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Fluoxetine

Athanor · official

C17H18F3NO · 309.33 g/mol

IUPAC name: N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine

Also called Prozac, SSRI, Sarafem

Drugs
Open in Athanor
The structure of Fluoxetine
Drawn from its SMILES with RDKit
CorrosiveAcute toxicityHealth hazardEnvironmental hazardDangerHarmful if swallowed · Causes skin irritation · Causes serious eye damage · Fatal if inhaled · May cause drowsiness or dizziness · May causes damage to organs through prolonged or repeated exposure · Very toxic to aquatic life with long lasting effects

Names and identifiers

IUPAC name
N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine
Synonyms
Prozac, SSRI, Sarafem
+ 37 more

Fluoxetina, Fluval, N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine, Animex-On, Fluoxetinum, Fluoxetin, Fluoxetin ratiopharm, DTXSID7023067, (+-)-N-Methyl-gamma-(4-(trifluoromethyl)phenoxy)benzenepropanamine, NSC-758685, (+-)-N-Methyl-3-phenyl-3-((alpha,alpha,alpha-trifluoro-p-tolyl)oxy)propylamine, 01K63SUP8D, Methyl({3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl})amine, n-methyl-3-phenyl-3-(4-(trifluoromethyl)phenoxy)propan-1-amine, CHEBI:5118, DTXCID903067, CHEBI:86990, Benzenepropanamine, N-methyl-gamma-(4-(trifluoromethyl)phenoxy)-, (+-)-, DL-N-METHYL-3-(P-TRIFLUOROMETHYLPHENOXY)-3-PHENYLPROPYLAMINE, methyl((3-phenyl-3-(4-(trifluoromethyl)phenoxy)propyl))amine, RefChem:5838, N-Methyl-gamma-(4-(trifluoromethyl)phenoxy)benzenepropanamine, Lilly110140, N06AB03, N-methyl-gamma-(4-(trifluoromethyl)-phenoxy)-benzenepropanamine, Pulvules, Portal, Eufor, Fluoxetina [Spanish], Fluoxetinum [INN-Latin], Fluoxetina [INN-Spanish], N-Methyl-3-(p-trifluoromethylphenoxy)-3-phenylpropylamine, NSC-283480, CHEMBL41, dl-3-(p-Trifluoromethylphenoxy)-N-methyl-3-phenylpropylamine, MFCD00072041, (+/-)-Fluoxetine

Molecular formula
C17H18F3NO
Empirical formula
C17H18F3NO
Molecular weight
309.33 g/mol
Exact mass
309.13405
CAS number
54910-89-3
PubChem CID
3386
Canonical SMILES
CNCCC(C1=CC=CC=C1)OC2=CC=C(C=C2)C(F)(F)F
Isomeric SMILES
CNCCC(C1=CC=CC=C1)OC2=CC=C(C=C2)C(F)(F)F
InChI
InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3
InChIKey
RTHCYVBBDHJXIQ-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
22
Rings
2
Aromatic rings
2
Fraction sp³ carbons (Fsp3)
0.29
H-bond donors
1
H-bond acceptors
2 computed here · PubChem 5
Rotatable bonds
6
TPSA (Ų)
21.3
Formal charge
0
XLogP3
4 PubChem
Complexity
308 PubChem
Stereocenters
0 defined, 1 undefinedCIP: C5: undefined
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C66.01%
  • H5.87%
  • F18.42%
  • N4.53%
  • O5.17%

Isotope pattern

100%309.13419%310.1371.9%311.140312.143

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
4.44 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-4.56 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.45 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 309.33
  • log P ≤ 5 (Crippen): 4.44
  • H-bond donors ≤ 5: 1
  • H-bond acceptors ≤ 10: 2

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Most widely reported: 4 company reports to ECHA. Source [1].

  • Corrosive
  • Acute toxicity
  • Health hazard
  • Environmental hazard
  • H302Harmful if swallowed
  • H315Causes skin irritation
  • H318Causes serious eye damage
  • H330Fatal if inhaled
  • H336May cause drowsiness or dizziness
  • H373May causes damage to organs through prolonged or repeated exposure
  • H410Very toxic to aquatic life with long lasting effects

Precautionary statements: P260, P261, P264, P264+P265, P270, P271, P273, P280, P284, P301+P317, P302+P352, P304+P340, P305+P354+P338, P316, P317, P319, P320, P321, P330, P332+P317, P362+P364, P391, P403+P233, P405, P501

Safety data sheets on the supplier’s page: Enamine, AChemBlock, J&H Chemical Co.,ltd.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  2. [2]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  3. [3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  5. [5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  6. [6]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  7. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  8. ·Literature on PubChem

Data last updated 2026-10-14.