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Compound Detail

CHEMBL593461

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Cc1ncc2n1C(=O)N(C1CCN(C(=O)[C@H](O)CS(=O)(=O)c3ccc4cc(Cl)ccc4c3)CC1)C2

Basic Information

ChEMBL ID CHEMBL593461
Phase Preclinical
Structure Type MOL
InChI Key WSDPDXBHHQAFEA-JOCHJYFZSA-N
2
Targets
4
Activities
2
Assay Types
6
PK Parameters
15
Publications
0
Known Names

Molecular Properties

517.0
MW (Da)
2.61
ALogP
7
HBA
1
HBD
112.8
PSA (Ų)
0.56
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H25ClN4O5S
MW 517.01
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -1.18

Activity Summary

IC50 2 meas. best 8.68
Ki 2 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Coagulation factor X
CHEMBL244
Ki 9.3 9.3 0.5 1
Coagulation factor X
CHEMBL244
IC50 8.68 8.68 2.1 2
Prothrombin
CHEMBL204
Ki 5.72 5.72 1900.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 44.2 ng.hr.mL-1 Macaca fascicularis
AUC 307.0 ng.hr.mL-1 Macaca fascicularis
CL 14.2 mL.min-1.kg-1 Macaca fascicularis
Cmax 58.99 nM Macaca fascicularis
F 25.4 % Macaca fascicularis
MRT 7.05 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19861238 10.1016/j.bmc.2009.10.009 Cynomolgus monkey 11
19861238 10.1016/j.bmc.2009.10.009 Unchecked 4
20355714 10.1021/jm901699j ADMET 2
20355714 10.1021/jm901699j Liver microsomes 2
19861238 10.1016/j.bmc.2009.10.009 Plasma 1
19861238 10.1016/j.bmc.2009.10.009 Coagulation factor X 1
19861238 10.1016/j.bmc.2009.10.009 Prothrombin 1
19861238 10.1016/j.bmc.2009.10.009 Plasminogen 1
19861238 10.1016/j.bmc.2009.10.009 Trypsin 1
19861238 10.1016/j.bmc.2009.10.009 Tissue-type plasminogen activator 1
20355714 10.1021/jm901699j No relevant target 1
20355714 10.1021/jm901699j Plasma 1
20355714 10.1021/jm901699j Coagulation factor X 1
20503967 10.1021/jm100146h Coagulation factor X 1
20503967 10.1021/jm100146h NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine