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Compound Detail

CHEMBL182746

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CC(C)N1CCC(NC(=O)c2cc3ccccc3n2Cc2cc(-c3ccc(Cl)s3)on2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL182746
Phase Preclinical
Structure Type MOL
InChI Key MMGXOGPDBICRQF-UHFFFAOYSA-N
3
Targets
10
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

483.0
MW (Da)
5.66
ALogP
6
HBA
1
HBD
63.3
PSA (Ų)
0.38
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 C25H27ClN4O2S
MW 483.04
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -2.13

Activity Summary

Ki 8 meas. best 8.52
IC50 2 meas. best 6.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Coagulation factor X
CHEMBL244
 Ki 8.52 8.52 3.0 5
Prothrombin
CHEMBL204
 IC50 6.38 6.38 420.0 2
Prothrombin
CHEMBL204
 Ki 5.56 5.56 2760.0 2
Kallikrein-1
CHEMBL2319
 Ki 4.81 4.81 15400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Coagulation factor X Ki = 3.0 nM 8.52 Inhibitory activity against coagulation factor Xa 15261268
Coagulation factor X Ki = 3.0 nM 8.52 Inhibitory activity against serine protease factor Xa 15261269
Coagulation factor X Ki = 3.0 nM 8.52 Binding affinity for human factor Xa 15999990
Coagulation factor X Ki = 3.0 nM 8.52 Inhibition of factor 10a 20503967
Coagulation factor X Ki = 3.0 nM 8.52 Inhibition of human fXa assessed as inhibition constant using Cbz-D-Arg-Gly-L-Ar... 36178213
Prothrombin IC50 = 420.0 nM 6.38 Concentration required for 50% inhibition of dilute prothrombin time 15261268
Prothrombin IC50 = 420.0 nM 6.38 Inhibitory concentration in dilute prothrombin time assay 15261269
Prothrombin Ki = 2760.0 nM 5.56 Inhibitory activity against coagulation factor II (thrombin) 15261268
Prothrombin Ki = 2760.0 nM 5.56 Inhibitory activity against coagulation factor II (thrombin) 15261269
Kallikrein-1 Ki = 15400.0 nM 4.81 Inhibitory activity against coagulation factor Kallikrein 15261268

Literature References

PubMed DOI Target Context # Activities
15261268 10.1016/j.bmcl.2004.06.020 Prothrombin 3
15261269 10.1016/j.bmcl.2004.06.019 Prothrombin 3
15261268 10.1016/j.bmcl.2004.06.020 Coagulation factor X 1
15261268 10.1016/j.bmcl.2004.06.020 Serine protease 1 1
15261268 10.1016/j.bmcl.2004.06.020 Kallikrein-1 1
15261268 10.1016/j.bmcl.2004.06.020 Tissue-type plasminogen activator 1
15261268 10.1016/j.bmcl.2004.06.020 Tissue factor 1
15261268 10.1016/j.bmcl.2004.06.020 ADMET 1
15261269 10.1016/j.bmcl.2004.06.019 Coagulation factor X 1
15261269 10.1016/j.bmcl.2004.06.019 Trypsin 1
15261269 10.1016/j.bmcl.2004.06.019 Kallikrein-1 1
15261269 10.1016/j.bmcl.2004.06.019 Tissue-type plasminogen activator 1
15261269 10.1016/j.bmcl.2004.06.019 Tissue factor 1
15999990 10.1021/jm0490540 Coagulation factor X 1
20503967 10.1021/jm100146h Coagulation factor X 1
36178213 10.1021/acs.jmedchem.2c00865 Coagulation factor X 1

Data from ChEMBL 36 via Core Engine