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Volumn 53, Issue 2, 2010, Pages 607-615

HIV-1 protease inhibitors with a transition-state mimic comprising a tertiary alcohol: Improved antiviral activity in cells

Author keywords

[No Author keywords available]

Indexed keywords

ATAZANAVIR; DARUNAVIR; INDINAVIR; LOPINAVIR; PROTEINASE INHIBITOR; RITONAVIR; SAQUINAVIR;

EID: 77249160713     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm901165g     Document Type: Article
Times cited : (35)

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    • 19 and 21 were kindly supplied by Dr
    • Department of Medicinal Chemistry, Uppsala University, Sweden
    • Hydrazides 19 and 21 were kindly supplied by Dr. Kristina Orrling, Department of Medicinal Chemistry, Uppsala University, Sweden.
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    • Hydrazides1
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    • The alpha-methyl group of Val 182 (Figure 4) has a distance of 3.8 Å to one of the ortho, 3.8 Å to the meta and 3.9 Å to the para carbon of the inhibitor benzyl group.
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    • The beta-methyl group of Val182 (Figure 4) has a distance of 5.1 Å to the ortho, 4.3 and 4.4 Å to the meta positions, and 3.9 Å to the para position of the inhibitor benzyl group.
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    • The methyl group of mutant Thr182 (Figure 4) has a distance of 4.0 Å to the ipso, 3.8 Å to the ortho, 3.7Å to the meta, and 3.8 Å to the para carbon. The distance to the hydroxy oxygen is 5.7 Å for the ortho, 5.1 Å for the meta, and 5.0 Å for the para carbon of the inhibitor benzyl group.
    • The methyl group of mutant Thr182 (Figure 4) has a distance of 4.0 Å to the ipso, 3.8 Å to the ortho, 3.7Å to the meta, and 3.8 Å to the para carbon. The distance to the hydroxy oxygen is 5.7 Å for the ortho, 5.1 Å for the meta, and 5.0 Å for the para carbon of the inhibitor benzyl group.
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