lacosamide   Click here for help

GtoPdb Ligand ID: 7472

Synonyms: ADD 234037 | erlosamide | harkeroside | SPM 927 | Vimpat®
Approved drug PDB Ligand
lacosamide is an approved drug (EMA and FDA (2008))
Compound class: Synthetic organic
Comment: Lacosamide is a functionalized amino acid anticonvulsant drug [2].
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: lacosamide

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA and FDA (2008))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8094 lacosamide
Synonyms Click here for help
ADD 234037 | erlosamide | harkeroside | SPM 927 | Vimpat®
Database Links Click here for help
CAS Registry No. 175481-36-4
ChEMBL Ligand CHEMBL58323
DrugBank Ligand DB06218
DrugCentral Ligand 4310
GtoPdb PubChem SID 187051775
PubChem CID 219078
Search Google for chemical match using the InChIKey VPPJLAIAVCUEMN-GFCCVEGCSA-N
Search Google for chemicals with the same backbone VPPJLAIAVCUEMN
Search PubMed clinical trials lacosamide
Search PubMed titles lacosamide
Search PubMed titles/abstracts lacosamide
UniChem Compound Search for chemical match using the InChIKey VPPJLAIAVCUEMN-GFCCVEGCSA-N
UniChem Connectivity Search for chemical match using the InChIKey VPPJLAIAVCUEMN-GFCCVEGCSA-N
Wikipedia Lacosamide