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利用结构和二维定量构效关系研究官能团取代、保守表面残基和去溶剂化在触发小分子诱导的人程序性死亡配体1(hPD-L1)二聚化中的作用。

Leveraging structural and 2D-QSAR to investigate the role of functional group substitutions, conserved surface residues and desolvation in triggering the small molecule-induced dimerization of hPD-L1.

作者信息

Ahmed Marawan, Ganesan Aravindhan, Barakat Khaled

机构信息

Faculty of Pharmacy and Pharmaceutical Sciences, University of Alberta, Edmonton, AB, Canada.

ArGan's Lab, School of Pharmacy, University of Waterloo, Kitchener, ON, Canada.

出版信息

BMC Chem. 2022 Jun 27;16(1):49. doi: 10.1186/s13065-022-00842-w.

DOI:10.1186/s13065-022-00842-w
PMID:35761353
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9238240/
Abstract

Small molecules are rising as a new generation of immune checkpoints' inhibitors, with compounds targeting the human Programmed death-ligand 1 (hPD-L1) protein are pioneering this area of research. Promising examples include the recently disclosed compounds from Bristol-Myers-Squibb (BMS). These molecules bind specifically to hPD-L1 through a unique mode of action. They induce dimerization between two hPD-L1 monomers through the hPD-1 binding interface in each monomer, thereby inhibiting the PD-1/PD-L1 axis. While the recently reported crystal structures of such small molecules bound to hPD-L1 reveal valuable insights regarding their molecular interactions, there is still limited information about the dynamics driving this unusual complex formation. The current study provides an in-depth computational structural analysis to study the interactions of five small molecule compounds in complex with hPD-L1. By employing a combination of molecular dynamic simulations, binding energy calculations and computational solvent mapping techniques, our analyses quantified the dynamic roles of different hydrophilic and lipophilic residues at the surface of hPD-L1 in mediating these interactions. Furthermore, ligand-based analyses, including Free-Wilson 2D-QSAR was conducted to quantify the impact of R-group substitutions at different sites of the phenoxy-methyl biphenyl core. Our results emphasize the importance of a terminal phenyl ring that must be present in any hPD-L1 small molecule inhibitor. This phenyl moiety overlaps with a very unfavorable hydration site, which can explain the ability of such small molecules to trigger hPD-L1 dimerization.

摘要

小分子正崛起成为新一代免疫检查点抑制剂,靶向人类程序性死亡配体1(hPD-L1)蛋白的化合物引领着这一研究领域。有前景的例子包括百时美施贵宝公司(BMS)最近披露的化合物。这些分子通过独特的作用模式特异性结合hPD-L1。它们通过每个单体中的hPD-1结合界面诱导两个hPD-L1单体之间的二聚化,从而抑制PD-1/PD-L1轴。虽然最近报道的此类与hPD-L1结合的小分子晶体结构揭示了有关其分子相互作用的宝贵见解,但关于驱动这种异常复合物形成的动力学信息仍然有限。当前的研究提供了深入的计算结构分析,以研究五种小分子化合物与hPD-L1复合物的相互作用。通过结合分子动力学模拟、结合能计算和计算溶剂映射技术,我们的分析量化了hPD-L1表面不同亲水和疏水残基在介导这些相互作用中的动态作用。此外,还进行了基于配体的分析,包括Free-Wilson二维定量构效关系分析,以量化苯氧基甲基联苯核心不同位点的R基团取代的影响。我们的结果强调了在任何hPD-L1小分子抑制剂中都必须存在的末端苯环的重要性。这个苯基部分与一个非常不利的水合位点重叠,这可以解释此类小分子触发hPD-L1二聚化的能力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/0212bdfba879/13065_2022_842_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/f4eeaee7885a/13065_2022_842_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/7a2bd53ab5d9/13065_2022_842_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/23c07473682b/13065_2022_842_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/4e251efdd1ed/13065_2022_842_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/a335277bdb74/13065_2022_842_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/fa3384a0de82/13065_2022_842_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/e502d8cbaf47/13065_2022_842_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/0212bdfba879/13065_2022_842_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/f4eeaee7885a/13065_2022_842_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/7a2bd53ab5d9/13065_2022_842_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/23c07473682b/13065_2022_842_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/4e251efdd1ed/13065_2022_842_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/a335277bdb74/13065_2022_842_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/fa3384a0de82/13065_2022_842_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/e502d8cbaf47/13065_2022_842_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4fd9/9238240/0212bdfba879/13065_2022_842_Fig8_HTML.jpg

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1
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Int J Mol Sci. 2021 Oct 30;22(21):11797. doi: 10.3390/ijms222111797.
2
Terphenyl-Based Small-Molecule Inhibitors of Programmed Cell Death-1/Programmed Death-Ligand 1 Protein-Protein Interaction.基于三联苯的程序性细胞死亡蛋白 1/程序性死亡配体 1 蛋白-蛋白相互作用小分子抑制剂。
J Med Chem. 2021 Aug 12;64(15):11614-11636. doi: 10.1021/acs.jmedchem.1c00957. Epub 2021 Jul 27.
3
Checkpoint inhibition through small molecule-induced internalization of programmed death-ligand 1.
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Nat Commun. 2021 Feb 22;12(1):1222. doi: 10.1038/s41467-021-21410-1.
4
Comprehensive in vitro characterization of PD-L1 small molecule inhibitors.全面的 PD-L1 小分子抑制剂的体外表征。
Sci Rep. 2019 Aug 27;9(1):12392. doi: 10.1038/s41598-019-48826-6.
5
Structure-based screening and validation of potential dengue virus inhibitors through classical and QM/MM affinity estimation.通过经典和量子力学/分子力学亲和力估计进行基于结构的登革热病毒潜在抑制剂筛选与验证。
J Mol Graph Model. 2019 Jul;90:128-143. doi: 10.1016/j.jmgm.2019.04.010. Epub 2019 Apr 24.
6
CTLA4 antagonists in phase I and phase II clinical trials, current status  and  future perspectives for cancer therapy.处于I期和II期临床试验的CTLA4拮抗剂、癌症治疗的现状及未来展望。
Expert Opin Investig Drugs. 2019 Feb;28(2):149-159. doi: 10.1080/13543784.2019.1559297. Epub 2018 Dec 30.
7
Cancer immunotherapy: challenges and clinical applications.癌症免疫疗法:挑战与临床应用
J Med Genet. 2019 Jan;56(1):1-3. doi: 10.1136/jmedgenet-2018-105852. Epub 2018 Nov 21.
8
2018 Nobel Prize in physiology or medicine.2018年诺贝尔生理学或医学奖。
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Adverse effects and radiological manifestations of new immunotherapy agents.新型免疫治疗药物的不良反应和放射学表现。
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10
Molecules in cancer immunotherapy: benefits and side effects.癌症免疫疗法中的分子:益处和副作用。
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