Original scientific paper

Experimental and Calculation Procedures for Molecular Lipophilicity: A Comparative Study for 3,3'-(2-Methoxybenzylidene)bis(4-hydroxycoumarin)

Marica Medić-Šarić ; Department of Pharmaceutical Chemistry, Faculty of Pharmacy and Biochemistry, University of Zagreb, A. Kovačića 1, 10000 Zagreb, Croatia
Ana Mornar ; Department of Pharmaceutical Chemistry, Faculty of Pharmacy and Biochemistry, University of Zagreb, A. Kovačića 1, 10000 Zagreb, Croatia
Tanja Badovinac-Črnjević ; Department of Oncology, Clinical Center »Rebro«, Kišpatićeva 12, 10000 Zagreb, Croatia
Ivona Jasprica ; Department of Pharmaceutical Chemistry, Faculty of Pharmacy and Biochemistry, University of Zagreb, A. Kovačića 1, 10000 Zagreb, Croatia

Abstract

In our work, the log P value for 3,3'-(2-methoxybenzylidene)bis(4-hydroxycoumarin) (MBbisHC) was experimentally determined (»shake-flask« method) and calculated using six different computer programs: HyperChem 7.0 (based on atom contributions), XLOGP (based on atom contributions), KowWin (based on atom/fragment contributions), CLOGP (based on fragmental contributions), ALOGPS 2.1 (based on atom-type electrotopological-state indices and neural network modeling), and IA logP (based on atom-type electrotopological-state indices and neural network modeling). The experimental and calculated log P values were correlated. The best result was achieved using the HyperChem 7.0 program, which resulted in a nearly perfect agreement between the experimentally observed and calculated log P values.

Keywords

lipophilicity; 3,3'-(2-methoxybenzylidene)-bis(4-hydroxycoumarin); MBbisHC; HIV-integrase

Hrčak ID:

102729

URI

https://hrcak.srce.hr/102729

Publication date:

31.5.2004.

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