lacosamide   Click here for help

GtoPdb Ligand ID: 7472

Synonyms: ADD 234037 | erlosamide | harkeroside | SPM 927 | Vimpat®
Approved drug
lacosamide is an approved drug (EMA and FDA (2008))
Compound class: Synthetic organic
Comment: Lacosamide is a functionalized amino acid anticonvulsant drug [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 67.43
Molecular weight 250.13
XLogP 0.51
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COCC(C(=O)NCc1ccccc1)NC(=O)C
Isomeric SMILES COC[C@H](C(=O)NCc1ccccc1)NC(=O)C
InChI InChI=1S/C13H18N2O3/c1-10(16)15-12(9-18-2)13(17)14-8-11-6-4-3-5-7-11/h3-7,12H,8-9H2,1-2H3,(H,14,17)(H,15,16)/t12-/m1/s1
InChI Key VPPJLAIAVCUEMN-GFCCVEGCSA-N
No information available.
Summary of Clinical Use Click here for help
Lacosamide is used to treat partial-onset seizures in combination with other antiepileptic medicines and may be useful for treating diabetic neuropathic pain.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Lacosamide has been shown experimantally, to be effective in blocking inactivated voltage-gated Nav1.3-, Nav1.7-, and Nav1.8-type channels which are thought to play important roles in pain mechanisms [3].
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