4-hydroxy-5,6-dihydro-2H-pyran-2-ones.3. Bicyclic and hetero-aromatic ring systems as 3-position scaffolds to bind to S1' and S2' of the HIV-1 protease enzyme

5,6-Dihydro-2H-pyran-2-ones are potent inhibitors of HIV-1 protease, which bind to the S1, S2, S1', and S2' pockets and have a unique binding mode with the catalytic aspartyl groups and the flap region of the enzyme. Efforts to explore 3-position heterocyclic scaffolds that bind to the S1&...

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Bibliographic Details
Published inBioorganic & medicinal chemistry letters Vol. 9; no. 14; p. 2019
Main Authors Ellsworth, E L, Domagala, J, Prasad, J V, Hagen, S, Ferguson, D, Holler, T, Hupe, D, Graham, N, Nouhan, C, Tummino, P J, Zeikus, G, Lunney, E A
Format Journal Article
LanguageEnglish
Published England 19.07.1999
Subjects
Binding Sites
Computer Simulation
Drug Design
HIV Protease - chemistry
HIV Protease - metabolism
HIV Protease Inhibitors - chemistry
HIV Protease Inhibitors - metabolism
HIV Protease Inhibitors - pharmacology
Hydrocarbons, Aromatic - chemistry
Hydrogen-Ion Concentration
Inhibitory Concentration 50
Models, Molecular
Molecular Structure
Pyrones - chemical synthesis
Pyrones - metabolism
Pyrones - pharmacology
Software
Structure-Activity Relationship
Sugar Alcohols - metabolism
Valine - analogs & derivatives
Valine - metabolism
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Summary:5,6-Dihydro-2H-pyran-2-ones are potent inhibitors of HIV-1 protease, which bind to the S1, S2, S1', and S2' pockets and have a unique binding mode with the catalytic aspartyl groups and the flap region of the enzyme. Efforts to explore 3-position heterocyclic scaffolds that bind to the S1' and S2' pockets have provided a number of selected analogs that display high HIV-1 protease inhibitory activity. reserved.
ISSN:0960-894X