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16 April 2024

» pubmed » pmid8278812

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Rational design of potent, bioavailable, nonpeptide cyclic ureas as HIV protease inhibitors
P Y Lam ; P K Jadhav ; C J Eyermann ; C N Hodge ; Y Ru ; L T Bacheler ; J L Meek ; M J Otto ; M M Rayner ; Y N Wong ;
Date:	21 Jan 1994
Journal:	Science, 263 (5145), 380-4
Abstract:	Mechanistic information and structure-based design methods have been used to design a series of nonpeptide cyclic ureas that are potent inhibitors of human immunodeficiency virus (HIV) protease and HIV replication. A fundamental feature of these inhibitors is the cyclic urea carbonyl oxygen that mimics the hydrogen-bonding features of a key structural water molecule. The success of the design in both displacing and mimicking the structural water molecule was confirmed by x-ray crystallographic studies. Highly selective, preorganized inhibitors with relatively low molecular weight and high oral bioavailability were synthesized.
Source:	PubMed, pmid8278812
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