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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL511
CHEMBL511
Compound Name PYRILAMINE
ChEMBL Synonyms MEPYRAMINE | Pyrilamine | PYRILAMINE MALEATE
Max Phase 4 (Approved)
Trade Names PYRILAMINE MALEATE
Molecular Formula C17H23N3O

Additional synonyms for CHEMBL511 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc(CN(CCN(C)C)c2ccccn2)cc1
Standard InChI InChI=1S/C17H23N3O/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15- ...
Download InChI
Standard InChI Key YECBIJXISLIIDS-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • 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


CHEMBL511

Molecule Features

CHEMBL511 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:Y Black Box:N Availability Type:Discontinued

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
PruritusD011537HP:0000989Pruritus4ATC

Clinical Data

ClinicalTrials.gov PYRILAMINE
The Cochrane Collaboration PYRILAMINE

Metabolites for CHEMBL511

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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 CHEMBL511. 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
CHEMBL231 Histamine H1 receptor Homo sapiens 0.999
CHEMBL4414 Plasmepsin 2 Plasmodium falciparum 0.955
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.818
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.692
CHEMBL1853 Somatostatin receptor 4 Homo sapiens 0.681
CHEMBL4552 Peripheral-type benzodiazepine receptor Rattus norvegicus 0.583
CHEMBL4153 Sigma-1 receptor Cavia porcellus 0.464
CHEMBL3898 Bone morphogenetic protein 1 Homo sapiens 0.339
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.236
CHEMBL5514 Huntingtin Homo sapiens 0.225
CHEMBL1743183 Leukotriene C4 synthase Homo sapiens 0.213



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL231 Histamine H1 receptor Homo sapiens 0.993
CHEMBL1853 Somatostatin receptor 4 Homo sapiens 0.983
CHEMBL4414 Plasmepsin 2 Plasmodium falciparum 0.927
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.884
CHEMBL5896 Lysine-specific demethylase 4A Homo sapiens 0.417
CHEMBL6175 Lysine-specific demethylase 4C Homo sapiens 0.363
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.234
CHEMBL3797 Serine-protein kinase ATM Homo sapiens 0.229
CHEMBL4552 Peripheral-type benzodiazepine receptor Rattus norvegicus 0.229
CHEMBL4306 Voltage-gated potassium channel subunit Kv1.5 Homo sapiens 0.222
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.203

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
285.4 285.1841 2.66 7 28.6 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 0 0 4 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.02 2.67 .76 2 21 0.78

Structural Alerts

There are no structural alerts for CHEMBL511

Compound Cross References

ATC D - DERMATOLOGICALS
D04 - ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
D04A - ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
D04AA - Antihistamines for topical use
D04AA02 - mepyramine

R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AC - Substituted ethylene diamines
R06AC01 - mepyramine

ChemSpider ChemSpider:YECBIJXISLIIDS-UHFFFAOYSA-N
DailyMed pyrilamine maleate
PubChem SID: 104171213 SID: 11111639 SID: 11111640 SID: 11113355 SID: 144203781 SID: 144208176 SID: 170464656 SID: 17389532 SID: 26751558 SID: 50100317 SID: 50104164 SID: 90341279
Wikipedia Mepyramine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL511



ACToR 91-84-9 102206-59-7
BindingDB 22567
ChEBI 6762
DrugBank DB06691
DrugCentral 2331
eMolecules 902373
EPA CompTox Dashboard DTXSID9023542
FDA SRS HPE317O9TL
Guide to Pharmacology 1227 3957
Human Metabolome Database HMDB0015639
IBM Patent System D4A8607F79CF999D5C1D9EE10B612938 1D21A9A4155C19A7495AB1A1003E8BED
KEGG Ligand C11798
LINCS LSM-4206
MolPort MolPort-001-794-651
Nikkaji J4.645K
PharmGKB PA165817939
PubChem 4992
PubChem: Thomson Pharma 14873190
SureChEMBL SCHEMBL19114
ZINC ZINC000019144216

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