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Compound Detail

CHEMBL1269025

EDOXABAN
💊 Approved Drug
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💊 Approved Drug
CN1CCc2nc(C(=O)N[C@@H]3C[C@@H](C(=O)N(C)C)CC[C@@H]3NC(=O)C(=O)Nc3ccc(Cl)cn3)sc2C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1269025
Name EDOXABAN
Phase Approved
Structure Type MOL
InChI Key HGVDHZBSSITLCT-JLJPHGGASA-N
Therapeutic ✓ Yes

Known Names

DU-176 Edoxaban
5
Targets
10
Activities
2
Assay Types
1
PK Parameters
17
Publications
2
Known Names
15
Indications

Molecular Properties

548.1
MW (Da)
1.29
ALogP
8
HBA
3
HBD
136.6
PSA (Ų)
0.48
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2015
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -xaban
USAN Year 2009

Extended Properties

Molecular Formula C24H30ClN7O4S
MW 548.07
Aromatic Rings 2
Heavy Atoms 37
NP-Likeness -1.66

Indications

Thrombosis Aortic Valve Stenosis Atrial Fibrillation Heart Diseases Severe Acute Respiratory Syndrome Severe Acute Respiratory Syndrome Stroke Venous Thromboembolism Blood Coagulation Disorders Coronary Disease Hemorrhage Ischemic Stroke Liver Cirrhosis Myocardial Infarction Peripheral Arterial Disease

ATC Classification

B01AF03
edoxaban
Level 1: BLOOD AND BLOOD FORMING ORGANS
Level 2: ANTITHROMBOTIC AGENTS

Activity Summary

Ki 6 meas. best 9.25
IC50 4 meas. best 8.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Coagulation factor X
CHEMBL244
 Ki 9.25 9.25 0.6 4
Prothrombinase complex
CHEMBL5482991
 Ki 8.53 8.53 3.0 1
Coagulation factor X
CHEMBL244
 IC50 8.47 8.47 3.4 2
Platelet
CHEMBL4296519
 IC50 5.54 5.54 2900.0 1
Unchecked
CHEMBL612545
 IC50 5.54 5.54 2900.0 1
Prothrombin
CHEMBL204
 Ki 5.22 5.22 6000.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 50.0 % Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Coagulation factor X Ki = 0.56 nM 9.25 Inhibition of factor 10a 20503967
Coagulation factor X Ki = 0.561 nM 9.25 Inhibition of factor Xa (unknown origin) assessed as inhibition constant 36634753
Coagulation factor X Ki = 0.561 nM 9.25 Inhibition of activated human factor X 36758304
Coagulation factor X Ki = 0.561 nM 9.25 Binding affinity to FXa (unknown origin) assessed as inhibition constant 38889609
Prothrombinase complex Ki = 2.98 nM 8.53 Inhibition of activated human factor X/activated human factor V complex derived ... 36758304
Coagulation factor X IC50 = 3.4 nM 8.47 Inhibition of human coagulation factor 10a using Z-D-Arg-Gly-Arg-pNA.2HCl as sub... 30340898
Coagulation factor X IC50 = 3.4 nM 8.47 Inhibition of human factor Xa using Z-D-Arg-Gly-Arg-pNA.2HCl as substrate preinc... 30792102
Unchecked IC50 = 2900.0 nM 5.54 Inhibition of thrombin-induced human platelet aggregation preincubated for 2 to ... 36758304
Platelet IC50 = 2900.0 nM 5.54 Inhibition of alpha-thrombin induced human Platelet aggregation 38889609
Prothrombin Ki = 6000.0 nM 5.22 Binding affinity to thrombin (unknown origin) assessed as inhibition constant 38889609

Literature References

PubMed DOI Target Context # Activities
20503967 10.1021/jm100146h NON-PROTEIN TARGET 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
28512024 10.1016/j.bmcl.2017.05.010 Cytosolic endo-beta-N-acetylglucosaminidase 1
30340898 10.1016/j.bmcl.2018.05.036 Coagulation factor X 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
30792102 10.1016/j.bmc.2019.02.032 Coagulation factor X 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
20503967 10.1021/jm100146h Rhesus monkey 1
20503967 10.1021/jm100146h Coagulation factor X 1
36634753 10.1016/j.bmcl.2023.129127 Coagulation factor X 1
36758304 10.1016/j.ejmech.2023.115172 Prothrombinase complex 1
36758304 10.1016/j.ejmech.2023.115172 Coagulation factor X 1
36758304 10.1016/j.ejmech.2023.115172 Unchecked 1
38889609 10.1016/j.ejmech.2024.116593 Coagulation factor X 1
38889609 10.1016/j.ejmech.2024.116593 Prothrombin 1
38889609 10.1016/j.ejmech.2024.116593 Platelet 1

Data from ChEMBL 36 via Core Engine