Impact of stereospecific intramolecular hydrogen bonding on cell permeability and physicochemical properties

Journal of Medicinal Chemistry

Volumn 57, Issue 6, 2014, Pages 2746-2754

  Over, Björn ^a   McCarren, Patrick ^b   Artursson, Per ^c   Foley, Michael ^b,e   Giordanetto, Fabrizio ^d   Grönberg, Gunnar ^a   Hilgendorf, Constanze ^a   Lee, Maurice D ^b   Matsson, Pär ^c   Muncipinto, Giovanni ^b   Pellisson, Mélanie ^b,f   Perry, Matthew W D ^a   Svensson, Richard ^c   Duvall, Jeremy R ^b   Kihlberg, Jan ^c  

^a ASTRAZENECA R AND D   (Sweden)

^b BROAD INSTITUTE OF MIT AND HARVARD   (United States)

^c UPPSALA UNIVERSITY   (Sweden)

^d Taros Chemicals GmbH and Co KG   (Germany)

^e Tri Institutional Therapeutics Discovery Institute Inc   (United States)

^f EPFL   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIPARASITIC AGENT; TRYPANOSOMA CRUZI GROWTH INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; CELL MEMBRANE PERMEABILITY; CELL STRAIN CACO 2; DRUG PENETRATION; DRUG SOLUBILITY; DRUG STRUCTURE; HYDROGEN BOND; IN VITRO STUDY; LIPOPHILICITY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHYSICAL CHEMISTRY; STEREOISOMERISM; STEREOSPECIFICITY; STRUCTURE ACTIVITY RELATION; TRYPANOSOMA CRUZI;

ALGORITHMS; ANIMALS; CACO-2 CELLS; CELL MEMBRANE PERMEABILITY; COMPUTATIONAL BIOLOGY; DRUG DESIGN; HUMANS; HYDROGEN BONDING; HYDROGEN-ION CONCENTRATION; KINETICS; LIPIDS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; SMALL MOLECULE LIBRARIES; SOLUBILITY; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; TRYPANOSOMA CRUZI;

EID: 84897379530     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm500059t     Document Type: Article

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