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0029871029
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10144232120
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(a) Romines, K. R.; Morris, J.K.; Howe, W. J.; Tomich, P. K.; Horng, M.-M.; Chong, K.-T.; Hinshaw, R. R.; Anderson, D. J.; Strohbach, J. W.; Turner, S. R.; Mizsak, S. A. Cycloalkylpyranoncs and Cycloalkyldihydropyrones as HFV Protease Inhibitors: Exploring the Impact of Ring Size on Structure-Activity Relationships. J. Med. Chem. 1996, 39, 4125-4130.
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Mizsak, S.A.11
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0029909674
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(b) Thaisrivongs, S.; Skulnick, H. I.; Turner, S. R.; Strohbach, J. W.; Tommasi, R. A.; Johnson, P. D.; Aristoff, P. A.; Judge, T. M.; Gammill, R. B.; Morris, J. K.; Romines, K. R.; Chrusciel, R. A.; Hinshaw, R. R.; Chong, K.-T.; Tarpley, W. G.; Poppe, S. M.; Slade, D. E.; Lynn, J. C.; Homg, M.-M.; Tomich, P. K.; Seest, E. P.-, Dolak, L. A.; Howe, W. J.; Howard, G. M.; Schwende, F. J.; Toth, L. N.; Padbury, G. E.; Wilson, G. J.; Shiou, L.; Zipp, G. L.; Wilkinson, K. F.; Rush, B. D.; Ruwart, M. J.; Koeplinger, K. A.; Zhao, Z.; Cole, S.; Zaya, R. M.; Kakuk, T. J.; Janakiraman, M. N.; Watenpaugh, K. D. Structure-Based Design of HIV Protease Inhibitors: Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones as Nonpeptidic Inhibitors. J. Med. Chem. 1996,39, 4349-4353.
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Chrusciel, R.A.12
Hinshaw, R.R.13
Chong, K.-T.14
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Poppe, S.M.16
Slade, D.E.17
Lynn, J.C.18
Homg, M.-M.19
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Toth, L.N.24
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Kakuk, T.J.36
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more..
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17
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10544246488
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Structure-Based Design of HIV Protease Inhibitors: 5,6-Dihydro-4-hydroxy-2-pyrones as Effective, Nonpeptidic Inhibitors
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Thaisrivongs, S.; Romero, D. L.; Tommasi, R. A.; Janakiraman, M. N.; Strohbach, J. W.; Turner, S. R.; Biles, C.; Morge, R. R-; Johnson, P. D.; Aristoff, P. A.; Tomich, P. K; Lynn, J. C.; Horng, M.-M.; Chong, K.-T.; Hinshaw R. R.; Howe, W. J.; Finzel, B. C.; Watenpaugh, K. D. Structure-Based Design of HIV Protease Inhibitors: 5,6-Dihydro-4-hydroxy-2-pyrones as Effective, Nonpeptidic Inhibitors. J. Med. Chem. 1996, 39, 4630-4642.
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18
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33847481959
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SYBYL software (Versions 5 and 6) commercially available from Tripos, Inc., 1699 S Hanley Rd, St.Louis, MO 63144.
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SYBYL software (Versions 5 and 6) commercially available from Tripos, Inc., 1699 S Hanley Rd, St.Louis, MO 63144.
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A Novel Nonpeptide HIV-1 Protease Inhibitor: Elucidation of the Binding Mode and its Application in the Design of Related Analogs
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Lunney, E. A.; Hagen, S.E.; Domagala, J. M.; Humblet, C.; Kosinski, J.; Tait, B. D.; Warmus, J. S.; Wilson, M.; Ferguson, D.; Hupe, D.; Tummino, P. J.; Baldwin, E. T.; Bhat, T. N.; Liu, B.; Erickson, J. W. A Novel Nonpeptide HIV-1 Protease Inhibitor: Elucidation of the Binding Mode and its Application in the Design of Related Analogs. J. Med. Chem. 1994,37, 2664-2677.
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0021838171
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Jone deSoIms, S.; Giuliani, E.A.; Guare, J. P.; Vacca, J. P.; Sanders, W. M.; Graham, S. L.; Wiggins, J. M.; Darke, P. L.; Sigal, I. S.; Zugay, J. A.; Emini, E. A.; Schleif, W. A.; Quintero, J. C.; Anderson, P. S.; Huff, J. R. Design and Synthesis of HIV Protease Inhibitors. Variations of the Carboxy Terminus of the HIV Protease Inhibitor L-682,679. J. Med. Chem. 1991, 34, 2852-1857.
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0027234908
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Ghosh, A.; Thompson, W.; Holloway, M.; McKee, S.; Duong, T.; Lee, H.; Munson, P.; Smith, A.; Wai, J.; Darke, P.; Zugay, J.; Emini, E.; Schleif, W.; Huff, J.; Anderson, P.Potent HIV Protease Inhibitors: The Development of Tetrahydrofuranylglycines as Novel Pa-Ligands and Pyrazine Amides as Ps-Ligands. J. Med. Chem. 1993, 36, 2300-2310.
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33847470203
-
-
An X-ray cocrystal of 5-4-hydroxy-5-[(2-isopropyIphenyl)sulfanyl)6-oxo-2-phenyl-3,6-dihydro-2H-pyran- 2-yl]pentanoic acid with HIV-1 was obtained which indicated that the carboxylic acid of the inhibitor is sharing a proton with the Asp 30 side chain.
-
An X-ray cocrystal of 5-[4-hydroxy-5-[(2-isopropyIphenyl)sulfanyl)6-oxo-2-phenyl-3,6-dihydro-2H-pyran- 2-yl]pentanoic acid with HIV-1 was obtained which indicated that the carboxylic acid of the inhibitor is sharing a proton with the Asp 30 side chain.
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-
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28
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33847480811
-
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Unpublished results from these labs.
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Unpublished results from these labs.
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29
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0029942929
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HIV Protease Inhibitors: 3-(S-Benzyl substituted)-4-hydroxy-6-(phenyl substituted)-2/f-pyran-2-one with an Inverse Mode of Binding
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0028846290
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Vara Prasad, J. V.N.; Lunney, E. A.; Ferguson, D.; Tummino, P. J.; Rubin, J. R.; Reyner, E. R.; Stewart, B. H.; Guttendorf, R. J.; Domagala, J. M.; Suvorov, L. I.; Gulnik, S. V.; Topol, I. A.; Bhat, T. N.; Erickson, J. W. HIV Protease Inhibitors Possessing a Novel, High-Affinity, and Achiral P1VP2' Ligand with a Unique Pattern of In Vitro Resistance. Importance of a Conformationally-Restricted Template in the Design of Enzyme Inhibitors. J. Am. Chem. Soc. 1995, 117, 11070-11074.
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Reyner, E.R.6
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Domagala, J.M.9
Suvorov, L.I.10
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Topol, I.A.12
Bhat, T.N.13
Erickson, J.W.14
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31
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33847425438
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Protein Structure-Based Drug Design and Synthesis of Non-peptide HIV Protease Inhibitors
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Gajda, C.; Tait, B.; Hagen, S.; Tummino, P.; Ferguson, D.; Pavlovsky, A.; Rubin, J.; Lunney, E.Protein Structure-Based Drug Design and Synthesis of Non-peptide HIV Protease Inhibitors. 210thACS National Meeting, Chicago, IL, 1995.
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210thACS National Meeting, Chicago, IL
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Gajda, C.1
Tait, B.2
Hagen, S.3
Tummino, P.4
Ferguson, D.5
Pavlovsky, A.6
Rubin, J.7
Lunney, E.8
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32
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33847434008
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Unpublished results.
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Pavlovsky, A.; et al.Unpublished results.
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Pavlovsky, A.1
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Other groups have reported similar binding changes. Reich, S.H.; Melnick, M.; Davies, J. F.; Appelt, K; Lewis, K. K.; Fuhry, M. A.; Pino, M.; Trippe, A. J.; Nguyen, D.; Dawson, H.; VYu, B-W.; Musick, L.; Kosa, M.; Kahil, B.; Webber, S.; Gehlhaar, D. K.; Andrada, D.; Shetty, B. Protein Structure-Based Design of Potent Orally Bioavailable, Nonpeptide Inhibitors of Human Immunodeficiency. Proc. Natl. Acad. Sci. tJ.S-A. 1995,92,3298-3302.
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Reich, S.H.1
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Pino, M.7
Trippe, A.J.8
Nguyen, D.9
Dawson, H.10
Vyu, B.-W.11
Musick, L.12
Kosa, M.13
Kahil, B.14
Webber, S.15
Gehlhaar, D.K.16
Andrada, D.17
Shetty, B.18
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Manuscripts in preparation.
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