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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL61006
CHEMBL61006
Compound Name PHENYLPROPANOLAMINE
ChEMBL Synonyms Phenylpropanolamine chloride | PROCOL | PHENYLPROPANOLAMINE POLISTIREX | TRIOMINIC | PHENYLPROPANOLAMINE HYDROCHLORIDE | ESKORNADE | SINE-OFF | PHENYLPROPANOLAMINE BITARTRATE | TRIOGESIC | PROPAGEST | DIMOTAPP | PHENYLPROPANOLAMINE | NOREPHEDRINE HYDROCHLORIDE | DIMOTAPP L.A. | DEXATRIM
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names PROCOL | ESKORNADE | TRIOMINIC | SINE-OFF | DIMOTAPP | PROPAGEST | TRIOGESIC | DEXATRIM | DIMOTAPP L.A.
Molecular Formula C9H13NO

Additional synonyms for CHEMBL61006 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(N)C(O)c1ccccc1
Standard InChI InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2, ...
Download InChI
Standard InChI Key DLNKOYKMWOXYQA-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL61006

Molecule Features

CHEMBL61006 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:Unknown

Withdrawal Information

Year 2002
Country United States
Reason Increased risk of hemorrhagic stroke
Class Neurotoxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Alpha-1a adrenergic receptor agonist Alpha-1a adrenergic receptor PubMed
Norepinephrine transporter releasing agent Norepinephrine transporter PubMed

Clinical Data

ClinicalTrials.gov PHENYLPROPANOLAMINE
The Cochrane Collaboration PHENYLPROPANOLAMINE

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 CHEMBL61006. 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
CHEMBL286 Renin Homo sapiens 0.972
CHEMBL238 Dopamine transporter Homo sapiens 0.889
CHEMBL222 Norepinephrine transporter Homo sapiens 0.883
CHEMBL2590 Aminopeptidase N Sus scrofa 0.813
CHEMBL3399910 Probable G-protein coupled receptor 88 Homo sapiens 0.656
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.537
CHEMBL1907 Aminopeptidase N Homo sapiens 0.448
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.237
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.212



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2590 Aminopeptidase N Sus scrofa 0.995
CHEMBL286 Renin Homo sapiens 0.964
CHEMBL238 Dopamine transporter Homo sapiens 0.900
CHEMBL222 Norepinephrine transporter Homo sapiens 0.868
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.501
CHEMBL3399910 Probable G-protein coupled receptor 88 Homo sapiens 0.500
CHEMBL1907 Aminopeptidase N Homo sapiens 0.493
CHEMBL228 Serotonin transporter Homo sapiens 0.362
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.236
CHEMBL243 Human immunodeficiency virus type 1 protease Human immunodeficiency virus 1 0.215

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
151.2 151.0997 1.07 2 46.25 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 2 0 2 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.06 8.47 .36 -1.52 1 11 0.66

Structural Alerts

There are no structural alerts for CHEMBL61006

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01B - NASAL DECONGESTANTS FOR SYSTEMIC USE
R01BA - Sympathomimetics
R01BA01 - phenylpropanolamine

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01B - NASAL DECONGESTANTS FOR SYSTEMIC USE
R01BA - Sympathomimetics
R01BA51 - phenylpropanolamine, combinations

ChemSpider ChemSpider:DLNKOYKMWOXYQA-UHFFFAOYSA-N

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL61006



ACToR 48115-38-4 492-41-1 14838-15-4 36393-56-3 37577-07-4 492-39-7
BindingDB 50022722
Brenda 113730
DrugCentral 2149
eMolecules 983395
IBM Patent System 0A653C43DBF1553FD1BB9F2F5C03E14A
Mcule MCULE-9503580838
Nikkaji J136.573H
PubChem 4786
PubChem: Thomson Pharma 14747903
SureChEMBL SCHEMBL98589

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