Citation: Hong-Mei GUO, Na YU, Le FU, Guang-Ping LI, Mao SHU, Zhi-Hua LIN. Discovery of Benzimidazole Derivatives as Novel Aldosterone Synthase Inhibitors: QSAR, Docking Studies, and Molecular Dynamics Simulation[J]. Chinese Journal of Structural Chemistry, ;2022, 41(3): 220319. doi: 10.14102/j.cnki.0254-5861.2011-3321 shu

Discovery of Benzimidazole Derivatives as Novel Aldosterone Synthase Inhibitors: QSAR, Docking Studies, and Molecular Dynamics Simulation

Hong-Mei GUO ^{a, b} ,
Na YU ^{a, b} ,
Le FU ^{a, b} ,
Guang-Ping LI ^{a, b} ,
Mao SHU ^{a, b,,} ,
Zhi-Hua LIN ^{a, b,,}

a.
School of Pharmacy and Bioengineering, Chongqing University of Technology, Chongqing 400054, China
b.
Key Laboratory of Screening and Activity Evaluation of Targeted Drugs, Chongqing 400054, China

Corresponding author: Mao SHU, maoshu@cqut.edu.cn Zhi-Hua LIN, zhlin@cqit.edu.cn
Received Date: 2 August 2021
Accepted Date: 15 October 2021

Fund Project: the graduate student innovation project of Chongqing University of Technology clgycx 20202129

Figures(15)

Aldosterone synthase inhibitors can lessen the production of aldosterone in organisms, which effectively affecting the treatment of hypertension. A series of computational approaches like QSAR, docking, DFT and molecular dynamics simulation are applied on 40 benzimidazole derivatives of aldosterone synthase (CYP11B2) inhibitors. Statistical parameters: Q² = 0.877, R² = 0.983 (CoMFA) and Q² = 0.848, R² = 0.994 (CoMSIA) indicate on good predictive power of both models and DFT's result illustrates the stability of both models. Besides, Y-randomization test is also performed to ensure the robustness of the obtained 3D-QSAR models. Docking studies show inhibitors rely on π-π interaction with residues, such as Phe130, Ala313 and Phe481. Molecular dynamics simulation results further confirm that the hydrophobic interaction with proteins enhances the inhibitor's inhibitory effect. Based on QSAR studies and molecular docking, we designed novel compounds with enhanced activity against aldosterone synthase. Furthermore, the newly designed compounds are analyzed for their ADMET properties and drug likeness and the results show that they all have excellent bioavailability.
- hypertension,
- 3D-QSAR,
- molecular docking,
- molecular dynamics simulation,
- CYP11B2 inhibitors
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