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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1492
CHEMBL1492
Compound Name DIPHENYLPYRALINE
ChEMBL Synonyms DIPHENYLPYRALINE TEOCLATE | DIPHENYLPYRALINE | HISTRYL | LERGOBAN | HISTRYL PAED | DIPHENYLPYRALINE HYDROCHLORIDE | HISPRIL
Max Phase 4 (Approved)
Trade Names HISTRYL PAED | LERGOBAN | HISPRIL | HISTRYL
Molecular Formula C19H23NO

Additional synonyms for CHEMBL1492 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1CCC(CC1)OC(c2ccccc2)c3ccccc3
Standard InChI InChI=1S/C19H23NO/c1-20-14-12-18(13-15-20)21-19(16-8-4-2-5-9 ...
Download InChI
Standard InChI Key OWQUZNMMYNAXSL-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


CHEMBL1492

Molecule Features

CHEMBL1492 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule 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

Clinical Data

ClinicalTrials.gov DIPHENYLPYRALINE
The Cochrane Collaboration DIPHENYLPYRALINE

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 CHEMBL1492. 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
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 1.000
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL309 Muscarinic acetylcholine receptor M2 Rattus norvegicus 1.000
CHEMBL304 Norepinephrine transporter Rattus norvegicus 0.998
CHEMBL238 Dopamine transporter Homo sapiens 0.997
CHEMBL245 Muscarinic acetylcholine receptor M3 Homo sapiens 0.929
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.877
CHEMBL222 Norepinephrine transporter Homo sapiens 0.798
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.717
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.588
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.554
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.272
CHEMBL228 Serotonin transporter Homo sapiens 0.252



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL338 Dopamine transporter Rattus norvegicus 1.000
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 1.000
CHEMBL304 Norepinephrine transporter Rattus norvegicus 1.000
CHEMBL309 Muscarinic acetylcholine receptor M2 Rattus norvegicus 0.999
CHEMBL238 Dopamine transporter Homo sapiens 0.995
CHEMBL228 Serotonin transporter Homo sapiens 0.949
CHEMBL222 Norepinephrine transporter Homo sapiens 0.935
CHEMBL245 Muscarinic acetylcholine receptor M3 Homo sapiens 0.926
CHEMBL6184 Transporter Rattus norvegicus 0.848
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.821
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.625
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.572
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.423
CHEMBL4040 MAP kinase ERK2 Homo sapiens 0.395
CHEMBL3764 Urotensin II receptor Homo sapiens 0.210

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
281.4 281.178 3.89 4 12.47 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
- 8.42 3.43 2.38 2 21 0.84

Structural Alerts

There are no structural alerts for CHEMBL1492

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AA - Aminoalkyl ethers
R06AA07 - diphenylpyraline

R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AA - Aminoalkyl ethers
R06AA57 - diphenylpyraline, combinations

ChemSpider ChemSpider:OWQUZNMMYNAXSL-UHFFFAOYSA-N
PubChem SID: 11112289 SID: 50123603 SID: 50123604
Wikipedia Diphenylpyraline

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1492



ACToR 147-20-6
BindingDB 50241333
ChEBI 59788
DrugBank DB01146
DrugCentral 920
EPA CompTox Dashboard DTXSID3022952
FDA SRS 33361OE3AV
Guide to Pharmacology 7165
Human Metabolome Database HMDB0015277
IBM Patent System D80B36AB649778A2FB59F6F911D64EB1
LINCS LSM-5385
Mcule MCULE-1603191247
MolPort MolPort-006-111-067
Nikkaji J5.838F
PharmGKB PA164746377
PubChem 3103
PubChem: Thomson Pharma 15442665
SureChEMBL SCHEMBL119077
ZINC ZINC000000056643

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