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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1762
CHEMBL1762
Compound Name TOCAINIDE
ChEMBL Synonyms XYLOTOCAN | TOCAINIDE | W-36095 | TONOCARD | TOCAINIDE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names TONOCARD | XYLOTOCAN
Molecular Formula C11H16N2O

Additional synonyms for CHEMBL1762 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(N)C(=O)Nc1c(C)cccc1C
Standard InChI InChI=1S/C11H16N2O/c1-7-5-4-6-8(2)10(7)13-11(14)9(3)12/h4-6, ...
Download InChI
Standard InChI Key BUJAGSGYPOAWEI-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1762

Molecule Features

CHEMBL1762 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Sodium channel alpha subunit blocker Sodium channel alpha subunit ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Arrhythmias, CardiacD001145EFO:0004269cardiac arrhythmia4ATC

Clinical Data

ClinicalTrials.gov TOCAINIDE
The Cochrane Collaboration TOCAINIDE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1762. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL6141 Acyl-CoA:cholesterol acyltransferase Oryctolagus cuniculus 1.000
CHEMBL258 Tyrosine-protein kinase LCK Homo sapiens 0.997
CHEMBL2590 Aminopeptidase N Sus scrofa 0.996
CHEMBL3230 Sphingosine 1-phosphate receptor Edg-6 Homo sapiens 0.831
CHEMBL285 Acyl coenzyme A:cholesterol acyltransferase 1 Rattus norvegicus 0.817
CHEMBL1907 Aminopeptidase N Homo sapiens 0.798
CHEMBL2568 Liver glycogen phosphorylase Homo sapiens 0.605
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.378
CHEMBL2046264 Renin Macaca fascicularis 0.251



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL6141 Acyl-CoA:cholesterol acyltransferase Oryctolagus cuniculus 1.000
CHEMBL258 Tyrosine-protein kinase LCK Homo sapiens 0.998
CHEMBL2590 Aminopeptidase N Sus scrofa 0.967
CHEMBL3230 Sphingosine 1-phosphate receptor Edg-6 Homo sapiens 0.642
CHEMBL285 Acyl coenzyme A:cholesterol acyltransferase 1 Rattus norvegicus 0.517
CHEMBL1907 Aminopeptidase N Homo sapiens 0.441
CHEMBL2568 Liver glycogen phosphorylase Homo sapiens 0.303

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
192.3 192.1263 1.59 2 55.12 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 2 0 3 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.1 .81 .37 1 14 0.75

Structural Alerts

There are no structural alerts for CHEMBL1762

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01B - ANTIARRHYTHMICS, CLASS I AND III
C01BB - Antiarrhythmics, class Ib
C01BB03 - tocainide

ChemSpider ChemSpider:BUJAGSGYPOAWEI-UHFFFAOYSA-N
PubChem SID: 90341559
Wikipedia Tocainide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1762



ACToR 53984-26-2 76213-25-7 41708-72-9
ChEBI 9611
DrugBank DB01056
DrugCentral 2686
eMolecules 2729323
EPA CompTox Dashboard DTXSID9040766
Guide to Pharmacology 7309
Human Metabolome Database HMDB0015189
IBM Patent System 36EB955BC948D8A5279C39F1BF3C6748
KEGG Ligand C07142
LINCS LSM-1909
Mcule MCULE-9641637435
MolPort MolPort-005-935-577
NIH Clinical Collection SAM001246759
Nikkaji J16.873D
PharmGKB PA451706
PubChem 38945
PubChem: Thomson Pharma 14797358
SureChEMBL SCHEMBL15761

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/BUJAGSGYPOAWEI-UHFFFAOYSA-N spacer
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