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Compound Detail

CHEMBL261646

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Cc1cc(N2CCC(N(C)C(=O)CCS(=O)(=O)c3ccc4cc(Cl)ccc4c3)CC2)ccn1

Basic Information

ChEMBL ID CHEMBL261646
Phase Preclinical
Structure Type MOL
InChI Key HPHLSPULJKIGAN-UHFFFAOYSA-N
4
Targets
6
Activities
2
Assay Types
8
PK Parameters
11
Publications
0
Known Names

Molecular Properties

486.0
MW (Da)
4.49
ALogP
5
HBA
0
HBD
70.6
PSA (Ų)
0.51
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H28ClN3O3S
MW 486.04
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -1.79

Activity Summary

Ki 4 meas. best 7.82
IC50 2 meas. best 7.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Coagulation factor X
CHEMBL244
Ki 7.82 7.82 15.0 1
Coagulation factor X
CHEMBL244
IC50 7.21 7.21 61.0 2
Plasma kallikrein
CHEMBL2000
Ki 5.52 5.52 3000.0 1
Prothrombin
CHEMBL204
Ki 5.12 5.12 7500.0 1
Tissue-type plasminogen activator
CHEMBL1873
Ki 4.17 4.17 67000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1.579 ug ml-1 Macaca fascicularis
AUC 1030.0 ng.hr.mL-1 Macaca fascicularis
CL 12.23 mL.min-1.kg-1 Macaca fascicularis
Cmax 275.7 nM Macaca fascicularis
F 66.7 % Macaca fascicularis
MRT 4.54 hr Macaca fascicularis
MRT 6.6 hr Macaca fascicularis
Tmax 2.0 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18077174 10.1016/j.bmc.2007.11.073 Cynomolgus monkey 15
18077174 10.1016/j.bmc.2007.11.073 Plasma 3
18077174 10.1016/j.bmc.2007.11.073 Coagulation factor X 2
18077174 10.1016/j.bmc.2007.11.073 Mus musculus 1
18077174 10.1016/j.bmc.2007.11.073 Cytochrome P450 3A4 1
18077174 10.1016/j.bmc.2007.11.073 Prothrombin 1
18077174 10.1016/j.bmc.2007.11.073 Plasma kallikrein 1
18077174 10.1016/j.bmc.2007.11.073 Trypsin 1
18077174 10.1016/j.bmc.2007.11.073 Plasminogen 1
18077174 10.1016/j.bmc.2007.11.073 Tissue-type plasminogen activator 1
18164204 10.1016/j.bmc.2007.12.024 Coagulation factor X 1

Data from ChEMBL 36 via Core Engine