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Compound Detail

CHEMBL23261

DARUSENTAN
🧪 Phase III
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🧪 Phase III
COc1cc(OC)nc(O[C@H](C(=O)O)C(OC)(c2ccccc2)c2ccccc2)n1

Basic Information

ChEMBL ID CHEMBL23261
Name DARUSENTAN
Phase Phase III
Structure Type MOL
InChI Key FEJVSJIALLTFRP-LJQANCHMSA-N

Known Names

Darusentan HMR-4005 Lu-135252
3
Targets
5
Activities
2
Assay Types
0
PK Parameters
12
Publications
3
Known Names
1
Indications
2
Mechanisms

Molecular Properties

410.4
MW (Da)
2.92
ALogP
7
HBA
1
HBD
100.0
PSA (Ų)
0.57
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -entan

Extended Properties

Molecular Formula C22H22N2O6
MW 410.43
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -0.15

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Endothelin receptor ET-A antagonist ANTAGONIST Endothelin-1 receptor
Endothelin receptor ET-B antagonist ANTAGONIST Endothelin receptor type B

Indications

Hypertension

Activity Summary

Ki 3 meas. best 8.22
IC50 2 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Endothelin-1 receptor
CHEMBL252
IC50 9.1 9.1 0.8 1
Endothelin-1 receptor
CHEMBL252
Ki 8.22 8.22 6.0 1
Endothelin-1 receptor
CHEMBL4566
Ki 8.22 8.22 6.0 1
Endothelin receptor type B
CHEMBL1785
IC50 7.8 7.8 16.0 1
Endothelin receptor type B
CHEMBL1785
Ki 6.43 6.43 371.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
10447946 10.1021/jm9910425 Rattus norvegicus 2
10447946 10.1021/jm9910425 Endothelin receptor, ET-A/ET-B 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
15055997 10.1021/jm030528p Endothelin-1 receptor 1
15055997 10.1021/jm030528p Endothelin receptor 1
11755336 10.1016/s0960-894x(01)00660-6 Endothelin-1 receptor 1
11755336 10.1016/s0960-894x(01)00660-6 Endothelin receptor type B 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
27321813 10.1016/j.bmcl.2016.06.014 Endothelin-1 receptor 1
27321813 10.1016/j.bmcl.2016.06.014 Endothelin receptor type B 1

Data from ChEMBL 36 via Core Engine