Computational design of potent dimeric phenylthiazole NS5A inhibitors for hepatitis C virus

被引:0
|
作者
Liman, Wissal [1 ]
Oubahmane, Mehdi [2 ]
Lahcen, Nouhaila Ait [2 ]
Hdoufane, Ismail [2 ]
Cherqaoui, Driss [2 ,3 ]
Daoud, Rachid [4 ]
El Allali, Achraf [1 ]
机构
[1] Univ Mohammed VI Polytech, Coll Comp, Bioinformat Lab, Ben Guerir, Morocco
[2] Fac Sci Semlalia, Dept Chem, BP 2390, Marrakech, Morocco
[3] Mohammed VI Polytech Univ, Sustainable Mat Res Ctr SusMat RC, Benguerir 43150, Morocco
[4] Univ Mohammed VI Polytech, Chem & Biochem Sci, Green Proc Engn, Ben Guerir, Morocco
来源
SCIENTIFIC REPORTS | 2024年 / 14卷 / 01期
关键词
HCV; NS5A; Phenylthiazole; QSAR; MMGBSA; ADMET; DIRECT-ACTING ANTIVIRALS; TOXICITY PROPERTIES; QSAR MODELS; VALIDATION; PREDICTION; PROTEIN; OPTIMIZATION; DACLATASVIR; PARAMETERS; RESISTANCE;
D O I
10.1038/s41598-024-80082-1
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
Hepatitis C virus (HCV) presents a significant global health issue due to its widespread prevalence and the absence of a reliable vaccine for prevention. While significant progress has been achieved in therapeutic interventions since the disease was first identified, its resurgence underscores the need for innovative strategies to combat it. The nonstructural protein NS5A is crucial in the life cycle of the HCV, serving as a significant factor in both viral replication and assembly processes. This significance is highlighted by its inclusion in all existing approved HCV combination therapies. In this study, a quantitative structure-activity relationship (QSAR) was conducted to design new compounds with enhanced inhibitory activity against HCV. In this context, a set of 82 phenylthiazole derivatives was employed to construct a QSAR model using the Monte Carlo optimization technique. This model offers valuable insights into the specific structural characteristics that either enhance or reduce the inhibitory activity. These findings were used to design novel NS5A inhibitors. Moreover, molecular docking was used to predict the binding affinity of the newly designed inhibitors within the NS5A protein, followed by molecular dynamics simulations to investigate the dynamic interactions over time. Additionally, molecular mechanics generalized born surface area calculations were carried out to estimate the binding free energies of the inhibitor candidates, providing additional insights into their binding affinities and stabilities. Finally, the absorption, distribution, metabolism, excretion, and toxicity analysis were performed to assess the pharmacokinetic and toxicity profiles of the inhibitor candidates. This comprehensive approach provides a detailed understanding of the potential efficacy, stability, and safety of the screened drug candidates, offering valuable insights for their further development as potent therapeutic agents against HCV.
引用
收藏
页数:15
相关论文
共 50 条
  • [1] Discovery of Potent Hepatitis C Virus NS5A Inhibitors with Dimeric Structures
    Lemm, Julie A.
    Leet, John E.
    O'Boyle, Donald R., II
    Romine, Jeffrey L.
    Huang, Xiaohua Stella
    Schroeder, Daniel R.
    Alberts, Jeffrey
    Cantone, Joseph L.
    Sun, Jin-Hua
    Nower, Peter T.
    Martin, Scott W.
    Serrano-Wu, Michael H.
    Meanwell, Nicholas A.
    Snyder, Lawrence B.
    Gao, Min
    ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2011, 55 (08) : 3795 - 3802
  • [2] Potent Hepatitis C Virus NS5A Inhibitors Containing a Benzidine Core
    Bae, Il Hak
    Choi, Jin Kyu
    Chough, Chieyeon
    Keum, Sun Ju
    Kim, Heesun
    Jang, Sung Key
    Kim, B. Moon
    ACS MEDICINAL CHEMISTRY LETTERS, 2014, 5 (03): : 255 - 258
  • [3] Identification of Hepatitis C Virus NS5A Inhibitors
    Lemm, Julie A.
    O'Boyle, Donald, II
    Liu, Mengping
    Nower, Peter T.
    Colonno, Richard
    Deshpande, Milind S.
    Snyder, Lawrence B.
    Martin, Scott W.
    Laurent, Denis R. St.
    Serrano-Wu, Michael H.
    Romine, Jeffrey L.
    Meanwell, Nicholas A.
    Gao, Min
    JOURNAL OF VIROLOGY, 2010, 84 (01) : 482 - 491
  • [4] Potent hepatitis C virus NS5A Inhibitors; Discovery of BMK-20113
    Bae, Il Hak
    Kim, Byeong Moon
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
  • [5] NS5A inhibitors to treat hepatitis C virus infection
    Welzel, Tania M.
    Zeuzem, Stefan
    LANCET INFECTIOUS DISEASES, 2012, 12 (09): : 648 - 649
  • [6] Novel benzidine and diaminofluorene prolinamide derivatives as potent hepatitis C virus NS5A inhibitors
    Bae, Il Hak
    Kim, Hee Sun
    You, Youngsu
    Chough, Chieyeon
    Choe, Weonu
    Seon, Min Kyung
    Lee, Seung Gi
    Keum, Gyochang
    Jang, Sung Key
    Kim, B. Moon
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 101 : 163 - 178
  • [7] Kinetic Analyses Reveal Potent and Early Blockade of Hepatitis C Virus Assembly by NS5A Inhibitors
    McGivern, David R.
    Masaki, Takahiro
    Williford, Sara
    Ingravallo, Paul
    Feng, Zongdi
    Lahser, Frederick
    Asante-Appiah, Ernest
    Neddermann, Petra
    De Francesco, Raffaele
    Howe, Anita Y.
    Lemon, Stanley M.
    GASTROENTEROLOGY, 2014, 147 (02) : 453 - +
  • [8] Hepatitis C virus NS5A inhibitors and drug resistance mutations
    Nakamoto, Shingo
    Kanda, Tatsuo
    Wu, Shuang
    Shirasawa, Hiroshi
    Yokosuka, Osamu
    WORLD JOURNAL OF GASTROENTEROLOGY, 2014, 20 (11) : 2902 - 2912
  • [9] Hepatitis C virus NS5A inhibitors and drug resistance mutations
    Shingo Nakamoto
    Tatsuo Kanda
    Shuang Wu
    Hiroshi Shirasawa
    Osamu Yokosuka
    World Journal of Gastroenterology, 2014, (11) : 2902 - 2912
  • [10] NS5A inhibitors in the treatment of hepatitis C
    Pawlotsky, Jean-Michel
    JOURNAL OF HEPATOLOGY, 2013, 59 (02) : 375 - 382