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Compound Detail

CHEMBL259603

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O=C(CCS(=O)(=O)c1ccc2cc(Cl)ccc2c1)N1CCN(c2cccc3nc(CO)cn23)CC1

Basic Information

ChEMBL ID CHEMBL259603
Phase Preclinical
Structure Type MOL
InChI Key QHZPAZKNNHHWFB-UHFFFAOYSA-N
3
Targets
5
Activities
2
Assay Types
8
PK Parameters
12
Publications
0
Known Names

Molecular Properties

513.0
MW (Da)
3.15
ALogP
7
HBA
1
HBD
95.2
PSA (Ų)
0.43
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H25ClN4O4S
MW 513.02
Aromatic Rings 4
Heavy Atoms 35
NP-Likeness -1.76

Activity Summary

Ki 3 meas. best 8.1
IC50 2 meas. best 8.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Coagulation factor X
CHEMBL244
Ki 8.1 8.1 8.0 1
Coagulation factor X
CHEMBL244
IC50 8.05 8.03 9.0 2
Prothrombin
CHEMBL204
Ki 6.02 6.02 960.0 1
Plasma kallikrein
CHEMBL2000
Ki 4.85 4.85 14000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 730.0 ng.hr.mL-1 Macaca fascicularis
AUC 2260.0 ng.hr.mL-1 Macaca fascicularis
CL 7.333 mL.min-1.kg-1 Macaca fascicularis
Cmax 974.62 nM Macaca fascicularis
F 30.5 % Macaca fascicularis
MRT 1.97 hr Macaca fascicularis
MRT 3.6 hr Macaca fascicularis
Tmax 1.33 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18164204 10.1016/j.bmc.2007.12.024 Cynomolgus monkey 10
18164204 10.1016/j.bmc.2007.12.024 Unchecked 4
18164204 10.1016/j.bmc.2007.12.024 Plasma 2
18164204 10.1016/j.bmc.2007.12.024 Coagulation factor X 2
18164204 10.1016/j.bmc.2007.12.024 Cytochrome P450 3A4 1
18164204 10.1016/j.bmc.2007.12.024 Mus musculus 1
18164204 10.1016/j.bmc.2007.12.024 Prothrombin 1
18164204 10.1016/j.bmc.2007.12.024 Plasma kallikrein 1
18164204 10.1016/j.bmc.2007.12.024 Trypsin 1
18164204 10.1016/j.bmc.2007.12.024 Plasminogen 1
18164204 10.1016/j.bmc.2007.12.024 Tissue-type plasminogen activator 1
18507371 10.1021/jm701548u Coagulation factor X 1

Data from ChEMBL 36 via Core Engine