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Compound Detail

CHEMBL394129

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CC(=O)N1C[C@H](NC(=O)c2ccc(-n3ccccc3=O)cc2)[C@H](NC(=O)c2ccc(Cl)s2)C1

Basic Information

ChEMBL ID CHEMBL394129
Phase Preclinical
Structure Type MOL
InChI Key UBBAAVPYXDEHOX-ZWKOTPCHSA-N
3
Targets
3
Activities
1
Assay Types
5
PK Parameters
16
Publications
0
Known Names

Molecular Properties

485.0
MW (Da)
2.31
ALogP
6
HBA
2
HBD
100.5
PSA (Ų)
0.58
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H21ClN4O4S
MW 484.97
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -1.38

Activity Summary

Ki 3 meas. best 9.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Coagulation factor X
CHEMBL244
Ki 9.24 9.24 0.6 1
Prothrombin
CHEMBL204
Ki 5.26 5.26 5440.0 1
Coagulation factor XI
CHEMBL2820
Ki 4.99 4.99 10170.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL - nmol/mg/min Homo sapiens
CL 30.0 mL.min-1.kg-1 Canis lupus familiaris
F 5.0 % Canis lupus familiaris
T1/2 0.8 hr Canis lupus familiaris
T1/2 0.8 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Coagulation factor X Ki = 0.58 nM 9.24 Inhibition of human factor 10a 17643988
Prothrombin Ki = 5440.0 nM 5.26 Inhibition of human thrombin 17643988
Coagulation factor XI Ki = 10170.0 nM 4.99 Inhibition of human factor 11a 17643988

Literature References

PubMed DOI Target Context # Activities
17643988 10.1016/j.bmcl.2007.07.020 Canis familiaris 5
17643988 10.1016/j.bmcl.2007.07.020 Coagulation factor X 1
17643988 10.1016/j.bmcl.2007.07.020 Plasma 1
17643988 10.1016/j.bmcl.2007.07.020 Liver microsomes 1
17643988 10.1016/j.bmcl.2007.07.020 Coagulation factor VII 1
17643988 10.1016/j.bmcl.2007.07.020 Unchecked 1
17643988 10.1016/j.bmcl.2007.07.020 Plasma kallikrein 1
17643988 10.1016/j.bmcl.2007.07.020 Trypsin 1
17643988 10.1016/j.bmcl.2007.07.020 Vitamin K-dependent protein C 1
17643988 10.1016/j.bmcl.2007.07.020 Plasminogen 1
17643988 10.1016/j.bmcl.2007.07.020 Tissue-type plasminogen activator 1
17643988 10.1016/j.bmcl.2007.07.020 Urokinase-type plasminogen activator 1
17643988 10.1016/j.bmcl.2007.07.020 Coagulation factor XI 1
17643988 10.1016/j.bmcl.2007.07.020 Prothrombin 1
17643988 10.1016/j.bmcl.2007.07.020 Caco-2 1
17643988 10.1016/j.bmcl.2007.07.020 ADMET 1

Data from ChEMBL 36 via Core Engine