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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201177
CHEMBL1201177
Compound Name LEVOBUNOLOL HYDROCHLORIDE
ChEMBL Synonyms W 7000A | BETAGAN | AKBETA | LEVOBUNOLOL HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names AKBETA | BETAGAN | LEVOBUNOLOL HYDROCHLORIDE
Molecular Formula C17H26ClNO3

Additional synonyms for CHEMBL1201177 found using NCI Chemical Identifier Resolver

Compound Representations

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

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL1201177

Molecule Features

CHEMBL1201177 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

Clinical Data

ClinicalTrials.gov LEVOBUNOLOL HYDROCHLORIDE
The Cochrane Collaboration LEVOBUNOLOL HYDROCHLORIDE

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 CHEMBL1201177. 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 CHEMBL1201177. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:DNTDOBSIBZKFCP-YDALLXLXSA-N
DailyMed levobunolol hydrochloride
PubChem SID: 144204168 SID: 170464743 SID: 56463666

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201177



ACToR 27912-14-7
ChEBI 6439
eMolecules 3714906
EPA CompTox Dashboard DTXSID6020777
FDA SRS O90S49LDHH
KEGG Ligand C08228
MolPort MolPort-003-848-379
PubChem 67108273 5284409 441415
PubChem: Thomson Pharma 16814479
SureChEMBL SCHEMBL42262

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