Prediction of Vapor Pressures of Hydrocarbons and Halohydrocarbons from Molecular Structure with a Computational Neural Network Model

Journal of Chemical Information and Computer Sciences

Volumn 39, Issue 6, 1999, Pages 1081-1089

  Goll, Eric S ^a   Jurs, Peter C ^a  

^a PENNSYLVANIA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001159624     PISSN: 00952338     EISSN: None     Source Type: Journal    
DOI: 10.1021/ci9900433     Document Type: Article

References (40)

1. Lyman, W. J.; Reehl, W. F.; Rosenblatt, D. H. Handbook of Chemical Property Estimation Methods; McGraw-Hill: New York, 1982.
2. Wessel, M. D.; Jurs, P. C. Prediction of Normal Boiling Points for a Diverse Set of Industrially Important Organic Compounds from Molecular Structure. J. Chem. Inf. Comput. Sci. 1995, 35, 841-850.
3. Katritzky, A. R.; Lobanov, V. S.; Karelson, M. Normal Boiling Points for Organic Compounds: Correlation and Prediction by a Quantitative Structure-Property Relationship. J. Chem. Inf. Comput. Sci. 1998, 38, 28-41.
4. Sutter, J. M.; Peterson, T. A.; Jurs, P. C. Prediction of Gas Chromatographic Relative Retention Times of Alkylbenzenes. Anal. Chim. Acta 1997, 342, 113-122.
5. Katritzky, A. R.; Ignatchenko, E. S.; Barcock, R. A.; Lobanov, V. S. Prediction of Gas Chromatographic Retention Times and Response Factors Using a General Quantitative Structure-Property Relationship Treatment. Anal. Chem. 1994, 66, 1799-1807.
6. Sutter, J. M.; Jurs, P. C. Prediction of Aqueous Solubility for a Diverse Set of Heteroatom-Containing Organic Compounds Using a Quantitative Structure-Property Relationship. J. Chem. Inf. Comput. Sci. 1996, 36, 100-107.
7. Mitchell, B. E.; Jurs, P. C. Prediction of Aqueous Solubility of Organic Compounds from Molecular Structure. J. Chem. Inf. Comput. Sci. 1998, 38, 489-496.
8. Engelhardt, H. L.; Jurs, P. C. Prediction of Supercritical Carbon Dioxide Solubility of Organic Compounds from Molecular Structure. J. Chem. Inf. Comput. Sci. 1997, 37, 478-484.
9. Burkhard, L. P.; Andren, A. W.; Armstrong, D. E. Estimation of Vapor Pressures for Polychlorinated Biphenyls: A comparison of Eleven Predictive Methods. Environ. Sci. Technol. 1985, 19, 500-507.
10. Mackay, D.; Bobra, A.; Chand, D. W.; Shiu, W. Y. Vapor Pressure Correlations for Low-Volatility Environmental Compounds. Environ. Sci. Technol. 1982, 16, 645-649.
11. Stuper, A. J.; Brugger, W. E.; Jurs, P. C. Computer-Assisted Studies of Chemical Structure and Biological Function; Wiley: New York, 1979.
12. Jurs, P. C.; Chou, J. T.; Yuan, M. In Computer-Assisted Drug Design; Olson, E. C., Christoffersen, R. E., Eds.; The American Chemical Society: Washington, D.C., 1979; pp 103-129.
13. Stewart, J. P. P. MOPAC 6.0, Quantum Chemistry Program Exchange; Indiana University, Bloomington, IN, Program 455.
14. Stewart, J. P. P. MOPAC: A Semiempirical Molecular Orbital Program. J. Comput.-Aided Mol. Des. 1990, 4, 1-105.
15. Kier, L. B. A Shape Index from Molecular Graphs. Quant. Struct.-Act. Relat. Pharmacol., Chem. Biol. 1985, 4, 109-116.
16. Kier, L. B. Shape Indices for Orders One and Three from Molecular Graphs. Quant. Struct.-Act. Relat. Pharmacol., Chem. Biol. 1986, 5, 1-7.
17. Kier, L. B. Distinguishing Atom Differences in Molecular Graph Shape Index. Quant. Struct.-Act. Relat. Pharmacol., Chem. Biol. 1986, 5, 7-12.
18. Randic, M.; Brissey, G. M.; Spencer, R. B.; Wilkins C. L. Search for All Self-Avoiding Paths for Molecular Graphs. Comput. Chem. 1979, 3, 5-13.
19. Weiner, H. Structural Determination of Paraffin Boiling Points. J. Am. Chem. Soc. 1947, 69, 17-20.
20. Mitchell, B. Ph.D. Thesis, Penn State, 1997.
21. Liu, S.; Cao, C.; Li, Z. Approach to Estimation and Prediction for Normal Boiling Point (NBP) of Alkanes Based on a Novel Molecular Distance-Edge (MDE) Vector, λ. J. Chem. Inf. Comput. Sci. 1998, 38, 387-394.
22. Kier, L. B.; Hall, L. H.; Murray, W. J.; Randic, M. Molecular Connectivity I: Relationship to Nonspecific Local Anesthesia. J. Pharm. Sci. 1975, 64, 1971-1974.
23. Kier, L. B.; Hall, L. H.; Molecular Connectivity VII: Specific Treatment to Heteroatoms. J. Pharm. Sci. 1976, 65, 1806-1809.
24. Randic, M. On Molecular Identification Numbers. J. Chem. Inf. Comput. Sci. 1984, 24, 164-175.
25. Kier, L. B.; Hall, L. H. Molecular Connectivity in Chemistry and Drug Research; Academic Press: New York, 1976.
26. Kier, L. B.; Hall, L. H. Molecular Connectivity in Structure-Activity Analysis; Research Studies Press Ltd., John Wiley & Sons: New York, 1986; pp 18-20.
27. Balaban, A. T. Highly Discriminating Distance-Based Topological Index. Chem. Phys. Lett. 1982, 89, 399-404.
28. Goldstein, H. Classical Mechanics; Addison-Wesley: Reading, MA, 1950; pp 144-156.
29. Katritzky, A. R.; Mu, L.; Lobanov, V. S.; Karelson, M. Correlation of Boiling Points with Molecular Structure. 1. A Training Set of 298 Diverse Organics and a Test Set of 9 Simple Organics. J. Phys. Chem. 1996, 100, 10400-10407.
30. Stouch, T. R.; Jurs, P. C. A Simple Method for the Representation, Quantification, and Comparison of the Volumes and Shapes of Chemical Compounds. J. Chem. Inf. Comput. Sci. 1986, 26, 4-12.
31. Rohrbaugh, R. H.; Jurs, P. C. Molecular Shape and the Prediction of High-Performance Liquid Chromatographic Retention Indexes of Polycyclic Aromatic Hydrocarbons. Anal. Chem. 1987, 59, 1048.
32. Pearlman, R. S. Molecular Surface Area and Volumes and Their Use in Structure/Activity Relationships. In Physical Chemical Properties of Drugs; Yalkowsky, S. H., Sinkula, A. A., Valvani, S. C., Eds.; Marcel Dekker: New York, 1980; Chapter 10.
33. Abraham, R. J.; Smith, P. E. Charge Calculations in Molecular Mechanics IV: A General Method for Conjugated Systems. J. Comput. Chem. 1987, 9, 288-297.
34. Dixon, S. L.; Jurs, P. C. Atomic Charge Calculations for Quantitative Structure-Property Relationships. J. Comput. Chem. 1992, 13, 492-504.
35. Stanton, D. T.; Jurs, P. C. Development and Use of Charged Partial Surface Area Structural Descriptors in Computer-Assisted Quantitative Structure-Property Relationship Studies. Anal. Chem. 1990, 62, 2323-2329.
36. Topliss, J. G.; Edwards, R. P. Chance Factors in Studies of Quantitative Structure-Activity Relationships. J. Med. Chem. 1979, 22, 1238.
37. Luke, B. T. Evolutionary Programming Applied to the Development of Quantitative Structure-Activity Relationships and Quantitative Structure-Property Relationships. J. Chem. Inf. Comput. Sci. 1994, 34, 1279-1287.
38. Sutter, J. M.; Dixon, S. L.; Jurs, P. C. Automated Descriptor Selection for Quantitative Structure-Activity Relationships Using Generalized Simulated Annealing. J. Chem. Inf. Comput. Sci. 1995, 35, 77-84.
39. Liang, C.; Gallagher, D. A. QSPR Prediction of Vapor Pressure from Solely Theoretically-Derived Descriptors. J. Chem. Inf. Comput. Sci. 1998, 38, 321-324.
40. Katritzky, A. R.; Wang, Y.; Sild, S.; Tamm, T.; Karelson, M. QSPR Studies on Vapor Pressure, Aqueous Solubility, and the Prediction of Water-Air Partition Coefficients. J. Chem. Inf. Comput. Sci. 1998, 38, 720-725.