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CHEBI:39589 - (R)-bicalutamide

ChEBI IDCHEBI:39589
ChEBI Name(R)-bicalutamide
Stars
ASCII Name(R)-bicalutamide
DefinitionA N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide that is the (R)-enantiomer of bicalutamide.
Last Modified18 July 2019
DownloadsMolfile
FormulaC18H14F4N2O4S
Net Charge0
Average Mass430.379
Monoisotopic Mass430.06104
SMILESC[C@](O)(CS(=O)(=O)c1ccc(F)cc1)C(=O)Nc1ccc(C#N)c(C(F)(F)F)c1
InChIInChI=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
InChIKeyLKJPYSCBVHEWIU-KRWDZBQOSA-N
Roles Classification
Biological Role:
androgen antagonist  A compound which inhibits or antagonises the biosynthesis or actions of androgens.
Applications:
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 Relation(s)
(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 Relation(s)
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
Synonyms  Source
(R)-CasodexChemIDplus
(−)-bicalutamideChemIDplus
(R)-(−)bicalutamideChEBI
Manual XrefsDatabases
198PDBeChem
DB02932DrugBank
Registry NumbersSources
CAS:113299-40-4ChemIDplus
Citations