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CHEBI:131947 - 1-[4-(3-amino-1H-indazol-4-yl)phenyl]-3-o-tolylurea

ChEBI IDCHEBI:131947
ChEBI Name1-[4-(3-amino-1H-indazol-4-yl)phenyl]-3-o-tolylurea
Stars
ASCII Name1-[4-(3-amino-1H-indazol-4-yl)phenyl]-3-o-tolylurea
DefinitionA member of the class of indazoles that is linifanib in which the 2-fluoro-5-methylphenyl group has been replaced by a 2-methylphenyl group. A cell-permeable 3-aminoindazolylurea compound, it acts as a potent and ATP-competitive inhibitor of VEGFR2/KDR (IC50 = 3 nM) as well as Flt3 and cKit (IC50 = 4 to 20 nM). Shown to block VEGF-induced VEGFR2 phosphorylation in 3T3-murine fibroblasts in vitro.
Last Modified26 November 2016
SubmitterCeri
DownloadsMolfile
FormulaC21H19N5O
Net Charge0
Average Mass357.417
Monoisotopic Mass357.15896
SMILESCc1ccccc1NC(=O)Nc1ccc(-c2cccc3nnc(N)c23)cc1
InChIInChI=1S/C21H19N5O/c1-13-5-2-3-7-17(13)24-21(27)23-15-11-9-14(10-12-15)16-6-4-8-18-19(16)20(22)26-25-18/h2-12H,1H3,(H3,22,25,26)(H2,23,24,27)
InChIKeyXTKIFGMBONJHTF-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor  An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that interferes with the action of receptor protein-tyrosine kinase (EC 2.7.10.1).
ChEBI Ontology
Outgoing Relation(s)
1-[4-(3-amino-1H-indazol-4-yl)phenyl]-3-o-tolylurea (CHEBI:131947) has role EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor (CHEBI:62434)
1-[4-(3-amino-1H-indazol-4-yl)phenyl]-3-o-tolylurea (CHEBI:131947) is a aromatic amine (CHEBI:33860)
1-[4-(3-amino-1H-indazol-4-yl)phenyl]-3-o-tolylurea (CHEBI:131947) is a indazoles (CHEBI:38769)
1-[4-(3-amino-1H-indazol-4-yl)phenyl]-3-o-tolylurea (CHEBI:131947) is a phenylureas (CHEBI:134043)
1-[4-(3-amino-1H-indazol-4-yl)phenyl]-3-o-tolylurea (CHEBI:131947) is a ring assembly (CHEBI:36820)
IUPAC Name 
1-[4-(3-amino-1H-indazol-4-yl)phenyl]-3-(2-methylphenyl)urea
Synonyms  Source
1-(4-(3-amino-1H-indazol-4-yl)phenyl)-3-o-tolylureaSUBMITTER
N-[4-(3-amino-1H-indazol-4-yl)phenyl]-N''-(2-methylphenyl)-ureaSUBMITTER
Registry NumbersSources
Reaxys:11008701Reaxys
CAS:796967-10-7SUBMITTER
Citations