carbamazepine   Click here for help

GtoPdb Ligand ID: 5339

Synonyms: calepsin | Carnexiv® | Tegretol®
Approved drug PDB Ligand
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
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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
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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 Click here for help
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 Click here for help
benzo[b][1]benzazepine-11-carboxamide
International Nonproprietary Names Click here for help
INN number INN
1836 carbamazepine
Synonyms Click here for help
calepsin | Carnexiv® | Tegretol®
Database Links Click here for help
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