milnacipran   Click here for help

GtoPdb Ligand ID: 7436

Synonyms: Savella®
Approved drug
milnacipran is an approved drug (FDA (2009))
Compound class: Synthetic organic
Comment: Milnacipran is approved as a racemic mixture of enantiomers. We show the non-isomeric structure to represent the mixture.
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View more information in the IUPHAR Pharmacology Education Project: milnacipran

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 46.33
Molecular weight 246.17
XLogP 1.91
No. Lipinski's rules broken 0
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Canonical SMILES NCC1CC1(c1ccccc1)C(=O)N(CC)CC
Isomeric SMILES NCC1CC1(c1ccccc1)C(=O)N(CC)CC
InChI InChI=1S/C15H22N2O/c1-3-17(4-2)14(18)15(10-13(15)11-16)12-8-6-5-7-9-12/h5-9,13H,3-4,10-11,16H2,1-2H3
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Summary of Clinical Use Click here for help
In addition to treating major depressive disorder, milnacipran can be used to treat the chronic pain disorder fibromyalgia [1-2].
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Milnacipran inhibits reuptake of serotonin and noradrenaline by their respective transporters, SERT (SLC6A4) and NET (SLC6A2). By inhibiting the re-uptake of serotonin and norepinephrine in the CNS, this drug rebalances the levels of these neurotransmitters and increases their activity. It is likely that the inihibition of noradrenaline reuptake is responsible for improvements in chronic pain management.
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