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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL524
CHEMBL524
Compound Name METHOXAMINE
ChEMBL Synonyms Vasoxyl | Methoxamine | METHOXAMINE HYDROCHLORIDE | VASOXYL | VASOXINE
Max Phase 4 (Approved)
Trade Names VASOXYL | VASOXINE
Molecular Formula C11H17NO3

Additional synonyms for CHEMBL524 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc(OC)c(c1)C(O)C(C)N
Standard InChI InChI=1S/C11H17NO3/c1-7(12)11(13)9-6-8(14-2)4-5-10(9)15-3/h4 ...
Download InChI
Standard InChI Key WJAJPNHVVFWKKL-UHFFFAOYSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL524

Molecule Features

CHEMBL524 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Adrenergic receptor alpha-1 agonist Adrenergic receptor alpha-1 ISBN

Indications

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

Clinical Data

ClinicalTrials.gov METHOXAMINE
The Cochrane Collaboration METHOXAMINE

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 CHEMBL524. 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
CHEMBL2329 Dihydrofolate reductase Candida albicans 0.988
CHEMBL6056 Renin Callithrix jacchus 0.906
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.578
CHEMBL5393 ATP-binding cassette sub-family G member 2 Homo sapiens 0.371
CHEMBL4566 Endothelin receptor ET-A Rattus norvegicus 0.302
CHEMBL286 Renin Homo sapiens 0.297
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.250
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.222



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2329 Dihydrofolate reductase Candida albicans 0.983
CHEMBL6056 Renin Callithrix jacchus 0.818
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.538
CHEMBL5393 ATP-binding cassette sub-family G member 2 Homo sapiens 0.512
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.314

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
211.3 211.1208 1.08 4 64.71 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 4 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.87 8.29 .61 -1.1 1 15 0.78

Structural Alerts

There are no structural alerts for CHEMBL524

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01C - CARDIAC STIMULANTS EXCL. CARDIAC GLYCOSIDES
C01CA - Adrenergic and dopaminergic agents
C01CA10 - methoxamine

ChemSpider ChemSpider:WJAJPNHVVFWKKL-UHFFFAOYSA-N
PubChem SID: 90341132
Wikipedia Methoxamine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL524



ACToR 390-28-3
BindingDB 50026777
Brenda 197430
ChEBI 6839
DrugBank DB00723
DrugCentral 1753
eMolecules 902115
EPA CompTox Dashboard DTXSID0023290
Guide to Pharmacology 483
Human Metabolome Database HMDB0014861
IBM Patent System 96D4FDF9E01DEBCCC33D1AA1A2C77347
KEGG Ligand C07513
LINCS LSM-4423
Mcule MCULE-1220066468
MolPort MolPort-002-052-010
Nikkaji J5.717G
PharmGKB PA450431
PubChem 6082
PubChem: Thomson Pharma 14822464
SureChEMBL SCHEMBL34158

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