Fragment-based hit discovery and structure-based optimization of aminotriazoloquinazolines as novel Hsp90 inhibitors

Bioorganic and Medicinal Chemistry

Volumn 22, Issue 15, 2014, Pages 4135-4150

  Casale, Elena ^a   Amboldi, Nadia ^a   Brasca, Maria Gabriella ^a   Caronni, Dannica ^a   Colombo, Nicoletta ^a   Dalvit, Claudio ^a,b   Felder, Eduard R ^a   Fogliatto, Gianpaolo ^a   Galvani, Arturo ^a   Isacchi, Antonella ^a   Polucci, Paolo ^a   Riceputi, Laura ^a   Sola, Francesco ^a   Visco, Carlo ^a   Zuccotto, Fabio ^a,c   Casuscelli, Francesco ^a  

^a NERVIANO MEDICAL SCIENCES   (Italy)

^b UNIVERSITY OF NEUCHÂTEL   (Switzerland)

^c UNIVERSITY OF DUNDEE   (United Kingdom)

Author keywords

Anti cancer agents; FAXS NMR screening; Fragment based hit discovery; Hsp90 inhibitors; Structure based design

Indexed keywords

10 FLUORO 5 PROPYL[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 2 AMINO 5 (1,3 BENZODIOXOL 5 YLMETHYL)[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 2 AMINO 5 (1,3 BENZODIOXOL 5 YLMETHYL)[1,2,4]TRIAZOLO[1,5 C]QUINAZOLINE 8 CARBOXYLIC ACID; 2 AMINO 5 BENZO[1,3]DIOXOL 5 YLMETHYL[1,2,4]TRIAZOLO[1,5 C]QUINAZOLINE SULFONIC ACID AMIDE; 4 (2 AMINO [1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 5 YLMETHYL) BENZENE 1,3 DIOL; 4 [2 (2 AMINO[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 5 YL)ETHYL]PHENOL; 5 (1,3 BENZODIOXOL 5 YLMETHYL) 10 CHLORO[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 5 (1,3 BENZODIOXOL 5 YLMETHYL) 7 [(4 METHOXYBENZYL)OXY][1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 5 (1,3 BENZODIOXOL 5 YLMETHYL) 8 FLUORO[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 5 (1,3 BENZODIOXOL 5 YLMETHYL) 8 [(4 METHOXYBENZYL)OXY][1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 5 (1,3 BENZODIOXOL 5 YLMETHYL) 8,10 DIFLUORO[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 5 (1,3 BENZODIOXOL 5 YLMETHYL)[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 5 (2 AMINO [1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 5 YLMETHYL) BENZENE 1,3 DIOL; 5 (2,4 DIMETHOXYBENZYL)[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 5 (2,5 DIMETHOXYBENZYL)[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 5 (3,4 DIMETHOXYBENZYL)[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 5 (3,5 DIMETHOXYBENZYL)[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 5 (4 METHOXYBENZYL)[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 5 BENZO[1,3]DIOXOL 5 YLMETHYL[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 5 [2 (3 NITROPHENYL)ETHYL][1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 5 [2 (4 METHOXYPHENYL)ETHYL][1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 7 CHLORO 5 PROPYL[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 7 METHOXY 5 PROPYL[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; 7 METHYL 5 PROPYL[1,2,4]TRIAZOLO[1,5 C]QUINAZOLIN 2 AMINE; ADENOSINE TRIPHOSPHATASE; AMINOTRIAZOLOQUINAZOLINE DERIVATIVE; HEAT SHOCK PROTEIN 90; HEAT SHOCK PROTEIN 90 INHIBITOR; QUINAZOLINE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG; ANTINEOPLASTIC AGENT;

ARTICLE; CONTROLLED STUDY; DRUG EFFICACY; DRUG POTENCY; DRUG SCREENING; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; FILTRATION; FLUORINATION; FLUORINE CHEMICAL SHIFT ANISOTROPY AND EXCHANGE FOR SCREENING; HIGH THROUGHPUT SCREENING; HUMAN; HUMAN CELL; NUCLEAR MAGNETIC RESONANCE; NUCLEOPHILICITY; PROCESS OPTIMIZATION; PROTEIN DOMAIN; STRUCTURE ACTIVITY RELATION; THERMODYNAMICS; ANTAGONISTS AND INHIBITORS; BINDING SITE; CELL PROLIFERATION; CHEMISTRY; DRUG DESIGN; DRUG EFFECTS; HYDROGEN BOND; METABOLISM; MOLECULAR DYNAMICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTEIN TERTIARY STRUCTURE; SYNTHESIS; TUMOR CELL LINE;

ANTINEOPLASTIC AGENTS; BINDING SITES; CELL LINE, TUMOR; CELL PROLIFERATION; DRUG DESIGN; DRUG EVALUATION, PRECLINICAL; HSP90 HEAT-SHOCK PROTEINS; HUMANS; HYDROGEN BONDING; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR DYNAMICS SIMULATION; PROTEIN STRUCTURE, TERTIARY; QUINAZOLINES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84905111606     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2014.05.056     Document Type: Article

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