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Compound Detail

CHEMBL1095032

LETAXABAN
🧪 Phase II
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🧪 Phase II
O=C([C@H](O)CS(=O)(=O)c1ccc2cc(Cl)ccc2c1)N1CCC(N2CCCNC2=O)CC1

Basic Information

ChEMBL ID CHEMBL1095032
Name LETAXABAN
Phase Phase II
Structure Type MOL
InChI Key GEHAEMCVKDPMKO-HXUWFJFHSA-N

Known Names

Letaxaban TAK 442 TAK-442 TAK442
5
Targets
8
Activities
2
Assay Types
2
PK Parameters
17
Publications
4
Known Names
2
Indications
1
Mechanisms

Molecular Properties

480.0
MW (Da)
2.03
ALogP
5
HBA
2
HBD
107.0
PSA (Ų)
0.68
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -xaban
USAN Year 2010

Extended Properties

Molecular Formula C22H26ClN3O5S
MW 479.99
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -1.10

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Coagulation factor X inhibitor INHIBITOR Coagulation factor X

Indications

Acute Coronary Syndrome Venous Thromboembolism

Activity Summary

IC50 7 meas. best 8.66
Ki 1 meas. best 8.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Coagulation factor X
CHEMBL244
Ki 8.74 8.74 1.8 1
Coagulation factor X
CHEMBL244
IC50 8.66 8.5267 2.2 3
Prothrombin
CHEMBL204
IC50 5.92 5.92 1200.0 1
Coagulation factor IX
CHEMBL2016
IC50 5.35 5.35 4500.0 1
Plasma kallikrein
CHEMBL2000
IC50 4.92 4.92 12000.0 1
Tissue-type plasminogen activator
CHEMBL1873
IC50 4.36 4.36 44000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 11.8 mL.min-1.kg-1 Macaca mulatta
F 52.5 % Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20355714 10.1021/jm901699j Unchecked 7
20503967 10.1021/jm100146h Rhesus monkey 3
20355714 10.1021/jm901699j Oryctolagus cuniculus 3
20355714 10.1021/jm901699j Liver microsomes 2
20503967 10.1021/jm100146h NON-PROTEIN TARGET 2
20503967 10.1021/jm100146h Coagulation factor X 2
20355714 10.1021/jm901699j Coagulation factor X 2
20355714 10.1021/jm901699j ADMET 2
20355714 10.1021/jm901699j Coagulation factor IX 1
20355714 10.1021/jm901699j Plasma kallikrein 1
20355714 10.1021/jm901699j Tissue-type plasminogen activator 1
20355714 10.1021/jm901699j Trypsin 1
20355714 10.1021/jm901699j Protein kinase C (PKC) 1
20355714 10.1021/jm901699j Plasminogen 1
20355714 10.1021/jm901699j Prothrombin 1
20355714 10.1021/jm901699j No relevant target 1
20355714 10.1021/jm901699j Plasma 1

Data from ChEMBL 36 via Core Engine