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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL2111112
CHEMBL2111112
Compound Name VERNAKALANT
ChEMBL Synonyms VERNAKALANT HYDROCHLORIDE | RSD1235 | VERNAKALANT
Max Phase 4 (Approved)
Trade Names
Molecular Formula C20H31NO4

Additional synonyms for CHEMBL2111112 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc(CCO[C@@H]2CCCC[C@H]2N3CC[C@@H](O)C3)cc1OC
Standard InChI InChI=1S/C20H31NO4/c1-23-19-8-7-15(13-20(19)24-2)10-12-25-18 ...
Download InChI
Standard InChI Key VBHQKCBVWWUUKN-KZNAEPCWSA-N

Sources

  • AstraZeneca Deposited Data
  • Patent Bioactivity Data
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL2111112

Molecule Features

CHEMBL2111112 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Arrhythmias, CardiacD001145EFO:0004269cardiac arrhythmia4ATC
Atrial FlutterD001282EFO:0003911atrial flutter3ClinicalTrials
ClinicalTrials
Atrial FibrillationD001281EFO:0000275atrial fibrillation3ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov VERNAKALANT
The Cochrane Collaboration VERNAKALANT

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 CHEMBL2111112. 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
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 1.000
CHEMBL4828 Synaptic vesicular amine transporter Rattus norvegicus 0.993
CHEMBL4153 Sigma-1 receptor Cavia porcellus 0.987
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.978
CHEMBL237 Kappa opioid receptor Homo sapiens 0.863
CHEMBL1902 FK506-binding protein 1A Homo sapiens 0.821
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.743
CHEMBL287 Sigma opioid receptor Homo sapiens 0.489



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 1.000
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.999
CHEMBL4153 Sigma-1 receptor Cavia porcellus 0.998
CHEMBL4828 Synaptic vesicular amine transporter Rattus norvegicus 0.901
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.897
CHEMBL237 Kappa opioid receptor Homo sapiens 0.862
CHEMBL1902 FK506-binding protein 1A Homo sapiens 0.648
CHEMBL287 Sigma opioid receptor Homo sapiens 0.606
CHEMBL2125 Vesicular acetylcholine transporter Rattus norvegicus 0.598
CHEMBL2052031 Peptidyl-prolyl cis-trans isomerase FKBP5 Homo sapiens 0.561
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.236

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
349.5 349.2253 2.64 7 51.16 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.84 2.6 1.05 1 25 0.82

Structural Alerts

There are no structural alerts for CHEMBL2111112

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01B - ANTIARRHYTHMICS, CLASS I AND III
C01BG - Other antiarrhythmics, class I and III
C01BG11 - vernakalant

ChemSpider ChemSpider:VBHQKCBVWWUUKN-KZNAEPCWSA-N

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL2111112



ChEBI 135956
DrugBank DB06217
DrugCentral 4365
EPA CompTox Dashboard DTXSID60229659
FDA SRS 9G468C8B13
IBM Patent System 3BF75E4CB1ECF192228A8A3DD0F3E126
LINCS LSM-45707
MolPort MolPort-028-720-365
Nikkaji J2.804.733I
PubChem 9930049
PubChem: Thomson Pharma 16881656
SureChEMBL SCHEMBL410062
ZINC ZINC000022010910

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