felbamate   Click here for help

GtoPdb Ligand ID: 5473

Synonyms: ADD 03055 | Felbatol® | W 554
Approved drug
felbamate is an approved drug (FDA (1993))
Compound class: Synthetic organic
Comment: Felbamate is an anticonvulsant.
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2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 104.64
Molecular weight 238.1
XLogP 0.25
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES NC(=O)OCC(c1ccccc1)COC(=O)N
Isomeric SMILES NC(=O)OCC(c1ccccc1)COC(=O)N
InChI InChI=1S/C11H14N2O4/c12-10(14)16-6-9(7-17-11(13)15)8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H2,12,14)(H2,13,15)
InChI Key WKGXYQFOCVYPAC-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. FDA (1993)
IUPAC Name Click here for help
3-(carbamoyloxy)-2-phenylpropyl carbamate
International Nonproprietary Names Click here for help
INN number INN
5686 felbamate
Synonyms Click here for help
ADD 03055 | Felbatol® | W 554
Database Links Click here for help
CAS Registry No. 25451-15-4
ChEBI CHEBI:4995
ChEMBL Ligand CHEMBL1094
DrugBank Ligand DB00949
DrugCentral Ligand 1140
GtoPdb PubChem SID 178102122
PubChem CID 3331
Search Google for chemical match using the InChIKey WKGXYQFOCVYPAC-UHFFFAOYSA-N
Search Google for chemicals with the same backbone WKGXYQFOCVYPAC
Search PubMed clinical trials felbamate
Search PubMed titles felbamate
Search PubMed titles/abstracts felbamate
UniChem Compound Search for chemical match using the InChIKey WKGXYQFOCVYPAC-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WKGXYQFOCVYPAC-UHFFFAOYSA-N
Wikipedia Felbamate

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MedChemExpress
Felbamate (links to external site)
Cat. No. HY-B0184