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CHEBI:167656 - brivanib alaninate

Default Structure
ChEBI IDCHEBI:167656
ChEBI Namebrivanib alaninate
Stars
DefinitionA carboxylic ester resulting from the formal condensation of the carboxy group of L-alanine with the hydroxy group of brivanib. It is a prodrug of brivanib (BMS-540215), a potent oral dual inhibitor of VEGFR-2 and FGFR-1 (IC50 of 25 nM and 148 nM, respectively) and was in development for the treatment of hepatocellular and colon carcinomas.
Last Modified16 March 2021
SubmitterR. Stephan
DownloadsMolfile
FormulaC22H24FN5O4
Net Charge0
Average Mass441.463
Monoisotopic Mass441.18123
SMILESCc1cc2c(F)c(Oc3ncnn4cc(OC[C@@H](C)OC(=O)[C@H](C)N)c(C)c34)ccc2n1
InChIInChI=1S/C22H24FN5O4/c1-11-7-15-16(27-11)5-6-17(19(15)23)32-21-20-13(3)18(8-28(20)26-10-25-21)30-9-12(2)31-22(29)14(4)24/h5-8,10,12,14,27H,9,24H2,1-4H3/t12-,14+/m1/s1
InChIKeyLTEJRLHKIYCEOX-OCCSQVGLSA-N
Wikipedia
Roles Classification
Biological Roles:
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).
fibroblast growth factor receptor antagonist  An antagonist at the fibroblast growth factor receptor.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
brivanib alaninate (CHEBI:167656) has functional parent brivanib (CHEBI:167686)
brivanib alaninate (CHEBI:167656) has role angiogenesis inhibitor (CHEBI:48422)
brivanib alaninate (CHEBI:167656) has role antineoplastic agent (CHEBI:35610)
brivanib alaninate (CHEBI:167656) has role apoptosis inducer (CHEBI:68495)
brivanib alaninate (CHEBI:167656) has role EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor (CHEBI:62434)
brivanib alaninate (CHEBI:167656) has role fibroblast growth factor receptor antagonist (CHEBI:63457)
brivanib alaninate (CHEBI:167656) has role prodrug (CHEBI:50266)
brivanib alaninate (CHEBI:167656) is a L-alanine derivative (CHEBI:83943)
brivanib alaninate (CHEBI:167656) is a aromatic ether (CHEBI:35618)
brivanib alaninate (CHEBI:167656) is a carboxylic ester (CHEBI:33308)
brivanib alaninate (CHEBI:167656) is a diether (CHEBI:46786)
brivanib alaninate (CHEBI:167656) is a fluoroindole (CHEBI:131960)
brivanib alaninate (CHEBI:167656) is a pyrrolotriazine (CHEBI:88341)
IUPAC Name 
(2R)-1-({4-[(4-fluoro-2-methyl-1H-indol-5-yl)oxy]-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yl}oxy)propan-2-yl L-alaninate
INNs  Source
alaninate de brivanibWHO MedNet
alaninati brivanibumWHO MedNet
alaninato de brivanibWHO MedNet
brivanib alaninateWHO MedNet
Synonyms  Source
(1R,2S)-2-aminopropionic acid 2-[4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yloxy]-1-methylethyl esterChEBI
(2R)-1-({4-[(4-fluoro-2-methyl-1H-indol-5-yl)oxy]-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yl}oxy)propan-2-yl (2S)-2-aminopropanoateIUPAC
BMS 582664ChemIDplus
BMS-582664ChemIDplus
BMS582664ChemIDplus
Manual XrefsDatabases
9330033ChemSpider
Brivanib_alaninateWikipedia
D08878KEGG DRUG
DB11865DrugBank
Registry NumbersSources
CAS:649735-63-7ChemIDplus
Citations