duloxetine   Click here for help

GtoPdb Ligand ID: 202

Synonyms: Cymbalta® | LY248686
Approved drug PDB Ligand
duloxetine is an approved drug (FDA & EMA (2004))
Compound class: Synthetic organic
Comment: Duloxetine is a selective serotonin and norepinephrine reuptake inhibitor (SSNRI) antidepressant.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 49.5
Molecular weight 297.12
XLogP 4.05
No. Lipinski's rules broken 0
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Canonical SMILES CNCCC(c1cccs1)Oc1cccc2c1cccc2
Isomeric SMILES CNCC[C@@H](c1cccs1)Oc1cccc2c1cccc2
InChI InChI=1S/C18H19NOS/c1-19-12-11-17(18-10-5-13-21-18)20-16-9-4-7-14-6-2-3-8-15(14)16/h2-10,13,17,19H,11-12H2,1H3/t17-/m0/s1
1. Bymaster FP, Dreshfield-Ahmad LJ, Threlkeld PG, Shaw JL, Thompson L, Nelson DL, Hemrick-Luecke SK, Wong DT. (2001)
Comparative affinity of duloxetine and venlafaxine for serotonin and norepinephrine transporters in vitro and in vivo, human serotonin receptor subtypes, and other neuronal receptors.
Neuropsychopharmacology, 25 (6): 871-80. [PMID:11750180]
2. Fish PV, Deur C, Gan X, Greene K, Hoople D, Mackenny M, Para KS, Reeves K, Ryckmans T, Stiff C et al.. (2008)
Design and synthesis of morpholine derivatives. SAR for dual serotonin & noradrenaline reuptake inhibition.
Bioorg Med Chem Lett, 18 (8): 2562-6. [PMID:18387300]
3. Pechulis AD, Beck JP, Curry MA, Wolf MA, Harms AE, Xi N, Opalka C, Sweet MP, Yang Z, Vellekoop AS et al.. (2012)
4-Phenyl tetrahydroisoquinolines as dual norepinephrine and dopamine reuptake inhibitors.
Bioorg Med Chem Lett, 22 (23): 7219-22. [PMID:23084899]