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Compound Detail

CHEMBL539697

DABIGATRAN ETEXILATE
💊 Approved Drug
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💊 Approved Drug
CCCCCCOC(=O)NC(=N)c1ccc(NCc2nc3cc(C(=O)N(CCC(=O)OCC)c4ccccn4)ccc3n2C)cc1

Basic Information

ChEMBL ID CHEMBL539697
Name DABIGATRAN ETEXILATE
Phase Approved
Structure Type MOL
InChI Key KSGXQBZTULBEEQ-UHFFFAOYSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL48361

Known Names

BIBR 1048 BIBR 1048 BS RS1 BIBR-1048 BIBR-1048-BS-RS1 BIBR1048 Dabigatran etexilate Dabigatran etexilate methanesulfonate Dabigatran etexilato Pradaxa Prazaxa
5
Targets
8
Activities
2
Assay Types
12
PK Parameters
20
Publications
10
Known Names
14
Indications

Molecular Properties

627.8
MW (Da)
5.81
ALogP
10
HBA
3
HBD
151.5
PSA (Ų)
0.06
QED
2
Ro5 Violations
15
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2008
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product Prodrug
USAN Stem -gatran
USAN Year 2008

Extended Properties

Molecular Formula C34H41N7O5
MW 627.75
Aromatic Rings 4
Heavy Atoms 46
NP-Likeness -1.35

Indications

Thrombosis Thrombosis Atrial Fibrillation Stroke Thromboembolism Venous Thromboembolism Venous Thrombosis Coronary Disease Carcinoma, Non-Small-Cell Lung Hematologic Diseases Non-alcoholic Fatty Liver Disease Prostatic Neoplasms Renal Insufficiency Renal Insufficiency, Chronic

ATC Classification

B01AE07
dabigatran etexilate
Level 1: BLOOD AND BLOOD FORMING ORGANS
Level 2: ANTITHROMBOTIC AGENTS

Activity Summary

IC50 7 meas. best 9.49
Ki 1 meas. best 8.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Platelet
CHEMBL4296519
IC50 9.49 7.98 0.3 2
Prothrombin
CHEMBL204
IC50 8.58 8.58 2.6 2
Prothrombin
CHEMBL204
Ki 8.35 8.35 4.5 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 6.49 6.49 326.0 1
Unchecked
CHEMBL612545
IC50 6.47 6.47 340.0 1
Thrombin
CHEMBL2040703
IC50 6.26 6.26 554.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 155.0 ml/min Homo sapiens
CL 9.833 mL.min-1.kg-1 Rattus norvegicus
F 7.2 % Rattus norvegicus
F 6.0 % Homo sapiens
F 3.0 % Homo sapiens
F 7.2 % Homo sapiens
F 6.7 % Homo sapiens
F 6.0 % Homo sapiens
F 1.9 % Rattus norvegicus
MRT 1.6 hr Rattus norvegicus
T1/2 1.2 hr Rattus norvegicus
Vd 0.85 L.kg-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
31158845 10.1038/s41586-019-1291-3 ADMET 66
- 10.5281/zenodo.13943903 ADMET 45
33108181 10.1021/acs.jmedchem.0c01035 ADMET 7
25874337 10.1016/j.ejmech.2015.04.012 Rattus norvegicus 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
23899618 10.1016/j.bmcl.2013.07.008 No relevant target 4
19603833 10.1021/jm9004658 Homo sapiens 3
29072911 10.1021/acs.jmedchem.7b00772 ADMET 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
37468498 10.1038/s41467-023-40064-9 Glucocorticoid receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
26690913 10.1016/j.bmc.2015.11.025 Prothrombin 2
37468498 10.1038/s41467-023-40064-9 Peroxisome proliferator-activated receptor gamma 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
24175584 10.1021/jm4005835 Rattus norvegicus 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
23466230 10.1016/j.bmcl.2013.01.126 Platelet 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2

Data from ChEMBL 36 via Core Engine