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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL23261
CHEMBL23261
Compound Name DARUSENTAN
ChEMBL Synonyms DARUSENTAN | LU-135252 | HMR-4005
Max Phase 3
Trade Names
Molecular Formula C22H22N2O6

Additional synonyms for CHEMBL23261 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cc(OC)nc(O[C@H](C(=O)O)C(OC)(c2ccccc2)c3ccccc3)n1
Standard InChI InChI=1S/C22H22N2O6/c1-27-17-14-18(28-2)24-21(23-17)30-19(20 ...
Download InChI
Standard InChI Key FEJVSJIALLTFRP-LJQANCHMSA-N

Sources

  • Clinical Candidates
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL23261

Molecule Features

CHEMBL23261 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Mechanism of Action

Mechanism of Action ChEMBL Target References
Endothelin receptor ET-A antagonist Endothelin receptor ET-A PubMed
Endothelin receptor ET-B antagonist Endothelin receptor ET-B PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HYPERTENSIOND006973EFO:0000537HYPERTENSION3ClinicalTrials

Clinical Data

ClinicalTrials.gov DARUSENTAN
The Cochrane Collaboration DARUSENTAN

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 CHEMBL23261. 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
CHEMBL1785 Endothelin receptor ET-B Homo sapiens 1.000
CHEMBL252 Endothelin receptor ET-A Homo sapiens 1.000
CHEMBL4263 Acetolactate synthase Arabidopsis thaliana 1.000

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1785 Endothelin receptor ET-B Homo sapiens 1.000
CHEMBL252 Endothelin receptor ET-A Homo sapiens 1.000
CHEMBL4263 Acetolactate synthase Arabidopsis thaliana 1.000
CHEMBL215 Arachidonate 5-lipoxygenase Homo sapiens 0.502

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
410.4 410.1478 4.14 9 100 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 1 0 8 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
1.82 .41 1.46 -2.29 3 30 0.56

Structural Alerts

There are no structural alerts for CHEMBL23261

Compound Cross References

ChemSpider ChemSpider:FEJVSJIALLTFRP-LJQANCHMSA-N
PubChem SID: 170466416
Wikipedia Darusentan

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL23261



ACToR 171714-84-4
BindingDB 50108202
DrugBank DB04883
EPA CompTox Dashboard DTXSID1057664
FDA SRS 33JD57L6RW
Guide to Pharmacology 3508
IBM Patent System 1BD9C6BD8FB48C2806E8CF7B268A20CE
MolPort MolPort-006-170-017
Nikkaji J847.578D
PubChem 177236
PubChem: Drugs of the Future 12015030
PubChem: Thomson Pharma 14928792 14904202
SureChEMBL SCHEMBL795084
ZINC ZINC000003826221

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