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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL27810
CHEMBL27810
Compound Name CELIPROLOL
ChEMBL Synonyms CELIPROLOL | SELECOR | CELECTOL | CELIPROLOL HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names CELECTOL | SELECOR
Molecular Formula C20H33N3O4

Additional synonyms for CHEMBL27810 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCN(CC)C(=O)Nc1ccc(OCC(O)CNC(C)(C)C)c(c1)C(=O)C
Standard InChI InChI=1S/C20H33N3O4/c1-7-23(8-2)19(26)22-15-9-10-18(17(11-15 ...
Download InChI
Standard InChI Key JOATXPAWOHTVSZ-UHFFFAOYSA-N

Sources

  • British National Formulary
  • 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


CHEMBL27810

Molecule Features

CHEMBL27810 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Mechanism of Action

Mechanism of Action ChEMBL Target References
Adrenergic receptor alpha-2 antagonist Adrenergic receptor alpha-2 PubMed PubMed PubMed PubMed PubMed
Beta-1 adrenergic receptor antagonist Beta-1 adrenergic receptor PubMed PubMed PubMed PubMed PubMed
Beta-2 adrenergic receptor partial agonist Beta-2 adrenergic receptor PubMed PubMed PubMed PubMed PubMed

Indications

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

Clinical Data

ClinicalTrials.gov CELIPROLOL
The Cochrane Collaboration CELIPROLOL

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 CHEMBL27810. 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
CHEMBL1878 Calcium sensing receptor Homo sapiens 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
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 0.987
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.976
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.959
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.898
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.473



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1878 Calcium sensing receptor Homo sapiens 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 0.999
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.998
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.978
CHEMBL3056 Androgen Receptor Mus musculus 0.974
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.905
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.850
CHEMBL4018 Neuropeptide Y receptor type 2 Homo sapiens 0.594
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.479
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 0.465
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.424

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
379.5 379.2471 2.89 9 90.9 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 7 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.81 9.5 1.92 -.22 1 27 0.57

Structural Alerts

There are 2 structural alerts for CHEMBL27810. 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
C07AB08 - celiprolol

ChemSpider ChemSpider:JOATXPAWOHTVSZ-UHFFFAOYSA-N
Wikipedia Celiprolol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL27810



ACToR 56980-93-9
ChEBI 94461
DrugBank DB04846
DrugCentral 569
EPA CompTox Dashboard DTXSID3020259
Guide to Pharmacology 9064
IBM Patent System 87F03DB1907BF3C46BC68EC3F37C3177
LINCS LSM-5187
Nikkaji J246.148J J11.825G
PubChem 2663
PubChem: Thomson Pharma 14853525
SureChEMBL SCHEMBL49415

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