International E-publication: Publish Projects, Dissertation, Theses, Books, Souvenir, Conference Proceeding with ISBN.  International E-Bulletin: Information/News regarding: Academics and Research

QSPR Models for Predicting Lipophilicity of Triazole Derivatives

    , ,

Author Affiliations

  • 1School of studies in Chemistry & Biochemistry, Vikram University, Ujjain-456010, INDIA

Res.J.chem.sci., Volume 4, Issue (7), Pages 1-6, July,18 (2014)

Abstract

The present study consists modeling the lipophilicity (logP) of 5-(2-Oxo-3-aryl-diazenyl-4-methyl-2H-chromen-8-yl)-3-thio-1,2,4-triazole derivatives using distance-based topological indices & indicator parameter. The MLR analysis reveals that O-atom, ZM1, HI and IDE are the best suitable parameters for modeling the lipophilicity of the compounds have been taken in present study. The obtained models are critically discussed on the basis of cross validation technique.

References

  1. Minu M., Thangadurai A., S Wakode. R., AgrawaS. S. l and Narasimhan B., Synthesis, antimicrobial activity and QSAR studies of new 2,3-disubstituted-3,3a,4,5,6,7-hexahydro-2-indazoles, Bioorg. Med. Chem. Lett.,19 (11), 2960-2964 (2009)
  2. Kumar A., Narasimhanb B. and D. Kumar, Synthesis, Antimicrobial, and QSAR Studies of Substituted Benzamides, Bioorg. Med. Chem.,15(12), 4113-4124 (2007)
  3. Ghasemi G., Arshadi S., Rashtehroodi A. N., Nirouei M., Shariati S. and Rastgoo Z.,QSAR investigation on quinolizidinyl derivatives in Alzheimer’s disease, Journal of Computational Medicine, 2013, 3-18 (2013)
  4. Raevsky O. A., Schaper K. J. and Seydel J. K., H-Bond Contribution to Octanol-Water Partition Coefficients of Polar Compounds, Quant. Struct.-Act. Relat., 14(5), 433-436, (1995)
  5. Schaper K.J., Zhange H. and Raevsky O.A., pH-Dependent Partitioning of Acidic and Basic Drugs into Liposomes—A Quantitative StructureActivity Relationship Analysis, Quant. Struct.-Act. Relat.,20 (1), 46-54 (2001)
  6. Khadikar P.V., Singh S. and Shrivastava A., Novel estimation of lipophilic behaviour of polychlorinated biphenyls, Bioorg. Med. Chem. Lett.,12(7), 1125-1128 (2002)
  7. Rutkowska E., Pajak K. and Jozwiak K., Lipophilicity-methods of determination and its role in medicinal chemistry, Acta Pol. Pharm -Drug Research, 70(1), 3-18 (2013)
  8. Gutman I., Ruscic B., Trinajstic N., and Wilcox Jr. C.F., Graph theory and molecular orbitals. XII. Acyclic Polyenes, J. Chem. Phys.,62(9), 3399-3405 (1975)
  9. Diudea M.V., Indices of reciprocal properties or Harary indices, J. Chem. Inf. Comput. Sci.,37(2), 292-299 (1997)
  10. Bonchev D., Information Theoretic indices for Characterization of Chemical Structures, Rsp-Wiley, Chicheter, (1983)
  11. Upadhyay S., Synthetic and Electrochemical studies on some biologically significant hetrocycles: Aziridines and Triazoles, Ph.D. Thesis, D.A.V.V. Indore (2007)
  12. Todeschini R., Cosonni V., Handbook of Molecular Descriptors,Wiley-VCH: Weinheim, (2000)
  13. N Trinajstic., Chemical Graph Theory,CRC Press: Boca Raton, Florida, (1992)
  14. Karelson M., Molecular Descriptors in QSAR/QSPR,John Wiley & Sons, New York (2000)
  15. Chaterjee S., Hadi A.S., Price B., Regression Analysis by Examples, Wiley, New York, 3rd Ed (2000)
  16. Nunez M.B., Maguna F.P., Okulik N.B. and Castro E.A., QSAR modeling of the MAO inhibitory activity of xanthones derivatives, Bioorg. Med. Chem. Lett.,14, 5611–5617 (2004)
  17. Karcher I.N. and Devllers J., Practical Applications of Quantitative Structure-Activity Relationships (QSAR) in Environmental Chemistry and Toxicology, Kluwer Acedemic, Dordrecht, 199018
  18. Diudea M.V., QSPR/QSAR Studies by Molecular Descriptors, Babes-Bolyai University, Cluj, Romania, 200019.Randic M., Comparative structure-property studies: Regressions using a single descriptor, Croat. Chem. Acta,66, 289-312 (1993)
  19. Pogliani L., Structure property relationships of amino acids and some dipeptides, Amino Acids, 141-153 (1994)
  20. Pogliani L., Modeling with Special Descriptors Derived from a Medium-Sized Set of Connectivity Indices, J. Phys. Chem., 100, 18065-18077 (1996)
  21. Srivastava A.K., A Pandey., Nath A., S Chaurasia., QSAR based modeling of inhibitory activity of alkenyldiarylmethane derivatives, J. Saudi Chem. Soc.,13 (3), 263–267 (2009)
  22. Bhagwat V.W., Khadikar P.V., Tiwari A., Solanki A., Choubey A., Neel Kamal, Manana P. and Lowlekar V., QSPR Evidences for Topological indices to mimic lipophilicity of Thia and Aza-Crown Ethers, Asian J. Chem.,21 (7), 5212-5220 (2009)
  23. Thakur A., Thakur M., Kakani N., Joshi A., Thakur S. and Gupta A., “Application of topological and physicochemical descriptors: QSAR study of phenylamino-acridine derivatives”, Arkivoc, xiv, 36-43 (2004)