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Privileged substructures are of potentially great importance in medicinal chemistry. These scaffolds are characterized by their ability to promiscuously bind to a multitude of receptors through a variety of favorable characteristics. This may include presentation of their substituents in a spatially defined manner and perhaps also the ability to directly bind to the receptor itself, as well as exhibiting promising characteristics to aid bioavailability of the overall molecule. It is believed that some privileged substructures achieve this through the mimicry of common protein surface elements that are responsible for binding, such as β- and gamma;-turns. As a result, these structures represent a promising means by which new lead compounds may be identified.
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Douglas A. Horton
Gregory T. Bourne
Mark L. Smythe
Chemical Reviews
The University of Queensland
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Horton et al. (Sat,) studied this question.
www.synapsesocial.com/papers/6a01b1251adb974501caf1a5 — DOI: https://doi.org/10.1021/cr020033s