fradafiban (CHEBI:73266)

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CHEBI:73266 - fradafiban

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ChEBI ID	CHEBI:73266
ChEBI Name	fradafiban
Stars
Definition	A pyrrolidinone that is pyrrolidin-2-one which is substituted at positions 3 and 5 by carboxymethyl and hydroxymethyl groups, respectively, and in which the hydrogen of the resulting alcoholic hydroxy group is replaced by a 4'-carbamimidoylbiphenyl-4-yl group (the S,S-diastereoisomer). A figrinogen receptor antagonist.
Last Modified	20 June 2013
Submitter	Gareth Owen
Downloads	Molfile

Formula	C20H21N3O4
Net Charge	0
Average Mass	367.405
Monoisotopic Mass	367.15321
SMILES	[H][C@@]1(COc2ccc(-c3ccc(C(=N)N)cc3)cc2)C[C@@H](CC(=O)O)C(=O)N1
InChI	InChI=1S/C20H21N3O4/c21-19(22)14-3-1-12(2-4-14)13-5-7-17(8-6-13)27-11-16-9-15(10-18(24)25)20(26)23-16/h1-8,15-16H,9-11H2,(H3,21,22)(H,23,26)(H,24,25)/t15-,16-/m0/s1
InChIKey	IKZACQMAVUIGPY-HOTGVXAUSA-N

Roles Classification

Chemical Role:	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:	platelet glycoprotein-IIb/IIIa receptor antagonist Antagonist of platelet surface glycoprotein-IIb/IIIa which has a key role in hemostasis and thrombosis such as platelet adhesion and aggregation.
Application:	platelet glycoprotein-IIb/IIIa receptor antagonist Antagonist of platelet surface glycoprotein-IIb/IIIa which has a key role in hemostasis and thrombosis such as platelet adhesion and aggregation.

ChEBI Ontology

Outgoing Relation(s)
	fradafiban (CHEBI:73266) has role platelet glycoprotein-IIb/IIIa receptor antagonist (CHEBI:50433)
	fradafiban (CHEBI:73266) is a carboxamidine (CHEBI:35359)
	fradafiban (CHEBI:73266) is a monocarboxylic acid (CHEBI:25384)
	fradafiban (CHEBI:73266) is a pyrrolidin-2-ones (CHEBI:74223)
Incoming Relation(s)
Incoming Relation(s)	lefradafiban (CHEBI:60634) has functional parent fradafiban (CHEBI:73266)

IUPAC Name
[(3S,5S)-5-{[(4'-carbamimidoylbiphenyl-4-yl)oxy]methyl}-2-oxopyrrolidin-3-yl]acetic acid

INNs	Source
fradafiban	WHO MedNet
fradafibán	WHO MedNet
fradafibanum	WHO MedNet
fradafiban	WHO MedNet

Synonyms	Source
(3S,5S)-5-(((4'-amidino-4-biphenylyl)oxy)methyl)-2-oxo-3-pyrrolidineacetic acid	ChemIDplus
(3S-trans)-5-[[[4'-(aminoiminomethyl)[1,1'-biphenyl]-4-yl]oxy]methyl]-2-oxo-3-pyrrolidineacetic acid	ChEBI

Registry Numbers	Sources
Reaxys:8585909	Reaxys
CAS:148396-36-5	ChemIDplus

Citations