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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201245
CHEMBL1201245
Compound Name BROMODIPHENHYDRAMINE
ChEMBL Synonyms Bromodiphenhydramine | BROMODIPHENHYDRAMINE HYDROCHLORIDE | AMBODRYL | BROMAZINE
Max Phase 4 (Approved)
Trade Names AMBODRYL
Molecular Formula C17H20BrNO

Additional synonyms for CHEMBL1201245 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)CCOC(c1ccccc1)c2ccc(Br)cc2
Standard InChI InChI=1S/C17H20BrNO/c1-19(2)12-13-20-17(14-6-4-3-5-7-14)15-8 ...
Download InChI
Standard InChI Key NUNIWXHYABYXKF-UHFFFAOYSA-N

Sources

  • 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


CHEMBL1201245

Molecule Features

CHEMBL1201245 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:Discontinued

Mechanism of Action

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

Clinical Data

ClinicalTrials.gov BROMODIPHENHYDRAMINE
The Cochrane Collaboration BROMODIPHENHYDRAMINE

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 CHEMBL1201245. 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
CHEMBL338 Dopamine transporter Rattus norvegicus 1.000
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL238 Dopamine transporter Homo sapiens 1.000
CHEMBL228 Serotonin transporter Homo sapiens 0.999
CHEMBL222 Norepinephrine transporter Homo sapiens 0.999
CHEMBL3764 Urotensin II receptor Homo sapiens 0.999
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.998
CHEMBL287 Sigma opioid receptor Homo sapiens 0.990
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.989
CHEMBL3593 Lanosterol synthase Homo sapiens 0.983
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.937
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.833
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.821
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.665
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.662
CHEMBL4641 Voltage-gated T-type calcium channel alpha-1G subunit Homo sapiens 0.603
CHEMBL304 Norepinephrine transporter Rattus norvegicus 0.493
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.412
CHEMBL231 Histamine H1 receptor Homo sapiens 0.247
CHEMBL6184 Transporter Rattus norvegicus 0.208



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL338 Dopamine transporter Rattus norvegicus 1.000
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL238 Dopamine transporter Homo sapiens 1.000
CHEMBL3764 Urotensin II receptor Homo sapiens 1.000
CHEMBL228 Serotonin transporter Homo sapiens 1.000
CHEMBL6184 Transporter Rattus norvegicus 1.000
CHEMBL222 Norepinephrine transporter Homo sapiens 1.000
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.999
CHEMBL3593 Lanosterol synthase Homo sapiens 0.998
CHEMBL287 Sigma opioid receptor Homo sapiens 0.992
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.991
CHEMBL304 Norepinephrine transporter Rattus norvegicus 0.986
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.955
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.861
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.859
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.795
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.644
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.620
CHEMBL6084 Acetylcholine-binding protein Lymnaea stagnalis 0.367
CHEMBL274 C-C chemokine receptor type 5 Homo sapiens 0.286

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
334.3 333.0728 4.13 6 12.47 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
- 8.71 4.03 2.71 2 20 0.79

Structural Alerts

There are 2 structural alerts for CHEMBL1201245. To view alerts please click here.

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AA - Aminoalkyl ethers
R06AA01 - bromazine

ChemSpider ChemSpider:NUNIWXHYABYXKF-UHFFFAOYSA-N
PubChem SID: 170465292
Wikipedia Bromazine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201245



ACToR 118-23-0
BindingDB 81465
ChEBI 59177
DrugBank DB01237
DrugCentral 404
EPA CompTox Dashboard DTXSID6022688
Guide to Pharmacology 7132
Human Metabolome Database HMDB0015367
IBM Patent System EA26E0FFF7794096759D273D80E1A4DC
Nikkaji J5.295G
PharmGKB PA164760854
PubChem 2444
PubChem: Thomson Pharma 15470881
SureChEMBL SCHEMBL29806

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