Journal of Structural Chemistry

, Volume 59, Issue 7, pp 1544–1554 | Cite as

3D QSAR Modeling and Molecular Docking Studies on a Series of Triazole Analogues as Antibacterial Agents

  • A. Ghaleb
  • A. Aouidate
  • A. Sbai
  • M. Bouachrine
  • T. Lakhlifi


The 3D QSAR analysis using the comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) techniques is performed on novel nalidixic acid based 1,2,4-triazole derivatives suggested earlier as antibacterial agents. The CoMFA and CoMSIA models employed for a training set of 28 compounds gives reliable values of Q2 (0.53 and 0.52, respectively) and R2 (0.79 and 0.85, respectively). The contour maps produced by the CoMFA and CoMSIA models are used to determine a three-dimensional quantitative structure-activity relationship. Based on the 3D QSAR contours new molecules with high predicted activities are designed. In addition, surflex-docking is performed to confirm the stability of predicted molecules in the receptor.


3D QSAR CoMFA CoMSIA molecular docking antibacterial triazole 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    Z. Golkar, O. Bagazra, and D. G. Pace. J. Infect. Dev. Ctries., 2014, 8(2), 129–136.CrossRefGoogle Scholar
  2. 2.
    I. M. Gould and A. M. Bal. Virulence, 2013, 4(2), 185–191.CrossRefGoogle Scholar
  3. 3.
    G. D. Wright. Can. J. Microbiol., 2014, 60(3), 147–154.CrossRefGoogle Scholar
  4. 4.
    G. Y. Leisher, E. J. Froelich, M. D. Gruett, J. H. Bailey, and P. R. Brundage. J. Med. Pharm. Chem., 1962, 5, 1063–1065.CrossRefGoogle Scholar
  5. 5.
    A. M. Pedrini, D. Geroldi, A. Siccardi, and A. Balaschi. Eur. J. Biochem., 1972, 25, 359–365.CrossRefGoogle Scholar
  6. 6.
    G. C. Crumplin and J. T. Smith. Antimicrob. Agents Chemother., 1975, 8(3), 251–261.CrossRefGoogle Scholar
  7. 7.
    Y. Fukunishi, S. Yamasaki, I. Yasumatsu, K. Takeuchi, T. Kurosawa, and H. Nakamura. Mol. Inf., 2017, 36, 1600013.CrossRefGoogle Scholar
  8. 8.
    R. D. Cramer III, D. E. Patterson, and J. D. Bunnce. J. Am. Chem. Soc., 1988, 110, 5959–5967.CrossRefGoogle Scholar
  9. 9.
    G. Klebe, U. Abraham, and T. Mietzner. J. Med. Chem., 1994, 37, 4130–4146.CrossRefGoogle Scholar
  10. 10.
    N. Aggarwal, R. Kumar, P. Dureja, and J. M. Khurana. Eur. J. Med. Chem., 2011, 46(9), 4089–4099; CrossRefGoogle Scholar
  11. 11.
    Discovery Studio Visualizer Software, Version 4.0. http://www.accelrys.comGoogle Scholar
  12. 12.
    Sybyl 8.1; Tripos Inc.: St. Louis, MO, USA, 2008. Available online: (accessed on 26 January 2011).Google Scholar
  13. 13.
    M. Clark, R. D. Cramer, and N. Van Opdenbosch. J. Comput. Chem., 1989, 10(8), 982–1012.CrossRefGoogle Scholar
  14. 14.
    W. P. Purcell and J. A. Singer. J. Chem. Eng. Data, 1967, 12(2), 235–246.CrossRefGoogle Scholar
  15. 15.
    M. D. M. AbdulHameed, A. Hamza, J. Liu, and C.-G. Zhan. J. Chem. Inf. Model., 2008, 48(9), 1760–1772.CrossRefGoogle Scholar
  16. 16.
    Y. Fukunishi, S. Yamasaki, I. Yasumatsu, K. Takeuchi, T. Kurosawa, and H. Nakamura. Mol. Inf., 2017, 36, 1600013.CrossRefGoogle Scholar
  17. 17.
    L. StÅhle and S. Wold. Prog. Med. Chem., 1988, 25, 291–338.CrossRefGoogle Scholar
  18. 18.
    B. L. Bush and R. B. Nachbar Jr. J. Comput. Aided. Mol. Des., 1993, 7, 587–619.CrossRefGoogle Scholar
  19. 19.
    V. N. Viswanadhan, A. K. Ghose, G. R. Revankar, and R. K. Robins. J. Chem. Inf. Comput. Sci., 1989, 29, 163–172.CrossRefGoogle Scholar
  20. 20.
    A. N. Jain. J. Med. Chem., 2003, 46, 499–511.CrossRefGoogle Scholar
  21. 21.
    J. Y. Sun, S. X. Cai, H. Mei, J. Li, N. Yan, and Y. Q. Wang. J. Mol. Model., 2010, 16, 1809–1818.CrossRefGoogle Scholar
  22. 22.
    Y. Ai, S. T. Wang, P. H. Sun, and F. J. Song. Int. J. Mol. Sci., 2010, 11, 3705–3724.CrossRefGoogle Scholar
  23. 23.
    P. Lan, W. N. Chen, and W. M. Chen. Eur. J. Med. Chem., 2011, 46, 77–94.CrossRefGoogle Scholar
  24. 24.
    P. Lan, W. N. Chen, G. K. Xiao, P. H. Sun, and W. M. Chen. Bioorg. Med. Chem. Lett., 2010, 20, 6764–6772.CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • A. Ghaleb
    • 1
  • A. Aouidate
    • 1
  • A. Sbai
    • 1
  • M. Bouachrine
    • 2
  • T. Lakhlifi
    • 1
  1. 1.Faculty of ScienceMoulay Ismail UniversityMeknesMorocco
  2. 2.ESTMoulay Ismail UniversityMeknesMorocco

Personalised recommendations