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Probing the Physicochemical Boundaries of Cell Permeability and Oral Bioavailability in Lipophilic Macrocycles Inspired by Natural Products.

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Title: Probing the Physicochemical Boundaries of Cell Permeability and Oral Bioavailability in Lipophilic Macrocycles Inspired by Natural Products.
Authors: Bockus AT; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States., Lexa KW; ‡Department of Pharmaceutical Chemistry, University of California- San Francisco, 1700 4th Street, San Francisco, California 94158, United States., Pye CR; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States., Kalgutkar AS; §Pharmacokinetics and Drug Metabolism, Pfizer Inc., Groton, Connecticut 06340, United States., Gardner JW; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States., Hund KC; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States., Hewitt WM; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States., Schwochert JA; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States., Glassey E; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States., Price DA; ∥Worldwide Medicinal Chemistry, Pfizer Inc., Groton, Connecticut 06340, United States., Mathiowetz AM; ∥Worldwide Medicinal Chemistry, Pfizer Inc., Groton, Connecticut 06340, United States., Liras S; ∥Worldwide Medicinal Chemistry, Pfizer Inc., Groton, Connecticut 06340, United States., Jacobson MP; ‡Department of Pharmaceutical Chemistry, University of California- San Francisco, 1700 4th Street, San Francisco, California 94158, United States., Lokey RS; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States.
Source: Journal of medicinal chemistry [J Med Chem] 2015 Jun 11; Vol. 58 (11), pp. 4581-9. Date of Electronic Publication: 2015 May 20.
Publication Type: Journal Article; Research Support, N.I.H., Extramural
Journal Info: Publisher: American Chemical Society Country of Publication: United States NLM ID: 9716531 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1520-4804 (Electronic) Linking ISSN: 00222623 NLM ISO Abbreviation: J Med Chem Subsets: MEDLINE
Database: MEDLINE Ultimate
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  Data: Probing the Physicochemical Boundaries of Cell Permeability and Oral Bioavailability in Lipophilic Macrocycles Inspired by Natural Products.
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  Data: <searchLink fieldCode="AU" term="%22Bockus+AT%22">Bockus AT</searchLink>; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States.<br /><searchLink fieldCode="AU" term="%22Lexa+KW%22">Lexa KW</searchLink>; ‡Department of Pharmaceutical Chemistry, University of California- San Francisco, 1700 4th Street, San Francisco, California 94158, United States.<br /><searchLink fieldCode="AU" term="%22Pye+CR%22">Pye CR</searchLink>; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States.<br /><searchLink fieldCode="AU" term="%22Kalgutkar+AS%22">Kalgutkar AS</searchLink>; §Pharmacokinetics and Drug Metabolism, Pfizer Inc., Groton, Connecticut 06340, United States.<br /><searchLink fieldCode="AU" term="%22Gardner+JW%22">Gardner JW</searchLink>; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States.<br /><searchLink fieldCode="AU" term="%22Hund+KC%22">Hund KC</searchLink>; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States.<br /><searchLink fieldCode="AU" term="%22Hewitt+WM%22">Hewitt WM</searchLink>; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States.<br /><searchLink fieldCode="AU" term="%22Schwochert+JA%22">Schwochert JA</searchLink>; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States.<br /><searchLink fieldCode="AU" term="%22Glassey+E%22">Glassey E</searchLink>; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States.<br /><searchLink fieldCode="AU" term="%22Price+DA%22">Price DA</searchLink>; ∥Worldwide Medicinal Chemistry, Pfizer Inc., Groton, Connecticut 06340, United States.<br /><searchLink fieldCode="AU" term="%22Mathiowetz+AM%22">Mathiowetz AM</searchLink>; ∥Worldwide Medicinal Chemistry, Pfizer Inc., Groton, Connecticut 06340, United States.<br /><searchLink fieldCode="AU" term="%22Liras+S%22">Liras S</searchLink>; ∥Worldwide Medicinal Chemistry, Pfizer Inc., Groton, Connecticut 06340, United States.<br /><searchLink fieldCode="AU" term="%22Jacobson+MP%22">Jacobson MP</searchLink>; ‡Department of Pharmaceutical Chemistry, University of California- San Francisco, 1700 4th Street, San Francisco, California 94158, United States.<br /><searchLink fieldCode="AU" term="%22Lokey+RS%22">Lokey RS</searchLink>; †Department of Chemistry and Biochemistry, University of California-Santa Cruz, 1156 High Street, Santa Cruz, California 95064, United States.
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  Data: <searchLink fieldCode="JN" term="%229716531%22">Journal of medicinal chemistry</searchLink> [J Med Chem] 2015 Jun 11; Vol. 58 (11), pp. 4581-9. <i>Date of Electronic Publication: </i>2015 May 20.
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  Data: <i>Publisher: </i><searchLink fieldCode="PB" term="%22American+Chemical+Society%22">American Chemical Society </searchLink><i>Country of Publication: </i>United States <i>NLM ID: </i>9716531 <i>Publication Model: </i>Print-Electronic <i>Cited Medium: </i>Internet <i>ISSN: </i>1520-4804 (Electronic) <i>Linking ISSN: </i><searchLink fieldCode="IS" term="%2200222623%22">00222623 </searchLink><i>NLM ISO Abbreviation: </i>J Med Chem <i>Subsets: </i>MEDLINE
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        Value: 10.1021/acs.jmedchem.5b00128
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              Text: 2015 Jun 11
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