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Compound Detail

CHEMBL173994

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COc1cc(Cl)cc(C(=O)Nc2ccc(Cl)cn2)c1NC(=O)c1scc(CN(C)C2=NCCO2)c1Cl

Basic Information

ChEMBL ID CHEMBL173994
Phase Preclinical
Structure Type MOL
InChI Key FBXIHZSULWMHJY-UHFFFAOYSA-N
4
Targets
5
Activities
1
Assay Types
5
PK Parameters
16
Publications
0
Known Names

Molecular Properties

568.9
MW (Da)
5.43
ALogP
8
HBA
2
HBD
105.2
PSA (Ų)
0.39
QED
2
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H20Cl3N5O4S
MW 568.87
Aromatic Rings 3
Heavy Atoms 36
NP-Likeness -1.47

Activity Summary

Ki 5 meas. best 9.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
Ki 9.82 9.82 0.1 1
Coagulation factor X
CHEMBL3755
Ki 9.54 9.54 0.3 1
Plasma kallikrein
CHEMBL2000
Ki 7.43 7.43 37.0 1
Prothrombin
CHEMBL204
Ki 7.05 7.05 90.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 5.8 mL.min-1.kg-1 Canis lupus familiaris
Cmax 3339.95 nM Canis lupus familiaris
F 40.0 % Canis lupus familiaris
F 56.0 % Canis lupus familiaris
T1/2 3.2 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 0.15 nM 9.82 Inhibition of dog F10a 17536795
Coagulation factor X Ki = 0.29 nM 9.54 Inhibition of rat F10a 17536795
Plasma kallikrein Ki = 37.0 nM 7.43 Inhibition of human kallikrein 17536795
Prothrombin Ki = 90.0 nM 7.05 Inhibition of human F2a 17536795

Literature References

PubMed DOI Target Context # Activities
17536795 10.1021/jm070125f Canis familiaris 8
17536795 10.1021/jm070125f Plasma 3
17536795 10.1021/jm070125f Unchecked 3
17536795 10.1021/jm070125f Coagulation factor X 2
15013007 10.1016/j.bmcl.2003.11.080 Rattus norvegicus 1
15013007 10.1016/j.bmcl.2003.11.080 Canis familiaris 1
17536795 10.1021/jm070125f Prothrombin 1
17536795 10.1021/jm070125f Trypsin 1
17536795 10.1021/jm070125f Tissue-type plasminogen activator 1
17536795 10.1021/jm070125f Plasma kallikrein 1
17536795 10.1021/jm070125f Coagulation factor XI 1
17536795 10.1021/jm070125f Urokinase-type plasminogen activator 1
17536795 10.1021/jm070125f Coagulation factor V 1
17536795 10.1021/jm070125f Plasminogen 1
17536795 10.1021/jm070125f Cathepsin G 1
17536795 10.1021/jm070125f Neutrophil elastase 1

Data from ChEMBL 36 via Core Engine