CHEBI:91088 - orantinib

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name orantinib
ChEBI ID CHEBI:91088
Definition An oxindole that is 3-methyleneoxindole in which one of the hydrogens of the methylene group is substituted by a 2-(2-carboxyethyl)-3,5-dimethylpyrrol-3-yl group. It is an ATP-competitive inhibitor of the tyrosine kinase activity of fibroblast growth factor receptor 1.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C18H18N2O3
Net Charge 0
Average Mass 310.348
Monoisotopic Mass 310.132
InChI InChI=1S/C18H18N2O3/c1-10-12(7-8-17(21)22)11(2)19-16(10)9-14-13-5-3-4-6-15(13)20-18(14)23/h3-6,9,19H,7-8H2,1-2H3,(H,20,23)(H,21,22)
InChIKey NHFDRBXTEDBWCZ-UHFFFAOYSA-N
SMILES N1C(C(C=2C=CC=CC12)=CC=3NC(=C(C3C)CCC(=O)O)C)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing orantinib (CHEBI:91088) has functional parent 3-methyleneoxindole (CHEBI:17920)
orantinib (CHEBI:91088) has role antineoplastic agent (CHEBI:35610)
orantinib (CHEBI:91088) has role EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor (CHEBI:62434)
orantinib (CHEBI:91088) has role vascular endothelial growth factor receptor antagonist (CHEBI:65207)
orantinib (CHEBI:91088) is a monocarboxylic acid (CHEBI:25384)
orantinib (CHEBI:91088) is a oxindoles (CHEBI:38459)
orantinib (CHEBI:91088) is a pyrroles (CHEBI:26455)
IUPAC Name
3-{2,4-dimethyl-5-[(2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-1H-pyrrol-3-yl}propanoic acid
INN Source
orantinib ChemIDplus
Synonyms Sources
3-(2,4-Dimethyl-5-(2-oxo-1,2-dihydroindol-3-ylidenemethyl)-1H-pyrrol-3-yl)propionic acid ChemIDplus
3-(4-(2-Carboxyethyl)-3,5-dimethylpyrrol-2-methylidenyl)-2-indolinone ChemIDplus
5-((1,2-Dihydro-2-oxo-3H-indol-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-propanoic acid ChemIDplus
SU 6668 ChemIDplus
SU-6668 ChemIDplus
SU6668 ChemIDplus
TSU 68 ChemIDplus
Manual Xref Database
LSM-5664 LINCS
View more database links
Registry Numbers Types Sources
14609648 Reaxys Registry Number Reaxys
252916-29-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
24184958 PubMed citation Europe PMC
25472913 PubMed citation Europe PMC
25841919 PubMed citation Europe PMC
Last Modified
25 February 2016