Atazanavir (structure below) is an orally delivered AIDS-drug which works as nhibitor for the HIV aspartyl protease. OH Meo, OMe `Ph Atazanavir Draw the high energy intermediate of an aspartyl protease-catalysed cleavage of the amide bond in the peptide R1-CO-NH-R?. How well does Atazanavir follow the Lipinski's rules of five (log P 4.5)?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter26: Biomolecules: Amino Acids, Peptides, And Proteins
Section26.SE: Something Extra
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3. Atazanavir (structure below) is an orally delivered AIDS-drug which works as an
inhibitor for the HIV aspartyl protease.
OH
Meo.
.N.
N.
OMe
`Ph
Atazanavir
i)
Draw the high energy intermediate of an aspartyl protease-catalysed
cleavage of the amide bond in the peptide R1-CO-NH-R?.
ii)
How well does Atazanavir follow the Lipinski's rules of five (log P 4.5)?
IZ
IZ
Transcribed Image Text:3. Atazanavir (structure below) is an orally delivered AIDS-drug which works as an inhibitor for the HIV aspartyl protease. OH Meo. .N. N. OMe `Ph Atazanavir i) Draw the high energy intermediate of an aspartyl protease-catalysed cleavage of the amide bond in the peptide R1-CO-NH-R?. ii) How well does Atazanavir follow the Lipinski's rules of five (log P 4.5)? IZ IZ
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