revealed that hydrophobic contacts and optimum hydrogen bonds were determinant factors in the interactions of in silico hits and COX-2.
为了寻找潜在的 COX-2 抑制剂,我们对一系列化合物进行了多步虚拟筛选。为此,我们以塞来昔布和吲哚美辛分别作为 COX-2 和 COX-1/COX-2 抑制剂的代表,根据与它们 50%的结构相似度对 ZINC 数据库进行了筛选。选择的分子经过各种筛选,如 Lipinski 五规则,以及一些 ADME 参数。通过计算机模拟方法来估计分子的毒性风险。此外,我们还使用 PASS 程序预测了所选化合物的 COX-2 抑制活性。通过分子对接来提高筛选的准确性,并找出命中化合物与活性部位相互作用的细节。最后,我们对排名靠前的结构 ZINC_1130464、ZINC_3181760、ZINC_33402495 和塞来昔布进行了与 COX-2 的 MD 模拟。此外,MD 模拟过程中的 RMSD、RMSF、氢键、Rg 和能量分析确实表明所选化合物与 COX-2 结构的稳定结合。此外,对接和 MD 结果表明,疏水接触和最佳氢键是虚拟命中化合物与 COX-2 相互作用的决定因素。