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Compound Detail

CHEMBL403042

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COc1ccc(-n2nc(C(N)=O)cc2C(=O)Cc2ccc(-n3ccccc3=O)cc2F)cc1

Basic Information

ChEMBL ID CHEMBL403042
Phase Preclinical
Structure Type MOL
InChI Key MRPLIGSOQUCMBC-UHFFFAOYSA-N
3
Targets
3
Activities
1
Assay Types
3
PK Parameters
13
Publications
0
Known Names

Molecular Properties

446.4
MW (Da)
2.70
ALogP
7
HBA
1
HBD
109.2
PSA (Ų)
0.44
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H19FN4O4
MW 446.44
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -1.39

Activity Summary

Ki 3 meas. best 9.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Coagulation factor X
CHEMBL244
Ki 9.96 9.96 0.1 1
Unchecked
CHEMBL612545
Ki 5.77 5.77 1700.0 1
Plasma kallikrein
CHEMBL2000
Ki 5.05 5.05 8900.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 1.5 mL.min-1.kg-1 Canis lupus familiaris
F 117.0 % Canis lupus familiaris
T1/2 5.4 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Coagulation factor X Ki = 0.11 nM 9.96 Inhibition of human factor 10a 18054227
Unchecked Ki = 1700.0 nM 5.77 Inhibition of human chymotrypsin 18054227
Plasma kallikrein Ki = 8900.0 nM 5.05 Inhibition of human plasma kallikrein 18054227

Literature References

PubMed DOI Target Context # Activities
18054227 10.1016/j.bmcl.2007.11.040 Canis familiaris 4
18054227 10.1016/j.bmcl.2007.11.040 Plasma 2
18054227 10.1016/j.bmcl.2007.11.040 Vitamin K-dependent protein C 1
18054227 10.1016/j.bmcl.2007.11.040 Coagulation factor X 1
18054227 10.1016/j.bmcl.2007.11.040 Trypsin 1
18054227 10.1016/j.bmcl.2007.11.040 Prothrombin 1
18054227 10.1016/j.bmcl.2007.11.040 Caco-2 1
18054227 10.1016/j.bmcl.2007.11.040 Plasma kallikrein 1
18054227 10.1016/j.bmcl.2007.11.040 Coagulation factor IX 1
18054227 10.1016/j.bmcl.2007.11.040 Tissue-type plasminogen activator 1
18054227 10.1016/j.bmcl.2007.11.040 Plasminogen 1
18054227 10.1016/j.bmcl.2007.11.040 Unchecked 1
18054227 10.1016/j.bmcl.2007.11.040 Coagulation factor XI 1

Data from ChEMBL 36 via Core Engine