ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL762
CHEMBL762
Compound Name OXYMETAZOLINE
ChEMBL Synonyms SCH 9384 | OXYMETAZOLINE | VISINE L.R. | OCUCLEAR | RHOFADE | Ocuclear | OXIMETAZOLINE HYDROCHLORIDE | VISINE | OXYMETAZOLINE HYDROCHLORIDE | AFRAZINE
Max Phase 4 (Approved)
Trade Names VISINE | OCUCLEAR | RHOFADE | VISINE L.R. | AFRAZINE
Molecular Formula C16H24N2O

Additional synonyms for CHEMBL762 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1cc(c(O)c(C)c1CC2=NCCN2)C(C)(C)C
Standard InChI InChI=1S/C16H24N2O/c1-10-8-13(16(3,4)5)15(19)11(2)12(10)9-14 ...
Download InChI
Standard InChI Key WYWIFABBXFUGLM-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL762

Molecule Features

CHEMBL762 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Adrenergic receptor alpha agonist Adrenergic receptor alpha ISBN PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
RosaceaD012393EFO:1000760rosacea3ClinicalTrials
ClinicalTrials
Nasal ObstructionD015508HP:0001742Nasal obstruction4ATC
ATC
Rhinitis, Allergic, SeasonalD006255EFO:0003956seasonal allergic rhinitis2ClinicalTrials
Rhinitis, Allergic, SeasonalD006255EFO:0005854allergic rhinitis2ClinicalTrials
ClinicalTrials
Conjunctivitis, AllergicD003233EFO:0007141allergic conjunctivitis2ClinicalTrials
Common ColdD003139EFO:0007214common cold1ClinicalTrials
Hypotension, OrthostaticD007024EFO:0005252orthostatic hypotension1ClinicalTrials
Eye ManifestationsD005132EFO:0005751eye allergy4ATC

Clinical Data

ClinicalTrials.gov OXYMETAZOLINE
The Cochrane Collaboration OXYMETAZOLINE

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 CHEMBL762. 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
CHEMBL3923 Nischarin Homo sapiens 1.000
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 0.998
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.880
CHEMBL266 Alpha-2b adrenergic receptor Rattus norvegicus 0.685
CHEMBL5221 Nischarin Rattus norvegicus 0.408
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.310
CHEMBL3565 Dihydrofolate reductase Neisseria gonorrhoeae 0.255
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.206



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3923 Nischarin Homo sapiens 1.000
CHEMBL5221 Nischarin Rattus norvegicus 0.998
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.975
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 0.899
CHEMBL266 Alpha-2b adrenergic receptor Rattus norvegicus 0.807
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.791
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.589
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.396

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
260.4 260.1889 2.85 2 44.62 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.93 10.61 3.76 1.79 1 19 0.86

Structural Alerts

There are 2 structural alerts for CHEMBL762. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01G - DECONGESTANTS AND ANTIALLERGICS
S01GA - Sympathomimetics used as decongestants
S01GA04 - oxymetazoline

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AA - Sympathomimetics, plain
R01AA05 - oxymetazoline

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AB - Sympathomimetics, combinations excl. corticosteroids
R01AB07 - oxymetazoline

ChemSpider ChemSpider:WYWIFABBXFUGLM-UHFFFAOYSA-N
DailyMed oxymetazoline hydrochloride
PubChem SID: 104171207 SID: 11111570 SID: 11111571 SID: 11113337 SID: 124880976 SID: 124880979 SID: 144203768 SID: 170464916 SID: 26751491 SID: 26751492 SID: 50100299 SID: 50104031 SID: 90341671
Wikipedia Oxymetazoline

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL762



ACToR 1491-59-4
BindingDB 30712
ChEBI 7862
DrugBank DB00935
DrugCentral 2032
eMolecules 902254
EPA CompTox Dashboard DTXSID3040691
FDA SRS 8VLN5B44ZY
Guide to Pharmacology 124
Human Metabolome Database HMDB0015070
IBM Patent System 12349B81F053EFB39A08CED4DB120AA0
KEGG Ligand C07363
LINCS LSM-2353
Mcule MCULE-8690625159
Nikkaji J7.501I
PharmGKB PA164748840
PubChem 4636
PubChem: Thomson Pharma 15221519
SureChEMBL SCHEMBL24301
ZINC ZINC000000057435

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