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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL546
CHEMBL546
Compound Name OXPRENOLOL
ChEMBL Synonyms TRASICOR RET | LARACOR | OXPRENOLOL | SLOW-PREN | TRASICOR | APSOLOX | PARITANE | BA-39,089 | SLOW-TRASICOR | OXPRENOLOL HYDROCHLORIDE | OXYPRENIX EXCEL 160
Max Phase 4 (Approved)
Trade Names LARACOR | TRASICOR RET | OXYPRENIX EXCEL 160 | SLOW-TRASICOR | PARITANE | APSOLOX | SLOW-PREN | TRASICOR
Molecular Formula C15H23NO3

Additional synonyms for CHEMBL546 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)NCC(O)COc1ccccc1OCC=C
Standard InChI InChI=1S/C15H23NO3/c1-4-9-18-14-7-5-6-8-15(14)19-11-13(17)10 ...
Download InChI
Standard InChI Key CEMAWMOMDPGJMB-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL546

Molecule Features

CHEMBL546 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:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Beta-1 adrenergic receptor antagonist Beta-1 adrenergic receptor ISBN PubMed
Beta-2 adrenergic receptor antagonist Beta-2 adrenergic receptor ISBN PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC

Clinical Data

ClinicalTrials.gov OXPRENOLOL
The Cochrane Collaboration OXPRENOLOL

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 CHEMBL546. 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
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL3815 Squalene synthetase Rattus norvegicus 0.994
CHEMBL3892 Sphingosine 1-phosphate receptor Edg-3 Homo sapiens 0.994
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.985
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.978
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.971
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.960
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.510
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.374
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.243
CHEMBL4478 Voltage-gated N-type calcium channel alpha-1B subunit Homo sapiens 0.218



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL3815 Squalene synthetase Rattus norvegicus 0.999
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 0.999
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.993
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 0.985
CHEMBL3892 Sphingosine 1-phosphate receptor Edg-3 Homo sapiens 0.947
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.945
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.941
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.939
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.828
CHEMBL4478 Voltage-gated N-type calcium channel alpha-1B subunit Homo sapiens 0.336
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.202

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
265.4 265.1678 1.99 9 50.72 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.89 9.44 2.15 .04 1 19 0.67

Structural Alerts

There are 4 structural alerts for CHEMBL546. 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
C07AA02 - oxprenolol

ChemSpider ChemSpider:CEMAWMOMDPGJMB-UHFFFAOYSA-N
Wikipedia Oxprenolol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL546



ACToR 6452-71-7 22972-96-9 22972-98-1
BindingDB 50240370
ChEBI 91704
DrugBank DB01580
DrugCentral 2027
eMolecules 1988305
EPA CompTox Dashboard DTXSID1043835
Guide to Pharmacology 7255
Human Metabolome Database HMDB0015520
IBM Patent System 905C2030628F1F80918D8B1E5601D450
LINCS LSM-1554
Mcule MCULE-3209868387
Nikkaji J8.410G J318.375K
PharmGKB PA10284
PubChem 4631
PubChem: Thomson Pharma 14750338
SureChEMBL SCHEMBL16310

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