CHEBI:66910 - axitinib

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ChEBI Name axitinib
ChEBI ID CHEBI:66910
Definition An indazole substituted at position 3 by a 2-(pyridin-2-yl)vinyl group and at position 6 by a 2-(N-methylaminocarboxy)phenylsulfanyl group. Used for the treatment of advanced renal cell carcinoma after failure of a first line systemic treatment.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H18N4OS
Net Charge 0
Average Mass 386.47000
Monoisotopic Mass 386.120
InChI InChI=1S/C22H18N4OS/c1-23-22(27)18-7-2-3-8-21(18)28-16-10-11-17-19(25-26-20(17)14-16)12-9-15-6-4-5-13-24-15/h2-14H,1H3,(H,23,27)(H,25,26)/b12-9+
InChIKey RITAVMQDGBJQJZ-FMIVXFBMSA-N
SMILES CNC(=O)c1ccccc1Sc1ccc2c(\C=C\c3ccccn3)n[nH]c2c1
Roles Classification
Biological Role(s): tyrosine kinase inhibitor
Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
vascular endothelial growth factor receptor antagonist
An antagonist at the vascular endothelial growth factor receptor.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing axitinib (CHEBI:66910) has role antineoplastic agent (CHEBI:35610)
axitinib (CHEBI:66910) has role tyrosine kinase inhibitor (CHEBI:38637)
axitinib (CHEBI:66910) has role vascular endothelial growth factor receptor antagonist (CHEBI:65207)
axitinib (CHEBI:66910) is a aryl sulfide (CHEBI:35683)
axitinib (CHEBI:66910) is a benzamides (CHEBI:22702)
axitinib (CHEBI:66910) is a indazoles (CHEBI:38769)
axitinib (CHEBI:66910) is a pyridines (CHEBI:26421)
IUPAC Name
N-methyl-2-({3-[(E)-2-(pyridin-2-yl)ethenyl]-1H-indazol-6-yl}sulfanyl)benzamide
INNs Sources
axitinib WHO MedNet
axitinib WHO MedNet
axitinib WHO MedNet
axitinibum WHO MedNet
Synonyms Sources
AG-013736 ChemIDplus
N-methyl-2-({3-[(E)-2-(pyridin-2-yl)vinyl]-1H-indazol-6-yl}sulfanyl)benzamide IUPAC
Brand Name Source
Inlyta KEGG DRUG
Database Links Databases
4225 DrugCentral
Axitinib Wikipedia
D03218 KEGG DRUG
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Registry Numbers Types Sources
11333336 Reaxys Registry Number Reaxys
319460-85-0 CAS Registry Number ChemIDplus
319460-85-0 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017