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CHEBI:90908 - rolapitant

ChEBI IDCHEBI:90908
ChEBI Namerolapitant
Stars
DefinitionAn azaspiro compound that is 1,7-diazaspiro[4.5]decan-2-one carrying additional phenyl and 1-{[3,5-bis(trifluoromethyl)phenyl]ethoxy}methyl substituents at position 8. Used (in the form of the hydrochloride hydrate) for the prevention of delayed nausea and vomiting associated with initial and repeat courses of emetogenic cancer chemotherapy.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC25H26F6N2O2
Net Charge0
Average Mass500.483
Monoisotopic Mass500.18985
SMILESC[C@@H](OC[C@@]1(c2ccccc2)CC[C@]2(CCC(=O)N2)CN1)c1cc(C(F)(F)F)cc(C(F)(F)F)c1
InChIInChI=1S/C25H26F6N2O2/c1-16(17-11-19(24(26,27)28)13-20(12-17)25(29,30)31)35-15-23(18-5-3-2-4-6-18)10-9-22(14-32-23)8-7-21(34)33-22/h2-6,11-13,16,32H,7-10,14-15H2,1H3,(H,33,34)/t16-,22-,23-/m1/s1
InChIKeyFIVSJYGQAIEMOC-ZGNKEGEESA-N
Roles Classification
Biological Role:
neurokinin-1 receptor antagonist  An antagonist at the neurokinin-1 receptor.
Application:
antiemetic  A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
ChEBI Ontology
Outgoing Relation(s)
rolapitant (CHEBI:90908) has role antiemetic (CHEBI:50919)
rolapitant (CHEBI:90908) has role neurokinin-1 receptor antagonist (CHEBI:55350)
rolapitant (CHEBI:90908) is a azaspiro compound (CHEBI:35624)
rolapitant (CHEBI:90908) is a ether (CHEBI:25698)
rolapitant (CHEBI:90908) is a organofluorine compound (CHEBI:37143)
rolapitant (CHEBI:90908) is a piperidines (CHEBI:26151)
rolapitant (CHEBI:90908) is a pyrrolidin-2-ones (CHEBI:74223)
rolapitant (CHEBI:90908) is conjugate base of rolapitant(1+) (CHEBI:90913)
Incoming Relation(s)
rolapitant(1+) (CHEBI:90913) is conjugate acid of rolapitant (CHEBI:90908)
IUPAC Name 
(5S,8S)-8-({(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}methyl)-8-phenyl-1,7-diazaspiro[4.5]decan-2-one
INN  Source
rolapitantKEGG DRUG
Synonyms  Source
SCH-619734ChemIDplus
SCH 619734ChemIDplus
Manual XrefsDatabases
D10742KEGG DRUG
5027DrugCentral
Registry NumbersSources
Reaxys:15570068Reaxys
CAS:552292-08-7KEGG DRUG
CAS:552292-08-7ChemIDplus
Citations