QSPR study on the estimation of solubility of drug-like organic compounds: A case of barbiturates

Chemical Biology and Drug Design

Volumn 74, Issue 2, 2009, Pages 190-195

  Louis, Bruno ^a   Singh, Jyoti ^b   Shaik, Basheerulla ^b   Agrawal, Vijay K ^b   Khadikar, Padmakar V ^c  

^a SULTAN QABOOS UNIVERSITY HOSPITAL   (Oman)

^b A P S UNIVERSITY   (India)

^c Laxmi Pest and Fumigation Pvt Ltd   (India)

Author keywords

Aqueous; Barbiturates; Ncss; QSPR model; Regression analysis; Solubility; Spss; Topological indices

Indexed keywords

BARBITURIC ACID DERIVATIVE; ORGANIC COMPOUND;

ARTICLE; DRUG INFORMATION; DRUG SOLUBILITY; MOLECULAR MODEL; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE PROPERTY RELATION; VALIDATION STUDY;

ALGORITHMS; BARBITURATES; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; REGRESSION ANALYSIS; SOLUBILITY;

EID: 67651249911     PISSN: 17470277     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1747-0285.2009.00844.x     Document Type: Article

References (28)

1. Standberg F. (1951) Anaesthetic properties of some new N-substituted and N,N′-disubstituted derivatives of 5,5-diallyl-barbituric acid. Acta Physiol Scand 24 : 7 26.
2. Yalkowsky S.H., Banerjee S. (1992) Aqueous Solubility: Method of Estimation for Organic Compounds. New York : Marcel Dekker p. 264 274.
3. Yalkowsky S.H., Valvnni S.L. (1988) Solubility and partitioning I: solubility of nonelectrolytes in water. J Pharm Sci 69 : 912 922.
4. Pankerd R.J., Mckeown R.H. (1994) Physico-chemical properties of barbituric acid derivatives: IV. Solubilities of 5,5-disubstituted barbituric acids in water. Int J Pharm 112 : 1 15.
5. Morelock M.M., Choi L.L., Bell G.L., Wright J.L. (1994) Estimation and correlation of drug water solubility with pharmacological parameters required for biological activity. J Pharm Sci 83 : 948 952.
6. Isnard P., Lambert S. (1989) Aqueous solubility and n-octanol/water partition coefficient correlations. Chemosphere 18 : 1837 1853.
7. Suzuki T. (1991) Development of an automatic estimation system for both the partition coefficient and aqueous solubility. J Comput Aided Mol Des 5 : 149 166.
8. Klopman G., Wang S., Balthasar D.M. (1992) Estimation of aqueous solubility of organic molecules by the group contribution approach. Application to the study of biodegradation. J Chem Inf Comput Sci 32 : 474 482.
9. Patil G.S. (1991) Correlation of aqueous solubility and octanol-water partition coefficient based on molecular structure. Chemosphere 22 : 723 738.
10. Patil G.S. (1994) Prediction of aqueous solubility and octanol-water partition coefficient for pesticides based on their molecular structure. J Hazard Mater 36 : 35 43.
11. Slutter J.M., Jurs P.C. (1996) Prediction of aqueous solubility for a diverse set of heteroatom-containing organic compounds using a quantitative structure property relationship. J Chem Inf Comput Sci 36 : 100 107.
12. Nelson T.M., Jurs P.C. (1994) Prediction of aqueous solubility of organic compounds. J Chem Inf Comput Sci 34 : 601 609.
13. Bodor N., Harget A., Huang M.J. (1991) Neural network studies. 1. Estimation of the aqueous solubility of organic compounds. J Am Chem Soc 113 : 9480 9483.
14. Bodor N., Huang M.J. (1992) A new method for the estimation of the aqueous solubility of organic compounds. J Pharm Sci 81 : 954 960.
15. Chaterjee S., Hadi A.S., Price B. (2000) Regression Analysis by Examples, 3rd Edn. New York : Wiley Interscience.
16. Rytting E., Lentz K.A., Chen X.Q., Qian F., Venkatesh S. (2005) Aqueous and cosolvent solubility data for drug-like organic compounds. AAPS J 7 : E 78.
17. Wiener H. (1947) Structural determination of paraffin boiling points. J Am Chem Soc 69 : 17 20.
18. Khadikar P.V., Deshpande N.V., Kale P.P., Dobrynin A., Gutman I., Domotor G. (1995) The Szeged index and an analogy with the Wiener index. J Chem Inf Comput. Sci 35 : 547 550.
19. Gutman I. (1994) A formula for the Wiener number of trees and its extension to graphs containing cycles. Graph Theory Notes N Y 27 : 9 15.
20. Todeschini R., Consonni V. (2000) Handbook of Molecular Descriptors. Weinheim : Wiley-VCH.
21. Basak S.C., Roy A.B., Ghosh J.J. (1979) Study of the structure function relationship of pharmacological and toxicological agents using information theory. In : Avula X.J.R., Bellman R., Luke Y.L., Rigler A.K., editors. Proceedings of the Second International Conference on Mathematical Modelling. Rolla, MO : University of Missouri-Rolla p. 851 856.
22. Kier L.B., Hall L.H. (1986) Molecular Connectivity in Structure-Activity Relationship. New York : Wiley.
23. Balaban A.T. (1982) Highly discriminating distance-based topological index. Chem Phys Lett 89 : 399 404.
24. Randic M. (1975) Characterization of molecular branching. J Am Chem Soc 97 : 6609 6615.
25. Randic M. (1998) On characterization of molecular attributes. Acta Chim Slov 45 : 239 252.
26. Randic M. (1997) On characterization of chemical structure. J Chem Inf Comput Sci 37 : 672 687.
27. Pogliani L. (1994) Structure property relationships of amino acids and some dipeptides. Amino Acids 6 : 141 153.
28. Pogliani L. (1996) Modeling with special descriptors derived from a medium-sized set of connectivity indices. J Phys Chem 100 : 18065 18077.