paroxetine   

GtoPdb Ligand ID: 4790

Synonyms: paroxetine hydrochloride (anhydrous or hemihydrate) | Paxil® | Seroxat®
paroxetine is an approved drug (FDA (1992))
Compound class: Synthetic organic
Comment: Paroxetine is a selective serotonin-reuptake inhibitor (SSRI) antidepressant. An X-ray structure of crystals of paroxetine bound SERT, shows a single central binding site [1] (see PDB entry 5I6X)..
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 39.72
Molecular weight 329.14
XLogP 3.32
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Fc1ccc(cc1)C1CCNCC1COc1ccc2c(c1)OCO2
Isomeric SMILES Fc1ccc(cc1)[C@@H]1CCNC[C@H]1COc1ccc2c(c1)OCO2
InChI InChI=1S/C19H20FNO3/c20-15-3-1-13(2-4-15)17-7-8-21-10-14(17)11-22-16-5-6-18-19(9-16)24-12-23-18/h1-6,9,14,17,21H,7-8,10-12H2/t14-,17-/m0/s1
InChI Key AHOUBRCZNHFOSL-YOEHRIQHSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1992))
IUPAC Name
(3S,4R)-3-[(2H-1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine
International Nonproprietary Names
INN number INN
4327 paroxetine
Synonyms
paroxetine hydrochloride (anhydrous or hemihydrate) | Paxil® | Seroxat®
Database Links
CAS Registry No. 61869-08-7 (source: Scifinder)
ChEBI CHEBI:7936
ChEMBL Ligand CHEMBL490
DrugBank Ligand DB00715
DrugCentral Ligand 2068
GtoPdb PubChem SID 178101492
PubChem CID 43815
RCSB PDB Ligand 8PR
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SynPHARM 13002 (in complex with SERT)
83552 (in complex with SERT)
Wikipedia Paroxetine