A deep learning model for structure-based bioactivity optimization and its application in the bioactivity optimization of a SARS-CoV-2 main protease inhibitor.

Journal: European journal of medicinal chemistry
PMID:

Abstract

Bioactivity optimization is a crucial and technical task in the early stages of drug discovery, traditionally carried out through iterative substituent optimization, a process that is often both time-consuming and expensive. To address this challenge, we present Pocket-StrMod, a deep-learning model tailored for structure-based bioactivity optimization. Pocket-StrMod employs an autoregressive flow-based architecture, optimizing molecules within a specific protein binding pocket while explicitly incorporating chemical expertise. It synchronously optimizes all substituents by generating atoms and covalent bonds at designated sites within a molecular scaffold nestled inside a protein pocket. We applied this model to optimize the bioactivity of Hit1, an inhibitor of the SARS-CoV-2 main protease (M) with initially poor bioactivity (IC : 34.56 μM). Following two rounds of optimization, six compounds were selected for synthesis and bioactivity testing. This led to the discovery of C5, a potent compound with an IC value of 33.6 nM, marking a remarkable 1028-fold improvement over Hit1. Furthermore, C5 demonstrated promising in vitro antiviral activity against SARS-CoV-2. Collectively, these findings underscore the great potential of deep learning in facilitating rapid and cost-effective bioactivity optimization in the early phases of drug development.

Authors

  • Zhenyu Yang
    College of Electronic Engineering (College of Artificial Intelligence), South China Agricultural University, Guangzhou, China.
  • Kai Wang
    Department of Rheumatology, The Affiliated Huai'an No. 1 People's Hospital of Nanjing Medical University, Huai'an, Jiangsu, China.
  • Guo Zhang
    CHESS-COVID-19 Group, The People's Hospital of Guangxi Zhuang Autonomous Region, Nanning, China.
  • Yuanyuan Jiang
    Department of Cardiovascular Medicine, The First Affiliated Hospital of Zhengzhou University, Zhengzhou, China.
  • Rui Zeng
    Institute of Future Technology Research, Beijing Aircraft Technology Research Institute, COMAC, Beijing, China.
  • Jingxin Qiao
    Department of Biotherapy, Cancer Center and State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu, Sichuan, 610041, China.
  • Yueyue Li
    Department of Gastroenterology, Qilu Hospital of Shandong University, Jinan, Shandong, China.
  • Xinyue Deng
    Department of Biotherapy, Cancer Center and State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu, Sichuan, 610041, China.
  • Ziyi Xia
    Department of Biotherapy, Cancer Center and State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu, Sichuan, 610041, China.
  • Rui Yao
  • Xiaoxi Zeng
  • Liyun Zhang
    Health Management Center of Affiliated Hospital of Southwest Medical University, Luzhou, China.
  • Yi Zhao
    Department of Biostatistics and Health Data Science, Indiana University School of Medicine.
  • Jian Lei
    Department of Electronic Engineering, Information School, Yunnan University, Kunming 650091, China.
  • Runsheng Chen
    CAS Key Laboratory of Rna Biology, Institute of Biophysics, Chinese Academy of Sciences, Beijing 100101, China.