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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL500
CHEMBL500
Compound Name PINDOLOL
ChEMBL Synonyms PRINODOLOL | LB-46 | VISKEN | PINDOLOL
Max Phase 4 (Approved)
Trade Names VISKEN | Pindolol
Molecular Formula C14H20N2O2

Additional synonyms for CHEMBL500 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)NCC(O)COc1cccc2[nH]ccc12
Standard InChI InChI=1S/C14H20N2O2/c1-10(2)16-8-11(17)9-18-14-5-3-4-13-12(1 ...
Download InChI
Standard InChI Key JZQKKSLKJUAGIC-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL500

Molecule Features

CHEMBL500 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:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Beta-1 adrenergic receptor partial agonist Beta-1 adrenergic receptor DailyMed
Beta-2 adrenergic receptor partial agonist Beta-2 adrenergic receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
CARDIOVASCULAR DISEASESD002318EFO:0000319CARDIOVASCULAR DISEASE4ATC
DEPRESSIVE DISORDERD003866EFO:0003761UNIPOLAR DEPRESSION2ClinicalTrials

Clinical Data

ClinicalTrials.gov PINDOLOL
The Cochrane Collaboration PINDOLOL

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 CHEMBL500. 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
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
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
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 1.000
CHEMBL313 Serotonin transporter Rattus norvegicus 0.999
CHEMBL4816 Serine/threonine-protein kinase AKT3 Homo sapiens 0.996
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.993
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 0.970
CHEMBL228 Serotonin transporter Homo sapiens 0.874
CHEMBL4031 Beta-3 adrenergic receptor Rattus norvegicus 0.683
CHEMBL4282 Serine/threonine-protein kinase AKT Homo sapiens 0.395



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
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
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 1.000
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 1.000
CHEMBL4816 Serine/threonine-protein kinase AKT3 Homo sapiens 0.999
CHEMBL313 Serotonin transporter Rattus norvegicus 0.998
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 0.966
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.951
CHEMBL2996 Protein kinase C delta Homo sapiens 0.946
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.895
CHEMBL228 Serotonin transporter Homo sapiens 0.850
CHEMBL4031 Beta-3 adrenergic receptor Rattus norvegicus 0.741
CHEMBL4282 Serine/threonine-protein kinase AKT Homo sapiens 0.598
CHEMBL1898 Serotonin 1b (5-HT1b) receptor Homo sapiens 0.555
CHEMBL3754 Beta-2 adrenergic receptor Rattus norvegicus 0.202

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
248.3 248.1525 1.93 6 57.28 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 3 0 4 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.94 9.54 1.68 -.5 2 18 0.73

Structural Alerts

There are 1 structural alerts for CHEMBL500. 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
C07AA03 - pindolol

ChemSpider ChemSpider:JZQKKSLKJUAGIC-UHFFFAOYSA-N
DailyMed pindolol
PubChem SID: 104171209 SID: 144203772 SID: 170464892 SID: 26747148 SID: 26747149 SID: 26752014 SID: 50104680 SID: 50104681 SID: 85231175 SID: 855790 SID: 90341348
Wikipedia Pindolol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL500



ACToR 13523-86-9
BindingDB 50019443
ChEBI 8214
DrugBank DB00960
DrugCentral 2176
eMolecules 494631
EPA CompTox Dashboard DTXSID8023476
Guide to Pharmacology 91
Human Metabolome Database HMDB0015095
IBM Patent System 9082117546F3C3DC06683F704D53345C
KEGG Ligand C07445
LINCS LSM-1953
Mcule MCULE-7764948919
NIH Clinical Collection SAM002264631
Nikkaji J3.439H J246.149H J457.020K
PharmGKB PA450966
PubChem 4828
PubChem: Drugs of the Future 24714739
PubChem: Thomson Pharma 14749780
SureChEMBL SCHEMBL5219

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