Structure-based design of antiviral drug candidates targeting the SARS-CoV-2 main protease

Structure-based design of antiviral drug candidates targeting the SARS-CoV-2 main protease

2020 | Wenhao Dai1,2*, Bing Zhang3*, Xia-Ming Jiang4*, Haixia Su1*, Jian Li1,5, Yao Zhao3, Xiong Xie1, Zhenming Jin3, Jingjing Peng1, Fengjiang Liu1, Chunpu Li1, You Li6, Fang Bai3, Haofeng Wang3, Xi Cheng1, Xiaobo Cen6, Shulei Hu1, Xiuna Yang3, Jiang Wang1, Xiang Liu7, Gengfu Xiao1, Hualiang Jiang1,2,3, Zhe Rao3, Lei-Ke Zhang4†, Yechun Xu4†, Haitao Yang3†, Hong Liu1,2,5†
This study focuses on the structure-based design and synthesis of antiviral drug candidates targeting the SARS-CoV-2 main protease (Mpro). Two lead compounds, 11a and 11b, were designed and synthesized, both exhibiting excellent inhibitory activity against Mpro with IC50 values of 0.053 ± 0.005 μM and 0.040 ± 0.002 μM, respectively. High-resolution X-ray crystal structures of SARS-CoV-2 Mpro in complex with 11a and 11b were determined at 1.5 Å resolution, revealing that the aldehyde groups of both compounds covalently bind to Cys145 of Mpro. In vitro studies showed that both compounds effectively inhibited SARS-CoV-2 infection with EC50 values of 0.53 ± 0.01 μM and 0.72 ± 0.09 μM, respectively, without causing significant cytotoxicity. Pharmacokinetic (PK) properties of 11a were favorable, with a half-life of 4.27 hours and a high bioavailability of 87.8%. In vivo toxicity studies in SD rats and Beagle dogs indicated that 11a was safe and worth further clinical investigation. These findings suggest that 11a and 11b are promising drug candidates for the treatment of COVID-19.This study focuses on the structure-based design and synthesis of antiviral drug candidates targeting the SARS-CoV-2 main protease (Mpro). Two lead compounds, 11a and 11b, were designed and synthesized, both exhibiting excellent inhibitory activity against Mpro with IC50 values of 0.053 ± 0.005 μM and 0.040 ± 0.002 μM, respectively. High-resolution X-ray crystal structures of SARS-CoV-2 Mpro in complex with 11a and 11b were determined at 1.5 Å resolution, revealing that the aldehyde groups of both compounds covalently bind to Cys145 of Mpro. In vitro studies showed that both compounds effectively inhibited SARS-CoV-2 infection with EC50 values of 0.53 ± 0.01 μM and 0.72 ± 0.09 μM, respectively, without causing significant cytotoxicity. Pharmacokinetic (PK) properties of 11a were favorable, with a half-life of 4.27 hours and a high bioavailability of 87.8%. In vivo toxicity studies in SD rats and Beagle dogs indicated that 11a was safe and worth further clinical investigation. These findings suggest that 11a and 11b are promising drug candidates for the treatment of COVID-19.
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