carbamazepine   

GtoPdb Ligand ID: 5339

Synonyms: calepsin | Carnexiv® | Tegretol®
carbamazepine is an approved drug (FDA (1968))
Compound class: Synthetic organic
Comment: Carbamazepine is a tricyclic anticonvulsant.
Carbamazepine has been shown to inhibit Wnt/β-catenin signalling by binding to an allosteric site of the Wnt ligand receptor FZD8 [4]. It does not bind to FZD5 so can be used to distinguish between these two receptors.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 46.33
Molecular weight 236.09
XLogP 2.3
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES NC(=O)N1c2ccccc2C=Cc2c1cccc2
Isomeric SMILES NC(=O)N1c2ccccc2C=Cc2c1cccc2
InChI InChI=1S/C15H12N2O/c16-15(18)17-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)17/h1-10H,(H2,16,18)
InChI Key FFGPTBGBLSHEPO-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1968))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
benzo[b][1]benzazepine-11-carboxamide
International Nonproprietary Names
INN number INN
1836 carbamazepine
Synonyms
calepsin | Carnexiv® | Tegretol®
Database Links
CAS Registry No. 298-46-4 (source: Scifinder)
ChEMBL Ligand CHEMBL108
DrugBank Ligand DB00564
DrugCentral Ligand 489
GtoPdb PubChem SID 178102003
PubChem CID 2554
RCSB PDB Ligand N6W
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Wikipedia Carbamazepine

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Tocris
Carbamazepine
Cat. No. 4098