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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL517140
CHEMBL517140
Compound Name GSK189254
ChEMBL Synonyms GSK189254 | GSK-189254 | [11C]GSK189254
Max Phase 2
Trade Names
Molecular Formula C21H25N3O2

Additional synonyms for CHEMBL517140 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNC(=O)c1ccc(Oc2ccc3CCN(CCc3c2)C4CCC4)nc1
Standard InChI InChI=1S/C21H25N3O2/c1-22-21(25)17-6-8-20(23-14-17)26-19-7-5 ...
Download InChI
Standard InChI Key WROHEWWOCPRMIA-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • Clinical Candidates
  • Scientific Literature

Alternate Forms of Compound in ChEMBL


CHEMBL517140

Molecule Features

CHEMBL517140 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Mechanism of Action

Mechanism of Action ChEMBL Target References
Histamine H3 receptor antagonist Histamine H3 receptor PubMed

Clinical Data

ClinicalTrials.gov GSK189254
The Cochrane Collaboration GSK189254

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 CHEMBL517140. 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
CHEMBL264 Histamine H3 receptor Homo sapiens 1.000
CHEMBL4124 Histamine H3 receptor Rattus norvegicus 1.000
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.320

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL264 Histamine H3 receptor Homo sapiens 1.000
CHEMBL4124 Histamine H3 receptor Rattus norvegicus 1.000
CHEMBL240 HERG Homo sapiens 0.739
CHEMBL233 Mu opioid receptor Homo sapiens 0.476
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.434
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.430

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
351.4 351.1947 3.4 4 54.46 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.01 2.7 1.1 2 26 0.92

Structural Alerts

There are no structural alerts for CHEMBL517140

Compound Cross References

ChemSpider ChemSpider:WROHEWWOCPRMIA-UHFFFAOYSA-N
Wikipedia GSK-189,254

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL517140



BindingDB 50247054
FDA SRS 5T4TX6CO53
IBM Patent System A84F6A450E651A3178869F9D6FD560C4
PubChem 9798547
PubChem: Thomson Pharma 14754269
SureChEMBL SCHEMBL169579
ZINC ZINC000003961799

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