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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL471
CHEMBL471
Compound Name SOTALOL
ChEMBL Synonyms BETAPACE | Betapace | BETA-CARDONE | SOTACOR | SOTYLIZE | SOTALOL | MJ-1999 | MJ 1999 | SORINE | SOTALEX | Sorine | BETAPACE AF | SOTALOL HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names BETA-CARDONE | SOTACOR | SOTYLIZE | SORINE | SOTALEX | BETAPACE AF | SOTALOL HYDROCHLORIDE | BETAPACE
Molecular Formula C12H20N2O3S

Additional synonyms for CHEMBL471 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)NCC(O)c1ccc(NS(=O)(=O)C)cc1
Standard InChI InChI=1S/C12H20N2O3S/c1-9(2)13-8-12(15)10-4-6-11(7-5-10)14-1 ...
Download InChI
Standard InChI Key ZBMZVLHSJCTVON-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Orange Book
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL471

Molecule Features

CHEMBL471 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Beta-1 adrenergic receptor antagonist Beta-1 adrenergic receptor DailyMed
Beta-2 adrenergic receptor antagonist Beta-2 adrenergic receptor DailyMed
HERG blocker HERG DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Atrial FibrillationD001281EFO:0000275atrial fibrillation3ClinicalTrials
ClinicalTrials
Death, Sudden, CardiacD016757EFO:0004278sudden cardiac arrest3ClinicalTrials
Tachycardia, VentricularD017180EFO:0005306ventricular tachycardia3ClinicalTrials
Ventricular FibrillationD014693EFO:0004287ventricular fibrillation3ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov SOTALOL
The Cochrane Collaboration SOTALOL

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 CHEMBL471. 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
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL4794 Vanilloid receptor Homo sapiens 1.000
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.997
CHEMBL5102 Vanilloid receptor Rattus norvegicus 0.993
CHEMBL1935 Aldehyde dehydrogenase Homo sapiens 0.226



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 1.000
CHEMBL4794 Vanilloid receptor Homo sapiens 1.000
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.998
CHEMBL5102 Vanilloid receptor Rattus norvegicus 0.998
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 0.598
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.517
CHEMBL243 Human immunodeficiency virus type 1 protease Human immunodeficiency virus 1 0.254

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
272.4 272.1195 1.09 6 78.43 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 3 0 5 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
8.28 9.31 .24 -1.68 1 18 0.72

Structural Alerts

There are 1 structural alerts for CHEMBL471. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C07 - BETA BLOCKING AGENTS
C07A - BETA BLOCKING AGENTS
C07AA - Beta blocking agents, non-selective
C07AA07 - sotalol

ChemSpider ChemSpider:ZBMZVLHSJCTVON-UHFFFAOYSA-N
DailyMed sotalol hydrochloride
PubChem SID: 144203812 SID: 26751989
Wikipedia Sotalol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL471



ACToR 27948-47-6 3930-20-9
BindingDB 25762
Brenda 114658
ChEBI 63622
DrugBank DB00489
DrugCentral 2464
eMolecules 31227958
EPA CompTox Dashboard DTXSID0023589
Guide to Pharmacology 7297
Human Metabolome Database HMDB0014632
IBM Patent System 66D0B02D7E34092FD8EA496F14C20F4A
KEGG Ligand C07309
LINCS LSM-1465
MolPort MolPort-002-042-381
Nikkaji J10.583J
PharmGKB PA451457
PubChem 5253
PubChem: Thomson Pharma 14775037
SureChEMBL SCHEMBL16407

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