fluoxetine

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Ligands
fluoxetine

Ligand id: 203

Name: fluoxetine

Structure and Physico-chemical Properties

2D Structure

Calculated Physico-chemical Properties
Hydrogen bond acceptors	1
Hydrogen bond donors	1
Rotatable bonds	7
Topological polar surface area	21.26
Molecular weight	309.13
XLogP	6.38
No. Lipinski's rules broken	1

Molecular properties generated using the CDK

Classification
Compound class	Synthetic organic
Approved drug?	Yes (source: FDA (1987))

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

IUPAC Name

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

International Nonproprietary Names
INN number	INN
3883	fluoxetine

Synonyms
Prozac®

Synonyms

Prozac®

Database Links
BindingDB Ligand	30130
CAS Registry No.	54910-89-3
ChEBI	CHEBI:5118
ChEMBL Ligand	CHEMBL41
DrugBank Ligand	DB00472
PharmGKB Drug	PA449673
PubChem CID	3386
Search Google for chemical match using the InChIKey	RTHCYVBBDHJXIQ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone	RTHCYVBBDHJXIQ
Search PubMed clinical trials	fluoxetine
Search PubMed titles	fluoxetine
Search PubMed titles/abstracts	fluoxetine
Wikipedia	Fluoxetine

Comments
The approved drug fluoxetine is a racemic mixture of two enantiomers; (R)-fluoxetine and (S)-Fluoxetine. The structure shown here does not specify stereochemistry and represents the mixture. The two PDB links listed above represent the two enantiomers. Fluoxetine is metabolised in the body to active metabolite norfluoxetine.

Comments

The approved drug fluoxetine is a racemic mixture of two enantiomers; (R)-fluoxetine and (S)-Fluoxetine. The structure shown here does not specify stereochemistry and represents the mixture. The two PDB links listed above represent the two enantiomers. Fluoxetine is metabolised in the body to active metabolite norfluoxetine.