(R)-bicalutamide (CHEBI:39589)

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ChEBI Name	(R)-bicalutamide

ChEBI ID	CHEBI:39589

ChEBI ASCII Name	(R)-bicalutamide

Definition	A N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide that is the (R)-enantiomer of bicalutamide.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C18H14F4N2O4S

Net Charge

Average Mass

430.370

Monoisotopic Mass

430.06104

InChI

InChI=1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)/t17-/m0/s1

InChIKey

LKJPYSCBVHEWIU-KRWDZBQOSA-N

SMILES

C=1(C(=CC=C(C1)NC([C@](CS(C=2C=CC(=CC2)F)(=O)=O)(O)C)=O)C#N)C(F)(F)F

Roles Classification
Biological Role(s):	androgen antagonist A compound which inhibits or antagonises the biosynthesis or actions of androgens.

Application(s):	androgen antagonist A compound which inhibits or antagonises the biosynthesis or actions of androgens. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	(R)-bicalutamide (CHEBI:39589) has role androgen antagonist (CHEBI:35497) (R)-bicalutamide (CHEBI:39589) has role antineoplastic agent (CHEBI:35610) (R)-bicalutamide (CHEBI:39589) is a N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide (CHEBI:144093) (R)-bicalutamide (CHEBI:39589) is enantiomer of (S)-bicalutamide (CHEBI:144094)

Incoming	bicalutamide (CHEBI:3090) has part (R)-bicalutamide (CHEBI:39589) (S)-bicalutamide (CHEBI:144094) is enantiomer of (R)-bicalutamide (CHEBI:39589)

IUPAC Name

(2R)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide

Registry Number	Type	Source
113299-40-4	CAS Registry Number	ChemIDplus

Last Modified

18 July 2019