ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL811
CHEMBL811
Compound Name BROMPHENIRAMINE
ChEMBL Synonyms DIMOTANE L.A. | DIMETANE | DIMOTANE | (+)-Brompheniramine Maleate | Dimetapp | Bromfenex | Lodrane | DIMEGAN | PARABROMDYLAMINE MALEATE | BPN | Dimetane | BROMPHENIRAMINE | Bromfed | Brompheniramine fumarate | DIMETANE-TEN | BROMPHENIRAMINE MALEATE
Max Phase 4 (Approved)
Trade Names BROMPHENIRAMINE MALEATE | DIMETANE-TEN | DIMOTANE L.A. | DIMEGAN | DIMETANE | DIMOTANE
Molecular Formula C16H19BrN2

Additional synonyms for CHEMBL811 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)CCC(c1ccc(Br)cc1)c2ccccn2
Standard InChI InChI=1S/C16H19BrN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6- ...
Download InChI
Standard InChI Key ZDIGNSYAACHWNL-UHFFFAOYSA-N

Sources

  • British National Formulary
  • 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


CHEMBL811

Molecule Features

CHEMBL811 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:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
RhinitisD0122203ClinicalTrials
Opioid-Related DisordersD009293EFO:0005611opioid dependence3ClinicalTrials
CoughD003371HP:0012735Cough3ClinicalTrials
InflammationD007249MP:0001845inflammation3ClinicalTrials

Clinical Data

ClinicalTrials.gov BROMPHENIRAMINE
The Cochrane Collaboration BROMPHENIRAMINE

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 CHEMBL811. 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 0.998
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.989
CHEMBL231 Histamine H1 receptor Homo sapiens 0.944
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.359

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.967
CHEMBL231 Histamine H1 receptor Homo sapiens 0.928
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.921
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.476
CHEMBL5076 Histamine H3 receptor Cavia porcellus 0.372
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.316

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
319.3 318.0732 3.93 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 3.24 1.3 2 19 0.83

Structural Alerts

There are 2 structural alerts for CHEMBL811. To view alerts please click here.

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AB - Substituted alkylamines
R06AB51 - brompheniramine, combinations

R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AB - Substituted alkylamines
R06AB01 - brompheniramine

ChemSpider ChemSpider:ZDIGNSYAACHWNL-UHFFFAOYSA-N
DailyMed brompheniramine maleate
PubChem SID: 90341200
Wikipedia Brompheniramine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL811



ACToR 156428-33-0 86-22-6
BindingDB 50017666
ChEBI 3183
DrugBank DB00835
DrugCentral 408
eMolecules 901744
EPA CompTox Dashboard DTXSID5022691
Guide to Pharmacology 7133
Human Metabolome Database HMDB0001941
IBM Patent System B4C0EB5EE57662E62DA3A9D20E25EE70
KEGG Ligand C06857
LINCS LSM-1736
MolPort MolPort-005-935-546
Nikkaji J554.571D J5.569G J4.936K
PharmGKB PA448675
PubChem 6834
PubChem: Thomson Pharma 15396259
SureChEMBL SCHEMBL4814

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