lamotrigine   Click here for help

GtoPdb Ligand ID: 2622

Synonyms: Lamictal®
Approved drug
lamotrigine is an approved drug (FDA (1994))
Compound class: Synthetic organic
Comment: Lamotrigine is an anticonvulsant drug.
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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 1
Topological polar surface area 90.71
Molecular weight 255.01
XLogP 1.99
No. Lipinski's rules broken 0
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Canonical SMILES Nc1nnc(c(n1)N)c1cccc(c1Cl)Cl
Isomeric SMILES Nc1nnc(c(n1)N)c1cccc(c1Cl)Cl
InChI InChI=1S/C9H7Cl2N5/c10-5-3-1-2-4(6(5)11)7-8(12)14-9(13)16-15-7/h1-3H,(H4,12,13,14,16)
1. Liu G, Yarov-Yarovoy V, Nobbs M, Clare JJ, Scheuer T, Catterall WA. (2003)
Differential interactions of lamotrigine and related drugs with transmembrane segment IVS6 of voltage-gated sodium channels.
Neuropharmacology, 44 (3): 413-22. [PMID:12604088]
2. Xie X, Lancaster B, Peakman T, Garthwaite J. (1995)
Interaction of the antiepileptic drug lamotrigine with recombinant rat brain type IIA Na+ channels and with native Na+ channels in rat hippocampal neurones.
Pflugers Arch, 430 (3): 437-46. [PMID:7491269]