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CHEBI:499361 - aprepitant

ChEBI IDCHEBI:499361
ChEBI Nameaprepitant
Stars
DefinitionA morpholine-based antiemetic, which is or the prevention of acute and delayed nausea and vomiting associated with initial and repeat courses of highly emetogenic cancer chemotherapy. Aprepitant is a selective high-affinity antagonist of human substance P/neurokinin 1 (NK1) receptors.
Last Modified22 February 2017
DownloadsMolfile
FormulaC23H21F7N4O3
Net Charge0
Average Mass534.432
Monoisotopic Mass534.15019
SMILESC[C@@H](O[C@H]1OCCN(Cc2nnc(=O)n2)[C@H]1c1ccc(F)cc1)c1cc(C(F)(F)F)cc(C(F)(F)F)c1
InChIInChI=1S/C23H21F7N4O3/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)37-20-19(13-2-4-17(24)5-3-13)34(6-7-36-20)11-18-31-21(35)33-32-18/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H2,31,32,33,35)/t12-,19+,20-/m1/s1
InChIKeyATALOFNDEOCMKK-OITMNORJSA-N
Wikipedia
Roles Classification
Biological Roles:
substance P receptor antagonist  An antagonist at the substance P receptor.
neurokinin-1 receptor antagonist  An antagonist at the neurokinin-1 receptor.
Applications:
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
peripheral nervous system drug  A drug that acts principally at one or more sites within the peripheral neuroeffector systems, the autonomic system, and motor nerve-skeletal system.
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)
aprepitant (CHEBI:499361) has role antidepressant (CHEBI:35469)
aprepitant (CHEBI:499361) has role antiemetic (CHEBI:50919)
aprepitant (CHEBI:499361) has role neurokinin-1 receptor antagonist (CHEBI:55350)
aprepitant (CHEBI:499361) has role peripheral nervous system drug (CHEBI:49110)
aprepitant (CHEBI:499361) has role substance P receptor antagonist (CHEBI:55351)
aprepitant (CHEBI:499361) is a (trifluoromethyl)benzenes (CHEBI:83565)
aprepitant (CHEBI:499361) is a cyclic acetal (CHEBI:59770)
aprepitant (CHEBI:499361) is a morpholines (CHEBI:38785)
aprepitant (CHEBI:499361) is a triazoles (CHEBI:35727)
IUPAC Name 
5-{[(2R,3S)-2-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)morpholin-4-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-one
INNs  Source
aprepitantKEGG DRUG
aprepitantumWHO MedNet
aprepitantWHO MedNet
aprépitantWHO MedNet
Synonym  Source
3-(((2R,3S)-3-(p-Fluorophenyl)-2-(((αR)-α-methyl-3,5-bis(trifluoromethyl)benzyl)oxy)morpholino)methyl)-Δ2-1,2,4-triazolin-5-oneChemIDplus
Manual XrefsDatabases
D02968KEGG DRUG
DB00673DrugBank
AprepitantWikipedia
HMDB0014811HMDB
LSM-5637LINCS
230DrugCentral
Registry NumbersSources
Reaxys:8096869Reaxys
CAS:170729-80-3KEGG DRUG
CAS:170729-80-3DrugBank
CAS:170729-80-3ChemIDplus
Citations