Modelling the relation between the structure and physicochemical properties of organic compounds on the basis of optimal atomic parameters

New method for establishing the quantitative structure-property relationships of organic compounds represented as weighted molecular graphs is suggested. It is based on the selection of optimal weights of vertices of these graphs. Examples of application of this method are given.

structure-property models, weighted molecular graphs, sulfides, alkylphenols, alcohols, aqueous solubility, boiling point, retention indices.

1. Станкевич М.И., Станкевич И.В., Зефиров Н.С. Топологические индексы в органической химии // Успехи химии. 1988. Т. 57. С. 337–366.

2. Raevsky O.A. Molecular structure descriptors in the computer-aided design of biologically active compounds // Russ. Chem. Rev. 1999. V. 68. P. 505–524.

3. Randic M. On characterization of molecular branching // J. Am. Chem. Soc. 1975. V. 97. P. 6609–6615.

4. Kier L.B., Hall L.H. Molecular connectivity in structure-activity analisis. – N.Y.: Research Studies Press Ltd., John Wiley and Sons Inc., 1986. 262 р.

5. Kier L.B., Hall L.H. molecular connectivity in chemistry and drug research. – N.Y.: Academic Press, 1976. 257 р.

6. Zefirov N.S., Palyulin V.A. Fragmental approach in QSPR // J. Сhem. Inf. Comput. Sci. 2002. V. 42. P. 1112–1122.

7. Zefirov N.S., Palyulin V.A. QSAR for boiling points of «small» sulfides. Are the «high-quality structure-property-activity regressions» the real high quality QSAR models? // J. Chem. Inf. Comput. Sci. 2001. V. 41. P. 1022–1027.

8. Skvortsova M.I., Fedyaev K.S., Palyulin V.A., Zefirov N.S. Molecular design of chemical compounds with prescribed properties from QSAR models containing the Hosoya index // Internet Electronic J. Mol. Design. 2003. № 2. P. 70–85.

9. Randić M., Pompe M. The variable connectivity index 1cf versus the traditional molecular descriptors: A comparative study of 1cf against descriptors of CODESSA // J. Chem. Inform. Comput. Sci. 2001. V. 41. P. 631–638.