This article is part of the supplement: 3rd German Conference on Chemoinformatics: 21. CIC-Workshop .

Poster presentation

Calculation of lipophilicity for Pt(II) complexes: experimental comparison of several methods

Igor V Tetko¹, I Jaroszewicz², J Platts³ and J Kuduk-Jaworska²

¹  GSF - National Research Centre for Environment and Health, Institute for Bioinformatics, Ingolstaedter Landstrasse 1, D-85764 Neuherberg, Germany

²  Wroclaw, Poland

³  Cardiff, UK

corresponding author email

from 3rd German Conference on Chemoinformatics
Goslar, Germany. 11-13 November 2007

Chemistry Central Journal 2008, 2(Suppl 1):P13doi:10.1186/1752-153X-2-S1-P13

The electronic version of this abstract is the complete one and can be found online at: http://www.journal.chemistrycentral.com/content/2/S1/P13

Published:

26 March 2008

© 2008 Tetko et al.

Poster presentation

Platinum containing compounds are promising antitumor agents, but must enter cells before reaching their main biological target, namely DNA. Their distribution within the body, and hence their activity is to a large extent determined by their lipophilicity, thus there is a strong interest to develop computational methods to predict this important property. This study analyses accuracy of five methods, namely ALOGPS [1], KOWWIN [2], CLOGP [3] and two quantum chemical approaches [4,5], to predict octanol/water partition coefficients (logP) for sets of 43 and 12 Pt(II) complexes, collected from the literature and measured by the authors, respectively. Fragment-based methods for logP estimation give generally poor results due to lack of suitable values for metal-containing fragments. However, the ALOGPS program can be extended with data from the first set in LIBRARY mode [6,7], and in this way resulted in the highest prediction ability for the measured molecules. The program was also able to correctly predict errors in calculated logP values for new molecules using the algorithm described in [8].

References

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2. Meylan WM, Howard PH: Atom/fragment contribution method for estimating octanol-water partition coefficients.

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6. Tetko IV, Poda GI: Application of ALOGPS 2.1 to predict log d distribution coefficient for Pfizer proprietary compounds.

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7. Tetko IV, Bruneau P: Application of ALOGPS to predict 1-octanol/water distribution coefficients, logP, and logD, of astrazeneca in-house database.

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8. Tetko IV, Bruneau P, Rohrer DC, Poda GI: Can we estimate the accuracy of adme-tox predictions?

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