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
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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)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1968))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
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
Specialist databases
GPCRdb Ligand carbamazepine
Other databases
CAS Registry No. 298-46-4 (source: Scifinder)
DrugBank Ligand DB00564
DrugCentral Ligand 489
GtoPdb PubChem SID 178102003
PubChem CID 2554
Search Google for chemical match using the InChIKey FFGPTBGBLSHEPO-UHFFFAOYSA-N
Search Google for chemicals with the same backbone FFGPTBGBLSHEPO
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UniChem Compound Search for chemical match using the InChIKey FFGPTBGBLSHEPO-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey FFGPTBGBLSHEPO-UHFFFAOYSA-N
Wikipedia Carbamazepine

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Carbamazepine (links to external site)
Cat. No. 4098