Estimation of molecular linear free energy relation descriptors using a group contribution approach

Journal of Chemical Information and Computer Sciences

Volumn 39, Issue 5, 1999, Pages 835-845

  Platts, James A ^a   Butina, Darko ^b   Abraham, Michael H ^a   Hersey, Anne ^a,b  

^a UNIVERSITY COLLEGE LONDON   (United Kingdom)

^b GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0040524262     PISSN: 00952338     EISSN: None     Source Type: Journal    
DOI: 10.1021/ci980339t     Document Type: Article

References (14)

1. Abraham, M. H. Scales of Solute Hydrogen Bonding-Their Construction and Application to Physicochemical and Biochemical Processes. Chem. Soc. Rev., 1993, 22, 73-83.
2. Abraham, M. H.; McGowan, J. C. The Use of Characteristic Volumes to Measure Cavity Terms in Reversed Phase Liquid Chromatography. Chromatographia 1987, 23, 243-246.
3. Abraham, M. H.; Andonian-Haftavan, J.; Whiting, G. S.; Leo, A. J.; Taft, R. W. Hydrogen bonding. Part 34. The factors that influence the solubility of gases and vapours in water at 298 K, and a new method for its determination. J. Chem. Soc., Perkin Trans. 2 1994, 1777-1791.
4. Abraham, M. H.; Platts, J. A.; Hersey, A.; Leo, A. J.; Taft, R. W. The correlation and estimation of gas-chloroform and water-chloroform partition coefficients by an LFER method. Submitted for publication in J. Pharm. Sci.
5. Abraham, M. H.; Chadha, H. Application of a Solvation Equation to Drug Transport Properties. In Lipophilicity in Drug Action and Toxicology; Pliska, V., Testa, B., van de Waterbeemd, H., Eds.; VCH: Weinheim, Germany, 1996; and references cited therein.
6. Abraham, M. H.; Whiting, G. S.; Doherty, R. M.; Shuely, W. J. Hydrogen Bonding. Part 13. A New Method for the Characterization of GLC Stationary Phases-The Laffort Data Set. J. Chem. Soc., Perkin Trans. 2 1990, 1451-1460.
7. Havelec, P.; Sevcik, J. G. K. Extended Addivity Model of Parameter log(L16). J. Phys. Chem. Ref. Data 1996, 25, 1483-1493.
8. H. J. Chem. Inf. Comput. Sci. 1997, 37, 338-342.
9. Klopman, G.; Li, J.-Y.; Wang, S.; Dimayuga, M. Computer Automated log P Calculations Based on an Extended Group Contribution Approach. J. Chem. Inf. Comput. Sci. 1994, 34, 752-781.
10. Klopman, G.; Wang, S.; Balthasar, D. M. Estimation of Aqueous Solubility of Organic Molecules by the Group Contribution Approach. Application to the Study of Biodegradation. J. Chem. Inf. Comput. Sci. 1992, 32, 474-482.
11. Viswanadhan, V. N.; Ghose, A. K.; Revankar, G. R.; Robins, R. K. Atomic Physiochemical Parameters for Three-Dimensional Structure Directed Quantitative Structure-Activity Relationships. 4. Additional Parameters for Hydrophobic and Dispersive Interactions and Their Application for an Automated Superposition of Certain Naturally Occurring Nucleoside Antibiotics. J. Chem. Inf. Comput. Sci. 1989, 29, 163-172.
12. Profile53: molecular profiling program originally written by J. Bradshaw; C implementation by P. Johnson; second generation, including external SMARTS definitions by D. Butina. Glaxo Wellcome: private communication.
13. Weininger, D. SMILES, A chemical language and information system. 1. Introduction to methodology and encoding rules. J. Chem. Inf. Comput. Sci. 1988, 28, 31-36.
14. Abraham, M. H., Whiting, G. S.; Carr, P. W.; Ouyang, H. Hydrogen bonding. Part 45. The solubility of gases and vapours in methanol at 298 K: An LFER study. J. Chem. Soc., Perkin Trans. 2 1998, 1385-1390.