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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL648
CHEMBL648
Compound Name CYCLIZINE
ChEMBL Synonyms MARZINE | CYCLIZINE | CYCLIZINE LACTATE | MAREZINE | CYCLIZINE HYDROCHLORIDE | Marezine
Max Phase 4 (Approved)
Trade Names MARZINE | MAREZINE
Molecular Formula C18H22N2

Additional synonyms for CHEMBL648 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1CCN(CC1)C(c2ccccc2)c3ccccc3
Standard InChI InChI=1S/C18H22N2/c1-19-12-14-20(15-13-19)18(16-8-4-2-5-9-16 ...
Download InChI
Standard InChI Key UVKZSORBKUEBAZ-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


CHEMBL648

Molecule Features

CHEMBL648 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Histamine H1 receptor antagonist Histamine H1 receptor Other PubMed

Clinical Data

ClinicalTrials.gov CYCLIZINE
The Cochrane Collaboration CYCLIZINE

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 CHEMBL648. 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
CHEMBL2014 Nociceptin receptor Homo sapiens 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL5107 Voltage-gated N-type calcium channel alpha-1B subunit Rattus norvegicus 1.000
CHEMBL4018 Neuropeptide Y receptor type 2 Homo sapiens 0.998
CHEMBL236 Delta opioid receptor Homo sapiens 0.994
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.963
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.959
CHEMBL233 Mu opioid receptor Homo sapiens 0.939
CHEMBL313 Serotonin transporter Rattus norvegicus 0.937
CHEMBL264 Histamine H3 receptor Homo sapiens 0.936
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.934
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.928
CHEMBL228 Serotonin transporter Homo sapiens 0.912
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.911
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.891
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.878
CHEMBL238 Dopamine transporter Homo sapiens 0.850
CHEMBL269 Delta opioid receptor Rattus norvegicus 0.838
CHEMBL4641 Voltage-gated T-type calcium channel alpha-1G subunit Homo sapiens 0.801
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.797



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2014 Nociceptin receptor Homo sapiens 1.000
CHEMBL5107 Voltage-gated N-type calcium channel alpha-1B subunit Rattus norvegicus 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL236 Delta opioid receptor Homo sapiens 0.999
CHEMBL233 Mu opioid receptor Homo sapiens 0.989
CHEMBL4018 Neuropeptide Y receptor type 2 Homo sapiens 0.982
CHEMBL313 Serotonin transporter Rattus norvegicus 0.974
CHEMBL264 Histamine H3 receptor Homo sapiens 0.946
CHEMBL228 Serotonin transporter Homo sapiens 0.942
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.933
CHEMBL238 Dopamine transporter Homo sapiens 0.927
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.924
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.911
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.901
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.851
CHEMBL269 Delta opioid receptor Rattus norvegicus 0.835
CHEMBL222 Norepinephrine transporter Homo sapiens 0.834
CHEMBL237 Kappa opioid receptor Homo sapiens 0.814
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.794
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.783

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
266.4 266.1783 3.02 3 6.48 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 7.5 2.47 2.08 2 20 0.84

Structural Alerts

There are no structural alerts for CHEMBL648

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AE - Piperazine derivatives
R06AE53 - cyclizine, combinations

R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AE - Piperazine derivatives
R06AE03 - cyclizine

ChemSpider ChemSpider:UVKZSORBKUEBAZ-UHFFFAOYSA-N
PubChem SID: 11112316 SID: 124882239 SID: 26747952
Wikipedia Cyclizine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL648



ACToR 82-92-8
ChEBI 3994
DrugBank DB01176
DrugCentral 749
eMolecules 901706
EPA CompTox Dashboard DTXSID4022864
FDA SRS QRW9FCR9P2
Guide to Pharmacology 7151
Human Metabolome Database HMDB0015307
IBM Patent System 36364A2E7BE6F9658696DDF62A96A3F2
KEGG Ligand C06930
LINCS LSM-5857
Mcule MCULE-5937988027
Nikkaji J4.621C
PharmGKB PA164742937
PubChem 6726
PubChem: Thomson Pharma 15197232
SureChEMBL SCHEMBL4690
ZINC ZINC000019156872

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