Chemical Component Summary

Name(3S)-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine
Synonyms(S)-Norfluoxetine
Identifiers(3S)-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine
FormulaC16 H16 F3 N O
Molecular Weight295.3
TypeNON-POLYMER
Isomeric SMILESc1ccc(cc1)[C@H](CCN)Oc2ccc(cc2)C(F)(F)F
InChIInChI=1S/C16H16F3NO/c17-16(18,19)13-6-8-14(9-7-13)21-15(10-11-20)12-4-2-1-3-5-12/h1-9,15H,10-11,20H2/t15-/m0/s1
InChIKeyWIQRCHMSJFFONW-HNNXBMFYSA-N

Chemical Details

Formal Charge0
Atom Count37
Chiral Atom Count1
Bond Count38
Aromatic Bond Count12

Drug Info: DrugBank

DrugBank IDDB06731 
NameSeproxetine
Groups investigational
DescriptionSeproxetine is also known as (S)-norfluoxetine. It is a selective serotonin reuptake inhibitor (SSRI). It is an active metabolite of fluoxetine. Seproxetine was being investigated by Eli Lilly as an antidepressant but development was never completed and the drug was never marketed.
Synonyms
  • Seproxetine
  • (S)-norfluoxetine
  • Seproxetine hydrochloride
Categories
  • Antidepressive Agents
  • Central Nervous System Depressants
  • Cytochrome P-450 CYP2C19 Inhibitors
  • Cytochrome P-450 CYP2C19 inhibitors (strength unknown)
  • Cytochrome P-450 CYP2C9 Inhibitors
CAS number126924-38-7

Drug Targets

NameTarget SequencePharmacological ActionActions
Cytochrome P450 2C9MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI...unknowninhibitor
Cytochrome P450 2C19MDPFVVLVLCLSCLLLLSIWRQSSGRGKLPPGPTPLPVIGNILQIDIKDV...unknowninhibitor
Cytochrome P450 3A4MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...unknowninhibitor
Cytochrome P450 3A5MDLIPNLAVETWLLLAVSLVLLYLYGTRTHGLFKRLGIPGPTPLPLLGNV...unknowninhibitor
Cytochrome P450 3A7MDLIPNLAVETWLLLAVSLILLYLYGTRTHGLFKKLGIPGPTPLPFLGNA...unknowninhibitor
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL465123
PubChem 3058751
ChEMBL CHEMBL465123