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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201237
CHEMBL1201237
Compound Name LEVOBUNOLOL
ChEMBL Synonyms AKBETA | LEVOBUNOLOL | BETAGAN | W 7000A | LEVOBUNOLOL HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names BETAGAN | LEVOBUNOLOL HYDROCHLORIDE | AKBETA
Molecular Formula C17H25NO3

Additional synonyms for CHEMBL1201237 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)(C)NC[C@H](O)COc1cccc2C(=O)CCCc12
Standard InChI InChI=1S/C17H25NO3/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-1 ...
Download InChI
Standard InChI Key IXHBTMCLRNMKHZ-LBPRGKRZSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL1201237

Molecule Features

CHEMBL1201237 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:Y 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 DailyMed
Beta-2 adrenergic receptor antagonist Beta-2 adrenergic receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
GlaucomaD005901EFO:0000516glaucoma4ATC

Clinical Data

ClinicalTrials.gov LEVOBUNOLOL
The Cochrane Collaboration LEVOBUNOLOL

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 CHEMBL1201237. 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
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.997
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.984
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.973
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.951
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.402
CHEMBL4333 Sphingosine 1-phosphate receptor Edg-1 Homo sapiens 0.368



10uM


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 0.999
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.987
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.849
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.813
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.780
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 0.311

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
291.4 291.1834 2.33 5 58.56 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
13.84 9.52 1.96 -.12 1 21 0.87

Structural Alerts

There are 2 structural alerts for CHEMBL1201237. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01E - ANTIGLAUCOMA PREPARATIONS AND MIOTICS
S01ED - Beta blocking agents 1)
S01ED03 - levobunolol

ChemSpider ChemSpider:IXHBTMCLRNMKHZ-LBPRGKRZSA-N
DailyMed levobunolol hydrochloride
PubChem SID: 11112712 SID: 11112713
Wikipedia Levobunolol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201237



ACToR 47141-42-4
ChEBI 6438
DrugBank DB01210
DrugCentral 431
EPA CompTox Dashboard DTXSID1043833
FDA SRS G6317AOI7K
Guide to Pharmacology 570
Human Metabolome Database HMDB0015341
IBM Patent System A7803A6405B109AD7444E71AB9DA93F7
KEGG Ligand C07914
LINCS LSM-6578
Nikkaji J237.992I
PharmGKB PA164747027
PubChem 39468
PubChem: Thomson Pharma 14800093
SureChEMBL SCHEMBL24095
ZINC ZINC000003830339

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