Journal of medicinal chemistry

Intramolecular hydrogen bonding in medicinal chemistry

B Kuhn, P Mohr, M Stahl

Index: Kuhn, Bernd; Mohr, Peter; Stahl, Martin Journal of Medicinal Chemistry, 2010 , vol. 53, # 6 p. 2601 - 2611

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Citation Number: 202

Abstract

The formation of intramolecular hydrogen bonds has a very pronounced effect on molecular structure and properties. We study both aspects in detail with the aim of enabling a more rational use of this class of interactions in medicinal chemistry. On the basis of exhaustive searches in crystal structure databases, we derive propensities for intramolecular hydrogen bond formation of five-to eight-membered ring systems of relevance in drug discovery. A ...