tocainide   Click here for help

GtoPdb Ligand ID: 7309

Synonyms: Tonocard® | W-36095
Approved drug
tocainide is an approved drug (FDA (1984))
Compound class: Synthetic organic
Comment: Tocainide is a lidocaine analog.

tocainide is commercially available from our sponsors

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 3
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 58.61
Molecular weight 192.13
XLogP 1.45
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 CC(C(=Nc1c(C)cccc1C)O)N
Isomeric SMILES CC(C(=Nc1c(C)cccc1C)O)N
InChI InChI=1S/C11H16N2O/c1-7-5-4-6-8(2)10(7)13-11(14)9(3)12/h4-6,9H,12H2,1-3H3,(H,13,14)
InChI Key BUJAGSGYPOAWEI-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 (1984)
Withdrawn drug? Yes
IUPAC Name Click here for help
2-amino-N-(2,6-dimethylphenyl)propanimidic acid
International Nonproprietary Names Click here for help
INN number INN
4056 tocainide
Synonyms Click here for help
Tonocard® | W-36095
Database Links Click here for help
CAS Registry No. 41708-72-9
ChEMBL Ligand CHEMBL1762
DrugBank Ligand DB01056
DrugCentral Ligand 2686
GtoPdb PubChem SID 178103882
PubChem CID 38945
Search Google for chemical match using the InChIKey BUJAGSGYPOAWEI-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BUJAGSGYPOAWEI
Search PubMed clinical trials tocainide
Search PubMed titles tocainide
Search PubMed titles/abstracts tocainide
UniChem Compound Search for chemical match using the InChIKey BUJAGSGYPOAWEI-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey BUJAGSGYPOAWEI-UHFFFAOYSA-N
Wikipedia Tocainide

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MedChemExpress
Tocainide (links to external site)
Cat. No. HY-B1798