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HYDROGEN BOND DESCRIPTORS FOR USE IN DRUG DESIGN: HYDROXAMIC ACIDS

Veenu Verma

Vol. 3, Issue 1, Jan-Jun 2017

Abstract:

Hydrogen bond is important parameters in chemistry, biology and material science. The hydrogen bond is most important kind of molecular interaction, which influences the drug solubility, bodily transport and docking to active sites. The hydroxamic acid functionality –NOH.C=O, is the outstanding chemical feature of these molecules and is responsible for their biological and medicinal properties. The partition coefficient of five hydroxamic acids have been measured in octanol-water P(O/W) and chloroform-water, P(Cl/W) systems using shake-flask method. The log P(O/W) and log P(Cl/W) are found in the range 0.3916 to 0.7224 and 0.1284 to 0.5460, respectively. The hydrogen bond descriptors are also computed from the lipophilicity data. The values obtained for hydrogen bond donor acidity are in the range 0.6732 to 1.0189 and hydrogen bond acceptor basicity is in the range 2.4054 to 3.0718. Based on these data determined, hydroxamic acids prove to be drug like molecules as proposed by Lipinski et al in the rule of five.

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