CHEBI:167656 - brivanib alaninate

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ChEBI Name brivanib alaninate
ChEBI ID CHEBI:167656
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter R. Stephan
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Formula C22H24FN5O4
Net Charge 0
Average Mass 441.463
Monoisotopic Mass 441.18123
InChI InChI=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
InChIKey LTEJRLHKIYCEOX-OCCSQVGLSA-N
SMILES C[C@H](COC1=CN2N=CN=C(OC3=C(F)C4=C(NC(C)=C4)C=C3)C2=C1C)OC(=O)[C@H](C)N
Roles Classification
Biological Role(s): 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).
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
fibroblast growth factor receptor antagonist
An antagonist at the fibroblast growth factor receptor.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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.
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ChEBI Ontology
Outgoing 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 Sources
alaninate de brivanib WHO MedNet
alaninati brivanibum WHO MedNet
alaninato de brivanib WHO MedNet
brivanib alaninate WHO MedNet
Synonyms Sources
(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 ester ChEBI
(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-aminopropanoate IUPAC
BMS 582664 ChemIDplus
BMS-582664 ChemIDplus
BMS582664 ChemIDplus
Manual Xrefs Databases
9330033 ChemSpider
Brivanib_alaninate Wikipedia
D08878 KEGG DRUG
DB11865 DrugBank
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Registry Number Type Source
649735-63-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
16 March 2021