ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL24
CHEMBL24
Compound Name ATENOLOL
ChEMBL Synonyms Unibloc | KENTOL | ATENIX-25 | ATENIX-50 | Ibinolo | TOTAMOL | TENORMIN | ATENAMIN | VASATEN | TENORMIN L.S. | ANTIPRESSAN | ATENIX-100 | ATENOLOL | Esatenolol | ICI 66,082 | TENORMIN 25
Max Phase 4 (Approved)
Trade Names TENORMIN L.S. | ATENAMIN | VASATEN | TENORMIN 25 | ATENIX-25 | ATENIX-50 | TENORMIN | ATENIX-100 | ATENOLOL | KENTOL | Unibloc | Ibinolo | TOTAMOL | ANTIPRESSAN
Molecular Formula C14H22N2O3

Additional synonyms for CHEMBL24 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)NCC(O)COc1ccc(CC(=O)N)cc1
Standard InChI InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13 ...
Download InChI
Standard InChI Key METKIMKYRPQLGS-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • 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


CHEMBL24

Molecule Features

CHEMBL24 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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
ClinicalTrials
Myocardial InfarctionD009203EFO:0000612myocardial infarction4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder2ClinicalTrials
Vascular DiseasesD014652EFO:0004264vascular disease3ClinicalTrials
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
HemangiomaD006391EFO:1000635hemangioma3ClinicalTrials
Mitral Valve StenosisD008946EFO:0007372mitral valve stenosis3ClinicalTrials
Essential HypertensionD000075222EFO:1002032primary hypertension3ClinicalTrials
Myocardial IschemiaD017202EFO:1001375Myocardial Ischemia3ClinicalTrials
Angina PectorisD000787EFO:0003913angina pectoris4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease3ClinicalTrials
HypertensionD006973EFO:0000537hypertension4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Hypertrophy, Left VentricularD017379EFO:0003896left ventricular hypertrophy3ClinicalTrials
Marfan SyndromeD008382Orphanet:558Marfan syndrome3ClinicalTrials
Angina, StableD060050EFO:0003913angina pectoris2ClinicalTrials
Cerebrovascular DisordersD002561EFO:0003763cerebrovascular disorder3ClinicalTrials
OsteoporosisD010024EFO:0003882osteoporosis0ClinicalTrials
Atrial FibrillationD001281EFO:0000275atrial fibrillation3ClinicalTrials
Heart DiseasesD006331EFO:0003777heart disease3ClinicalTrials

Clinical Data

ClinicalTrials.gov ATENOLOL
The Cochrane Collaboration ATENOLOL

Metabolites for CHEMBL24

Open in full screen

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 CHEMBL24. 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
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 0.999
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.996
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 0.971
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.951
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.766



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.996
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.985
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 0.862
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.837
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.650

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
266.3 266.163 0.45 8 84.58 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.88 9.43 .34 -1.76 1 19 0.64

Structural Alerts

There are 1 structural alerts for CHEMBL24. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C07 - BETA BLOCKING AGENTS
C07A - BETA BLOCKING AGENTS
C07AB - Beta blocking agents, selective
C07AB03 - atenolol

ChemSpider ChemSpider:METKIMKYRPQLGS-UHFFFAOYSA-N
DailyMed atenolol
PubChem SID: 144212743 SID: 26751696 SID: 50085956 SID: 50104387 SID: 855957 SID: 90340978
Wikipedia Atenolol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL24



ACToR 60966-51-0 29122-68-7
BindingDB 25753
Brenda 62194
ChEBI 2904
ChemicalBook CB3753116
DrugBank DB00335
DrugCentral 255
eMolecules 533825 27677625
EPA CompTox Dashboard DTXSID2022628
Guide to Pharmacology 548
Human Metabolome Database HMDB0001924
IBM Patent System F72F60D873755BEFD2A0DD3081D2AF4C
LINCS LSM-4355
Mcule MCULE-9148694071
MolPort MolPort-001-792-717
NIH Clinical Collection SAM002564193
Nikkaji J3.170D
NMRShiftDB 20209081
PharmGKB PA448499
PubChem 2249
PubChem: Drugs of the Future 12014149
PubChem: Thomson Pharma 14799140
SureChEMBL SCHEMBL4362

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