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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1000
CHEMBL1000
Compound Name CETIRIZINE
ChEMBL Synonyms ZYRTEC HIVES RELIEF | CETIRIZINE HYDROCHLORIDE ALLERGY | CETIRIZINE | CHILDREN'S ZYRTEC HIVES RELIEF | CETIRIZINE HYDROCHLORIDE HIVES | POLLENSHIELD | PIRITEZE | ZIRALTON | P 071 | CHILDREN'S ZYRTEC ALLERGY | ZERVIATE | ALLACAN | ALLERTEK | Cetirizine | CETEC | ZIRTEK | Zyrtec | ZYRTEC ALLERGY | BECOALLERGY | ZYNOR | CETIROCOL | CETIRIZINE HYDROCHLORIDE HIVES RELIEF | CETIRIZINE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names ALLACAN | ALLERTEK | ZIRTEK | CHILDREN'S ZYRTEC ALLERGY | ZERVIATE | CETIRIZINE HYDROCHLORIDE ALLERGY | ZYRTEC HIVES RELIEF | CETIRIZINE HYDROCHLORIDE HIVES | CHILDREN'S ZYRTEC HIVES RELIEF | PIRITEZE | POLLENSHIELD | ZIRALTON | BECOALLERGY | ZYRTEC ALLERGY | Zyrtec | CETEC | CETIRIZINE HYDROCHLORIDE | CETIRIZINE HYDROCHLORIDE HIVES RELIEF | CETIROCOL | ZYNOR
Molecular Formula C21H25ClN2O3

Additional synonyms for CHEMBL1000 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC(=O)COCCN1CCN(CC1)C(c2ccccc2)c3ccc(Cl)cc3
Standard InChI InChI=1S/C21H25ClN2O3/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-1 ...
Download InChI
Standard InChI Key ZKLPARSLTMPFCP-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL1000

Molecule Features

CHEMBL1000 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Over-The-Counter

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
Dermatitis, AtopicD003876EFO:0000274atopic eczema3ClinicalTrials
HypersensitivityD006967EFO:0003785allergy1ClinicalTrials
PruritusD011537HP:0000989Pruritus3ClinicalTrials
Rhinitis, Allergic, SeasonalD006255EFO:0005854allergic rhinitis4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
UrticariaD014581EFO:0005531urticaria4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Rhinitis, Allergic, PerennialD012221EFO:1001417Rhinitis, Allergic, Perennial3ClinicalTrials
Rhinitis, Allergic, SeasonalD006255EFO:0003956seasonal allergic rhinitis3ClinicalTrials
Migraine DisordersD008881EFO:0003821migraine disorder1ClinicalTrials
PemphigusD010392EFO:0004719pemphigus vulgaris3ClinicalTrials
EczemaD004485HP:0000964Eczema3ClinicalTrials
Neuromyelitis OpticaD009471EFO:0004256neuromyelitis optica1ClinicalTrials

Clinical Data

ClinicalTrials.gov CETIRIZINE
The Cochrane Collaboration CETIRIZINE

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 CHEMBL1000. 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
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.998
CHEMBL4641 Voltage-gated T-type calcium channel alpha-1G subunit Homo sapiens 0.986
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.984
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.966
CHEMBL338 Dopamine transporter Rattus norvegicus 0.948
CHEMBL264 Histamine H3 receptor Homo sapiens 0.881
CHEMBL313 Serotonin transporter Rattus norvegicus 0.767
CHEMBL228 Serotonin transporter Homo sapiens 0.652
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.606
CHEMBL287 Sigma opioid receptor Homo sapiens 0.340
CHEMBL2014 Nociceptin receptor Homo sapiens 0.340
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.215
CHEMBL5107 Voltage-gated N-type calcium channel alpha-1B subunit Rattus norvegicus 0.203



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL4641 Voltage-gated T-type calcium channel alpha-1G subunit Homo sapiens 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.997
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.994
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.993
CHEMBL313 Serotonin transporter Rattus norvegicus 0.990
CHEMBL228 Serotonin transporter Homo sapiens 0.946
CHEMBL264 Histamine H3 receptor Homo sapiens 0.919
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.903
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.887
CHEMBL2014 Nociceptin receptor Homo sapiens 0.874
CHEMBL338 Dopamine transporter Rattus norvegicus 0.794
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.739
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.549
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.520
CHEMBL287 Sigma opioid receptor Homo sapiens 0.465
CHEMBL238 Dopamine transporter Homo sapiens 0.445
CHEMBL5107 Voltage-gated N-type calcium channel alpha-1B subunit Rattus norvegicus 0.387
CHEMBL2327 Neurokinin 2 receptor Homo sapiens 0.323
CHEMBL240 HERG Homo sapiens 0.271

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
388.9 388.1554 3.15 8 53.01 ACID


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
3.46 6.71 1.62 -1.45 2 27 0.7

Structural Alerts

There are 2 structural alerts for CHEMBL1000. To view alerts please click here.

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AE - Piperazine derivatives
R06AE07 - cetirizine

ChemSpider ChemSpider:ZKLPARSLTMPFCP-UHFFFAOYSA-N
DailyMed cetirizine hydrochloride
PubChem SID: 174007233 SID: 90341832
Wikipedia Cetirizine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1000



ACToR 83881-51-0
BindingDB 22890
ChEBI 3561
ChemicalBook CB3440625
DrugBank DB00341
DrugCentral 581
eMolecules 901608
EPA CompTox Dashboard DTXSID4022787
Guide to Pharmacology 1222
Human Metabolome Database HMDB0005032
IBM Patent System B30CE0D90BDE4A6DECC187AE6B3E9097 4FB33DE0C54F06D04D199828AACDB3C6
KEGG Ligand C07778
LINCS LSM-1544
Mcule MCULE-8668839822
MolPort MolPort-002-506-309
NIH Clinical Collection SAM002589989
Nikkaji J23.322F
PharmGKB PA448905
PubChem 2678
PubChem: Thomson Pharma 14756386
SureChEMBL SCHEMBL4176

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