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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL505
CHEMBL505
Compound Name CHLORPHENIRAMINE
ChEMBL Synonyms RHINO-SYRUP ALLERGY | CHLORPHENIRAMINE | Chlorphenamine | Antagonate | ALLERIEF | EFIDAC 24 CHLORPHENIRAMINE MALEATE | PHENETRON | PIRIJECT | Phenetron | Teldrin | TELDRIN | PYRIDAMAL 100 | KLOROMIN | CHLORPHENAMINE MALEATE | ALLERCALM ALLERGY RELIEF | HAYLEVE | (+)-Chlorpheniramine Maleate | CHLORPHENIRAMINE MALEATE | Kloromin | PIRITON ALLERGY | CHLORPROPHENPYRIDAMINE MALEATE | CHLORPHENIRAMINE POLISTIREX | CHLORPHENAMINE | RIMARIN | CALIMAL | ALUNEX | PIRITON | CHLOR-TRIMETON | ANTAGONATE | Isoclor
Max Phase 4 (Approved)
Trade Names RHINO-SYRUP ALLERGY | ALLERCALM ALLERGY RELIEF | KLOROMIN | PYRIDAMAL 100 | TELDRIN | HAYLEVE | CHLORPHENIRAMINE MALEATE | PIRITON ALLERGY | ALUNEX | CALIMAL | RIMARIN | ANTAGONATE | CHLOR-TRIMETON | PIRITON | ALLERIEF | EFIDAC 24 CHLORPHENIRAMINE MALEATE | PHENETRON | PIRIJECT | Chlorphenamine
Molecular Formula C16H19ClN2

Additional synonyms for CHEMBL505 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)CCC(c1ccc(Cl)cc1)c2ccccn2
Standard InChI InChI=1S/C16H19ClN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6- ...
Download InChI
Standard InChI Key SOYKEARSMXGVTM-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL505

Molecule Features

CHEMBL505 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:Y 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 PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Rhinitis, Allergic, SeasonalD006255EFO:0005854allergic rhinitis2ClinicalTrials
HypersensitivityD006967EFO:0003785allergy2ClinicalTrials
Influenza, HumanD007251EFO:0001669influenza infection3ClinicalTrials
Rhinitis, Allergic, SeasonalD006255EFO:0003956seasonal allergic rhinitis2ClinicalTrials
SunburnD013471EFO:0003958sunburn2ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov CHLORPHENIRAMINE
The Cochrane Collaboration CHLORPHENIRAMINE

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 CHEMBL505. 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
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL5076 Histamine H3 receptor Cavia porcellus 1.000
CHEMBL228 Serotonin transporter Homo sapiens 0.619
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.536
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.443



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL5076 Histamine H3 receptor Cavia porcellus 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.675
CHEMBL228 Serotonin transporter Homo sapiens 0.597
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.510
CHEMBL222 Norepinephrine transporter Homo sapiens 0.502
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.404
CHEMBL238 Dopamine transporter Homo sapiens 0.297
CHEMBL313 Serotonin transporter Rattus norvegicus 0.238
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.201

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
274.8 274.1237 3.82 5 16.13 BASE


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
- 9.33 2.97 1.03 2 19 0.82

Structural Alerts

There are no structural alerts for CHEMBL505

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AB - Substituted alkylamines
R06AB04 - chlorphenamine

R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AB - Substituted alkylamines
R06AB54 - chlorphenamine, combinations

ChemSpider ChemSpider:SOYKEARSMXGVTM-UHFFFAOYSA-N
DailyMed chlorpheniramine maleate
PubChem SID: 174006626 SID: 174007153 SID: 50110994 SID: 90340572
Wikipedia Chlorphenamine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL505



ACToR 132-22-9
Atlas chlorpheniramine
BindingDB 35938
ChEBI 52010
DrugBank DB01114
DrugCentral 616
eMolecules 901628
EPA CompTox Dashboard DTXSID0022804
Guide to Pharmacology 6976
Human Metabolome Database HMDB0001944
IBM Patent System 6C89C8849C46B741BDE6AEA47859CF1F
KEGG Ligand C06905
LINCS LSM-1263
Mcule MCULE-2363896855
MolPort MolPort-002-507-837
Nikkaji J19.804H J64.094H J441.686D J5.570K
PharmGKB PA448960
PubChem 2725
PubChem: Thomson Pharma 14775101
SureChEMBL SCHEMBL4219

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