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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL640
CHEMBL640
Compound Name PROCAINAMIDE
ChEMBL Synonyms BIOCORYL | PRONESTYL | Novocainamid | Pronestyl | PROCAINAMIDE HYDROCHLORIDE | PROCANBID | PROCAN | Procainamide | PRONESTYL-SR | Pronestyl-SR | Procanbid | PROCAPAN | PROCAN SR | Procapan | Procan
Max Phase 4 (Approved)
Trade Names PRONESTYL-SR | PROCAN SR | PROCAPAN | Novocainamid | PRONESTYL | PROCAINAMIDE HYDROCHLORIDE | PROCAN | PROCANBID | BIOCORYL
Molecular Formula C13H21N3O

Additional synonyms for CHEMBL640 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCN(CC)CCNC(=O)c1ccc(N)cc1
Standard InChI InChI=1S/C13H21N3O/c1-3-16(4-2)10-9-15-13(17)11-5-7-12(14)8- ...
Download InChI
Standard InChI Key REQCZEXYDRLIBE-UHFFFAOYSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL640

Molecule Features

CHEMBL640 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

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
Atrial FibrillationD001281EFO:0000275atrial fibrillation3ClinicalTrials
ClinicalTrials
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov PROCAINAMIDE
The Cochrane Collaboration PROCAINAMIDE

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 CHEMBL640. 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
CHEMBL325 Histone deacetylase 1 Homo sapiens 0.996
CHEMBL1865 Histone deacetylase 6 Homo sapiens 0.993
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.836
CHEMBL3524 Histone deacetylase 4 Homo sapiens 0.775
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.721
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.713
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.647
CHEMBL3138 Dopamine D3 receptor Rattus norvegicus 0.537
CHEMBL281 Carbonic anhydrase IV Bos taurus 0.535
CHEMBL2007 Platelet-derived growth factor receptor alpha Homo sapiens 0.348
CHEMBL1936 Stem cell growth factor receptor Homo sapiens 0.289
CHEMBL1829 Histone deacetylase 3 Homo sapiens 0.234



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1865 Histone deacetylase 6 Homo sapiens 0.997
CHEMBL325 Histone deacetylase 1 Homo sapiens 0.994
CHEMBL3524 Histone deacetylase 4 Homo sapiens 0.834
CHEMBL1991 Inhibitor of nuclear factor kappa B kinase beta subunit Homo sapiens 0.687
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.454
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.377
CHEMBL3138 Dopamine D3 receptor Rattus norvegicus 0.359
CHEMBL344 Melanin-concentrating hormone receptor 1 Homo sapiens 0.318
CHEMBL281 Carbonic anhydrase IV Bos taurus 0.304
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.298
CHEMBL2007 Platelet-derived growth factor receptor alpha Homo sapiens 0.254
CHEMBL220 Acetylcholinesterase Homo sapiens 0.221

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
235.3 235.1685 1.34 6 58.36 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 4 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.09 1.32 -.56 1 17 0.73

Structural Alerts

There are 4 structural alerts for CHEMBL640. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01B - ANTIARRHYTHMICS, CLASS I AND III
C01BA - Antiarrhythmics, class Ia
C01BA02 - procainamide

ChemSpider ChemSpider:REQCZEXYDRLIBE-UHFFFAOYSA-N
DailyMed procainamide hydrochloride
PubChem SID: 11111690 SID: 11111691 SID: 144203797 SID: 170464952 SID: 26751611 SID: 90340905
Wikipedia Procainamide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL640



ACToR 51-06-9
BindingDB 39344
Brenda 6583
ChEBI 8428
DrugBank DB01035
DrugCentral 2270
eMolecules 975588
EPA CompTox Dashboard DTXSID7023512
FDA SRS L39WTC366D
Guide to Pharmacology 4811
Human Metabolome Database HMDB0015169
IBM Patent System 6E6DBB1AC314346FB1E8E1E7C2F57F3E
KEGG Ligand C07401
LINCS LSM-3681
Mcule MCULE-2863739556
MolPort MolPort-001-783-481
Nikkaji J4.110F
PharmGKB PA451108
PubChem 4913
PubChem: Thomson Pharma 15220788
SureChEMBL SCHEMBL15914
ZINC ZINC000001530756

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