ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1546
CHEMBL1546
Compound Name HYDROXYAMPHETAMINE
ChEMBL Synonyms PAREDRINE | Hydroxyamphetamine | HYDROXYAMFETAMINE | HYDROXYAMPHETAMINE HYDROBROMIDE | OXAMPHETAMINE HYDROBROMIDE
Max Phase 4 (Approved)
Trade Names PAREDRINE
Molecular Formula C9H13NO

Additional synonyms for CHEMBL1546 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(N)Cc1ccc(O)cc1
Standard InChI InChI=1S/C9H13NO/c1-7(10)6-8-2-4-9(11)5-3-8/h2-5,7,11H,6,10H ...
Download InChI
Standard InChI Key GIKNHHRFLCDOEU-UHFFFAOYSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL1546

Molecule Features

CHEMBL1546 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:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Adrenergic receptor agonist Adrenergic receptor DailyMed PubMed PubMed PubMed PubMed

Clinical Data

ClinicalTrials.gov HYDROXYAMPHETAMINE
The Cochrane Collaboration HYDROXYAMPHETAMINE

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 CHEMBL1546. 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
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 0.999
CHEMBL4354 Mu opioid receptor Cavia porcellus 0.998
CHEMBL3222 Delta opioid receptor Mus musculus 0.995
CHEMBL2590 Aminopeptidase N Sus scrofa 0.991
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.986
CHEMBL243 Human immunodeficiency virus type 1 protease Human immunodeficiency virus 1 0.983
CHEMBL2625 Angiotensin-converting enzyme Rattus norvegicus 0.956
CHEMBL1944 Neprilysin Homo sapiens 0.929
CHEMBL1907 Aminopeptidase N Homo sapiens 0.900
CHEMBL3358 Monoamine oxidase A Rattus norvegicus 0.881
CHEMBL4282 Serine/threonine-protein kinase AKT Homo sapiens 0.867
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 0.838
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.699
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 0.698
CHEMBL3952 Kappa opioid receptor Cavia porcellus 0.684
CHEMBL236 Delta opioid receptor Homo sapiens 0.623
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 0.566
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.556



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 1.000
CHEMBL1907 Aminopeptidase N Homo sapiens 0.999
CHEMBL2693 Cystinyl aminopeptidase Homo sapiens 0.999
CHEMBL3222 Delta opioid receptor Mus musculus 0.998
CHEMBL4354 Mu opioid receptor Cavia porcellus 0.998
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.997
CHEMBL2590 Aminopeptidase N Sus scrofa 0.992
CHEMBL2625 Angiotensin-converting enzyme Rattus norvegicus 0.985
CHEMBL243 Human immunodeficiency virus type 1 protease Human immunodeficiency virus 1 0.980
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 0.975
CHEMBL3358 Monoamine oxidase A Rattus norvegicus 0.973
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 0.973
CHEMBL3754 Beta-2 adrenergic receptor Rattus norvegicus 0.932
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 0.896
CHEMBL1944 Neprilysin Homo sapiens 0.885
CHEMBL323 Serotonin 2b (5-HT2b) receptor Rattus norvegicus 0.883
CHEMBL4282 Serine/threonine-protein kinase AKT Homo sapiens 0.867
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.808

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
151.2 151.0997 1.39 2 46.25 BASE


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
9.83 10.53 1.14 -1.5 1 11 0.67

Structural Alerts

There are no structural alerts for CHEMBL1546

Compound Cross References

ChemSpider ChemSpider:GIKNHHRFLCDOEU-UHFFFAOYSA-N
DailyMed hydroxyamphetamine hydrobromide
Wikipedia Hydroxyamfetamine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1546



ACToR 1518-86-1 103-86-6
BindingDB 81459
Brenda 92409
ChEBI 103855
DrugBank DB09352
DrugCentral 1394
eMolecules 1987147
EPA CompTox Dashboard DTXSID3023134
Human Metabolome Database HMDB0060765
IBM Patent System C58E7DEF5CFB3D125B323137168185C5
LINCS LSM-15206
Mcule MCULE-6999513658
MolPort MolPort-004-316-667
Nikkaji J182.169E
PubChem 3651
PubChem: Thomson Pharma 15066381
SureChEMBL SCHEMBL125440

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