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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1290
CHEMBL1290
Compound Name PENBUTOLOL
ChEMBL Synonyms HOE 39-893D | BETAPRESSIN | PENBUTOLOL | Levatol | PENBUTOLOL SULFATE | LEVATOL | HOE 893D
Max Phase 4 (Approved)
Trade Names BETAPRESSIN | LEVATOL
Molecular Formula C18H29NO2

Additional synonyms for CHEMBL1290 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)(C)NC[C@H](O)COc1ccccc1C2CCCC2
Standard InChI InChI=1S/C18H29NO2/c1-18(2,3)19-12-15(20)13-21-17-11-7-6-10- ...
Download InChI
Standard InChI Key KQXKVJAGOJTNJS-HNNXBMFYSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1290

Molecule Features

CHEMBL1290 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

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

Clinical Data

ClinicalTrials.gov PENBUTOLOL
The Cochrane Collaboration PENBUTOLOL

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 CHEMBL1290. 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
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.997
CHEMBL4333 Sphingosine 1-phosphate receptor Edg-1 Homo sapiens 0.965
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.964
CHEMBL222 Norepinephrine transporter Homo sapiens 0.815



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
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 1.000
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 0.997
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.992
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.988
CHEMBL4333 Sphingosine 1-phosphate receptor Edg-1 Homo sapiens 0.976
CHEMBL222 Norepinephrine transporter Homo sapiens 0.920
CHEMBL238 Dopamine transporter Homo sapiens 0.786
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.454
CHEMBL3892 Sphingosine 1-phosphate receptor Edg-3 Homo sapiens 0.447
CHEMBL228 Serotonin transporter Homo sapiens 0.295

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
291.4 291.2198 3.47 6 41.49 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.9 9.51 4.02 1.86 1 21 0.84

Structural Alerts

There are 1 structural alerts for CHEMBL1290. 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
C07AA23 - penbutolol

ChemSpider ChemSpider:KQXKVJAGOJTNJS-HNNXBMFYSA-N
DailyMed penbutolol sulfate
Wikipedia Penbutolol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1290



ACToR 36507-48-9 38363-40-5
ChEBI 7954
DrugBank DB01359
DrugCentral 2078
EPA CompTox Dashboard DTXSID8023428
FDA SRS 78W62V43DY
Guide to Pharmacology 7263
Human Metabolome Database HMDB0015447
IBM Patent System 0897305041FAD0438039195919C3A297
KEGG Ligand C07416
Nikkaji J22.286K
PharmGKB PA164749474
PubChem 37464
PubChem: Thomson Pharma 15902888
SureChEMBL SCHEMBL41408
ZINC ZINC000000001898

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