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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL16476
CHEMBL16476
Compound Name PRONETALOL
ChEMBL Synonyms NETHALIDE | GNF-Pf-2670 | AY 6204 [AS HYDROCHLORIDE] | PRONETHALOL | Pronetalol | ICI 38174 [AS HYDROCHLORIDE]
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names
Molecular Formula C15H19NO

Additional synonyms for CHEMBL16476 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)NCC(O)c1ccc2ccccc2c1
Standard InChI InChI=1S/C15H19NO/c1-11(2)16-10-15(17)14-8-7-12-5-3-4-6-13(1 ...
Download InChI
Standard InChI Key HRSANNODOVBCST-UHFFFAOYSA-N

Sources

  • Novartis Malaria Screening
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL16476

Molecule Features

CHEMBL16476 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Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1965
Country United Kingdom
Reason Animal carcinogenicity (rodent)
Class Carcinogenicity

Mechanism of Action

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

Clinical Data

ClinicalTrials.gov PRONETALOL
The Cochrane Collaboration PRONETALOL

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 CHEMBL16476. 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
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.998
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 0.937
CHEMBL5141 Cytochrome P450 26A1 Homo sapiens 0.884
CHEMBL4794 Vanilloid receptor Homo sapiens 0.743
CHEMBL222 Norepinephrine transporter Homo sapiens 0.634
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.608
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 0.505
CHEMBL228 Serotonin transporter Homo sapiens 0.491
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.416
CHEMBL238 Dopamine transporter Homo sapiens 0.371
CHEMBL1944 Neprilysin Homo sapiens 0.338
CHEMBL275 Phosphodiesterase 4B Homo sapiens 0.204



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.998
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.911
CHEMBL238 Dopamine transporter Homo sapiens 0.890
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 0.870
CHEMBL5141 Cytochrome P450 26A1 Homo sapiens 0.846
CHEMBL4794 Vanilloid receptor Homo sapiens 0.823
CHEMBL222 Norepinephrine transporter Homo sapiens 0.823
CHEMBL228 Serotonin transporter Homo sapiens 0.545
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 0.544
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 0.432
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.409
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.275
CHEMBL338 Dopamine transporter Rattus norvegicus 0.231

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
229.3 229.1467 2.87 4 32.26 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.91 9.26 2.77 .85 2 17 0.84

Structural Alerts

There are no structural alerts for CHEMBL16476

Compound Cross References

ChemSpider ChemSpider:HRSANNODOVBCST-UHFFFAOYSA-N
PubChem SID: 144204478 SID: 170466606 SID: 26751909

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL16476



ACToR 54-80-8
BindingDB 25760
ChEBI 8463
DrugCentral 2289
eMolecules 36759287
EPA CompTox Dashboard DTXSID8021193
IBM Patent System D9A4A9D341C7F11DB792DBB35E967CE7
KEGG Ligand C11707
LINCS LSM-5176
MolPort MolPort-014-433-645
Nikkaji J793E
PubChem 4930
PubChem: Thomson Pharma 15196172
SureChEMBL SCHEMBL78996

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