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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL534
CHEMBL534
Compound Name KETOTIFEN
ChEMBL Synonyms ALAWAY | KETOTIFEN FUMARATE | KETOTIFEN | ZADITOR | HC 20,511 FUMARATE | (R)-Ketotifen | HC-20511 fumarate | ZADITEN
Max Phase 4 (Approved)
Trade Names ZADITOR | ALAWAY | KETOTIFEN FUMARATE | ZADITEN
Molecular Formula C19H19NOS

Additional synonyms for CHEMBL534 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1CCC(=C2c3ccccc3CC(=O)c4sccc24)CC1
Standard InChI InChI=1S/C19H19NOS/c1-20-9-6-13(7-10-20)18-15-5-3-2-4-14(15) ...
Download InChI
Standard InChI Key ZCVMWBYGMWKGHF-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • 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


CHEMBL534

Molecule Features

CHEMBL534 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
Histamine H1 receptor antagonist Histamine H1 receptor ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HypersensitivityD006967EFO:0003785allergy4ATC
PainD010146EFO:0003843pain1ClinicalTrials
Conjunctivitis, AllergicD003233EFO:0007141allergic conjunctivitis3ClinicalTrials
ClinicalTrials
Peanut HypersensitivityD021183EFO:0007425peanut allergic reaction2ClinicalTrials
ContractureD003286EFO:0003899contracture2ClinicalTrials
Rhinitis, Allergic, PerennialD012221EFO:1001417Rhinitis, Allergic, Perennial3ClinicalTrials
ClinicalTrials
Dermatitis, AtopicD003876EFO:0000274atopic eczema3ClinicalTrials
EczemaD004485HP:0000964Eczema3ClinicalTrials
Eye ManifestationsD005132EFO:0005751eye allergy4ATC
FibromyalgiaD005356EFO:0005687fibromyalgia3ClinicalTrials

Clinical Data

ClinicalTrials.gov KETOTIFEN
The Cochrane Collaboration KETOTIFEN

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 CHEMBL534. 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
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.994
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.944
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.904
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 0.776
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.492
CHEMBL309 Muscarinic acetylcholine receptor M2 Rattus norvegicus 0.486
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.278



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 1.000
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.995
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.993
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.916
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.907
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 0.837
CHEMBL309 Muscarinic acetylcholine receptor M2 Rattus norvegicus 0.657
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.489
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.407
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.322
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.249
CHEMBL3438 Protein kinase C zeta Homo sapiens 0.235

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
309.4 309.1187 4.01 0 20.31 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.84 2.19 .74 2 22 0.73

Structural Alerts

There are 1 structural alerts for CHEMBL534. To view alerts please click here.

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AX - Other antihistamines for systemic use
R06AX17 - ketotifen

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01G - DECONGESTANTS AND ANTIALLERGICS
S01GX - Other antiallergics
S01GX08 - ketotifen

ChemSpider ChemSpider:ZCVMWBYGMWKGHF-UHFFFAOYSA-N
DailyMed ketotifen fumarate
PubChem SID: 104171180 SID: 11111350 SID: 11111351 SID: 11113338 SID: 144203727 SID: 170465378 SID: 26751502 SID: 50100258 SID: 50104048 SID: 90341121
Wikipedia Ketotifen

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL534



ACToR 34580-13-7 116655-74-4
BindingDB 94597 50002087
Brenda 11776
ChEBI 92511
DrugBank DB00920
DrugCentral 1530
eMolecules 626322
EPA CompTox Dashboard DTXSID7023190
FDA SRS X49220T18G
Guide to Pharmacology 7206
Human Metabolome Database HMDB0015056
IBM Patent System C74E485DB9F216ED7FB347A1C73BC751
LINCS LSM-2637
Mcule MCULE-8066161520
MolPort MolPort-001-933-278
Nikkaji J19.479D
PharmGKB PA450152
PubChem 3827
PubChem: Drugs of the Future 12015272
PubChem: Thomson Pharma 14800895
SureChEMBL SCHEMBL4436
ZINC ZINC000000004351

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