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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201758
CHEMBL1201758
Compound Name BEPOTASTINE
ChEMBL Synonyms BEPOTASTINE | BEPOTASTINE BESYLATE | Bepotastine besilate | BEPREVE | BB | TAU-284
Max Phase 4 (Approved)
Trade Names BEPREVE
Molecular Formula C21H25ClN2O3

Additional synonyms for CHEMBL1201758 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC(=O)CCCN1CCC(CC1)O[C@@H](c2ccc(Cl)cc2)c3ccccn3
Standard InChI InChI=1S/C21H25ClN2O3/c22-17-8-6-16(7-9-17)21(19-4-1-2-12-23 ...
Download InChI
Standard InChI Key YWGDOWXRIALTES-NRFANRHFSA-N

Sources

  • Orange Book
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL1201758

Molecule Features

CHEMBL1201758 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Histamine H1 receptor antagonist Histamine H1 receptor FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
EczemaD004485HP:0000964Eczema3ClinicalTrials
Rhinitis, Allergic, SeasonalD006255EFO:0003956seasonal allergic rhinitis2ClinicalTrials
Rhinitis, Allergic, PerennialD012221EFO:1001417Rhinitis, Allergic, Perennial3ClinicalTrials
ClinicalTrials
Conjunctivitis, AllergicD003233EFO:0007141allergic conjunctivitis4ClinicalTrials
ClinicalTrials
DailyMed
Rhinitis, Allergic, SeasonalD006255EFO:0005854allergic rhinitis2ClinicalTrials

Clinical Data

ClinicalTrials.gov BEPOTASTINE
The Cochrane Collaboration BEPOTASTINE

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1201758. 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
CHEMBL5076 Histamine H3 receptor Cavia porcellus 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.999
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.997
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.989
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.859
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.806
CHEMBL338 Dopamine transporter Rattus norvegicus 0.609
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.474
CHEMBL313 Serotonin transporter Rattus norvegicus 0.282



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5076 Histamine H3 receptor Cavia porcellus 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL219 Dopamine D4 receptor Homo sapiens 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.999
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.999
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.997
CHEMBL313 Serotonin transporter Rattus norvegicus 0.978
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.928
CHEMBL338 Dopamine transporter Rattus norvegicus 0.869
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.840
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.567
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.530

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
388.9 388.1554 4.17 8 62.66 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.44 8.86 3.01 .51 2 27 0.73

Structural Alerts

There are no structural alerts for CHEMBL1201758

Compound Cross References

ChemSpider ChemSpider:YWGDOWXRIALTES-NRFANRHFSA-N
DailyMed bepotastine besilate
Wikipedia Bepotastine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201758



ACToR 125602-71-3
ChEBI 71204
ChemicalBook CB3102554
DrugCentral 341
FDA SRS HYD2U48IAS
Guide to Pharmacology 7466
IBM Patent System DA1D70607903240E49A59787E42E37EC
LINCS LSM-45480
MolPort MolPort-020-006-033
Nikkaji J824.035C
PubChem 25273609 164522
PubChem: Thomson Pharma 14829848 14902947
SureChEMBL SCHEMBL29459
ZINC ZINC000000602128

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