CHEBI:91083 - semaxanib

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ChEBI Name semaxanib
ChEBI ID CHEBI:91083
Definition An oxindole that is 3-methyleneoxindole in which one of the hydrogens of the methylene group is replaced by a 3,5-dimethylpyrrol-2-yl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H14N2O
Net Charge 0
Average Mass 238.285
Monoisotopic Mass 238.11061
InChI InChI=1S/C15H14N2O/c1-9-7-10(2)16-14(9)8-12-11-5-3-4-6-13(11)17-15(12)18/h3-8,16H,1-2H3,(H,17,18)/b12-8-
InChIKey WUWDLXZGHZSWQZ-WQLSENKSSA-N
SMILES N1C(/C(/C=2C=CC=CC12)=C\C=3NC(=CC3C)C)=O
Roles Classification
Biological Role(s): vascular endothelial growth factor receptor antagonist
An antagonist at the vascular endothelial growth factor receptor.
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).
Application(s): angiogenesis modulating agent
An agent that modulates the physiologic angiogenesis process. This is accomplished by endogenous angiogenic proteins and a variety of other chemicals and pharmaceutical agents.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing semaxanib (CHEBI:91083) has functional parent 3-methyleneoxindole (CHEBI:17920)
semaxanib (CHEBI:91083) has role angiogenesis modulating agent (CHEBI:50926)
semaxanib (CHEBI:91083) has role antineoplastic agent (CHEBI:35610)
semaxanib (CHEBI:91083) has role EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor (CHEBI:62434)
semaxanib (CHEBI:91083) has role vascular endothelial growth factor receptor antagonist (CHEBI:65207)
semaxanib (CHEBI:91083) is a olefinic compound (CHEBI:78840)
semaxanib (CHEBI:91083) is a oxindoles (CHEBI:38459)
semaxanib (CHEBI:91083) is a pyrroles (CHEBI:26455)
IUPAC Name
(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1,3-dihydro-2H-indol-2-one
INN Source
semaxanib KEGG DRUG
Synonyms Sources
(Z)-SU 5416 ChemIDplus
3-((Z)-(3,5-Dimethylpyrrol-2-yl)methylene)-2-indolinone ChemIDplus
3-(1-(3,5-Dimethyl-1H-pyrrol-2-yl)meth-(Z)-ylidene)-2-oxo-2,3-dihydroindole ChemIDplus
3-[(2,4-dimethylpyrrol-5-yl)methylidenyl]-2-indolinone ChEBI
semaxanib UniProt
SU 5416 ChemIDplus
SU5416 ChemIDplus
TSU 16 ChemIDplus
Manual Xrefs Databases
D05819 KEGG DRUG
Semaxanib Wikipedia
X2M PDBeChem
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Registry Numbers Types Sources
194413-58-6 CAS Registry Number ChemIDplus
194413-58-6 CAS Registry Number KEGG DRUG
7995521 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
31 March 2022