Exploring S1 plasticity and probing S1′ subsite of mammalian aminopeptidase N/CD13 with highly potent and selective aminobenzosuberone inhibitors

Bioorganic and Medicinal Chemistry

Volumn 23, Issue 13, 2015, Pages 3192-3207

  Revelant, Germain ^a   Al Lakkis Wehbe, Mira ^a   Schmitt, Marjorie ^b   Alavi, Sarah ^a   Schmitt, Céline ^a   Roux, Lionel ^a   Al Masri, Mounir ^a   Schifano Faux, Nadège ^a   Maiereanu, Carmen ^a   Tarnus, Céline ^a   Albrecht, Sébastien ^a  

^a UNIVERSITÉ DE HAUTE ALSACE   (France)

^b UNIVERSITÉ DE STRASBOURG   (France)

Author keywords

Aminopeptidase N inhibitors; Cancer; Racemic 1 or 4 substituted aminobenzocycloheptenone derivatives; Suzuki reaction

Indexed keywords

7 TERT BUTOXYCARBONYLAMINO 1 (1 METHYL 1H PYRAZOL 4 YL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 1 (2 AMINO 5 PYRIMIDYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 1 (2 FURYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 1 (3 PYRIDYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN; 7 TERT BUTOXYCARBONYLAMINO 1 (6 METHOXY 3 PYRIDYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (1 METHYL 1H PYRAZOL 4 YL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (2 FLUORO 4 PYRIDYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (2 FURYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (2 METHOXY 4 PYRIDYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (2 METHOXYPHENYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (2 METHYL 4 PYRIDYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (3 AMINOCARBONYLPHENYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (3 AMINOSULFONYLPHENYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (3 METHOXYPHENYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (3 MORPHOLINOPHENYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (3 NITROPHENYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (3,4,5 TRIMETHOXYPHENYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (4 CHLOROPHENYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (4 CYANOPHENYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (4 FLUOROPHENYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (4 METHOXYPHENYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (4 METHYLPHENYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 (4 PYRIDYL) 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 FERROCENYL 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 [1 METHYL 3 (TRIFLUOROMETHYL) 1H PYRAZOL 5 YL] 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; 7 TERT BUTOXYCARBONYLAMINO 4 [3 (CYCLOPROPYLAMINOCARBONYL)PHENYL] 5,7,8,9 TETRAHYDROBENZOCYCLOHEPTEN 6 ONE; AMINOBENZOSUBERONE INHIBITOR; ENZYME INHIBITOR; MICROSOMAL AMINOPEPTIDASE; UNCLASSIFIED DRUG; UNINDEXED DRUG; AMINOBENZOIC ACID DERIVATIVE; FUSED ALICYCLIC AROMATIC COMPOUND; PROTEINASE INHIBITOR;

ARTICLE; BINDING AFFINITY; CRYSTAL STRUCTURE; DRUG POTENCY; DRUG SCREENING; DRUG SELECTIVITY; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; LIPOPHILICITY; MOLECULAR DOCKING; MOLECULAR MODEL; NONHUMAN; PHYSICAL CHEMISTRY; PROTEIN STRUCTURE; STRUCTURE ACTIVITY RELATION; SUZUKI REACTION; ANIMAL; ANTAGONISTS AND INHIBITORS; CHEMICAL STRUCTURE; CHEMISTRY; ENZYMOLOGY; ISOLATION AND PURIFICATION; KIDNEY; PIG; STEREOISOMERISM; SYNTHESIS; THERMODYNAMICS;

MAMMALIA;

AMINOBENZOATES; ANIMALS; ANTIGENS, CD13; BENZOCYCLOHEPTENES; KIDNEY; MOLECULAR DOCKING SIMULATION; MOLECULAR STRUCTURE; PROTEASE INHIBITORS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; SWINE; THERMODYNAMICS;

EID: 84937433050     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2015.04.066     Document Type: Article

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