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Internet Electronic Journal of Molecular Design - IEJMD, ISSN 1538-6414, CODEN IEJMAT
| ABSTRACT - Internet Electron. J. Mol. Des. March 2003, Volume 2, Number 3, 137-159 |
Compound Similarity Used in Solvent-Solute Interaction Modeling
Guido Sello
Internet Electron. J. Mol. Des. 2003, 2, 137-159
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Abstract:
Solvent-solute interactions greatly influence the behavior of
compounds. In chemical reactivity the solvent should favor
the desired reaction disfavoring competitive reactions and
enhancing reaction rate. In biological activity the
ubiquitous presence of water, as the solvent, in contrast to
the lipidic composition of many tissues, affects many
macroscopic results, such as compound delivery or
excretion. The possibility of modeling such interactions can
reduce experiments and permit better understanding of
compound activity. In recent years, we introduced a novel
approach for the prediction of the best solvent in a synthetic
reaction. We generally applied the principle of similarity in
solvation, i.e. we calculated an approximate similarity
between reactants, transition states and solvent molecules.
We are now proposing an extension of this concept to the
general evaluation of the interactions between organic
compounds and solvents. The model has been applied to
three sets of compounds in order to predict or understand
the solvent role in their biological behavior. The results
show that modeling solvation using structure similarity can
represent an alternative to classical descriptors, also giving
an insight into solvation at molecular level.
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