Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL5397791

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1ccccc1C(=O)n1nc(-c2ccccn2)cc1NCc1ccc(Cl)s1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5397791
Phase Preclinical
Structure Type MOL
InChI Key CPBDFCXKCBYWQN-UHFFFAOYSA-N
8
Targets
9
Activities
2
Assay Types
3
PK Parameters
15
Publications
0
Known Names

Molecular Properties

424.9
MW (Da)
4.97
ALogP
7
HBA
1
HBD
69.0
PSA (Ų)
0.47
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H17ClN4O2S
MW 424.91
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -1.81

Activity Summary

IC50 7 meas. best 8.3
EC50 2 meas. best 5.39

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prothrombin
CHEMBL204
 IC50 8.3 8.3 5.0 1
Chymotrypsin
CHEMBL4523987
 IC50 6.17 6.17 670.0 1
Plasma kallikrein
CHEMBL2000
 IC50 5.75 5.505 1800.0 2
Plasma
CHEMBL613424
 EC50 5.39 5.39 4100.0 1
Unchecked
CHEMBL612545
 EC50 5.36 5.36 4400.0 1
Plasminogen
CHEMBL1801
 IC50 5.31 5.31 4900.0 1
Coagulation factor XI
CHEMBL2820
 IC50 5.04 5.04 9200.0 1
Kallikrein-1
CHEMBL2319
 IC50 4.26 4.26 55000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.35 hr Mus musculus
T1/2 0.5833 hr Rattus norvegicus
T1/2 2.167 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prothrombin IC50 = 5.0 nM 8.3 Inhibition of human thrombin using S-2238 as chromogenic substrate preincubated ... 36462436
Chymotrypsin IC50 = 670.0 nM 6.17 Inhibition of chymotrypsin (unknown origin) 36462436
Plasma kallikrein IC50 = 1800.0 nM 5.75 Inhibition of plasma kallikrein (unknown origin) 36462436
Plasma EC50 = 4100.0 nM 5.39 Anticoagulant activity in human platelet-poor plasma assessed as endogenous thro... 36462436
Unchecked EC50 = 4400.0 nM 5.36 Inhibition of thrombin induced platelet activation in CD-1 mouse plasma incubate... 36462436
Plasminogen IC50 = 4900.0 nM 5.31 Inhibition of plasmin (unknown origin) using S-2251 as chromogenic substrate pre... 36462436
Plasma kallikrein IC50 = 5500.0 nM 5.26 KLKB1 Activity Assay: Human KLKB1 protein was obtained from Enzyme Research Labs... -
Coagulation factor XI IC50 = 9200.0 nM 5.04 Inhibition of factor XIa (unknown origin) using S-2366 as chromogenic substrate ... 36462436
Kallikrein-1 IC50 = 55000.0 nM 4.26 KLK1 Activity Assay: Recombinant human tissue kallikrein (KLK1) was obtained fro... -

Literature References

PubMed DOI Target Context # Activities
36462436 10.1016/j.ejmech.2022.114855 ADMET 3
36462436 10.1016/j.ejmech.2022.114855 Prothrombin 1
36462436 10.1016/j.ejmech.2022.114855 Coagulation factor X 1
36462436 10.1016/j.ejmech.2022.114855 Plasma 1
36462436 10.1016/j.ejmech.2022.114855 Unchecked 1
36462436 10.1016/j.ejmech.2022.114855 Coagulation factor VII 1
36462436 10.1016/j.ejmech.2022.114855 Coagulation factor IX 1
36462436 10.1016/j.ejmech.2022.114855 Coagulation factor XI 1
36462436 10.1016/j.ejmech.2022.114855 Coagulation factor XII 1
36462436 10.1016/j.ejmech.2022.114855 Coagulation factor V 1
36462436 10.1016/j.ejmech.2022.114855 Chymotrypsin 1
36462436 10.1016/j.ejmech.2022.114855 Plasminogen 1
36462436 10.1016/j.ejmech.2022.114855 Trypsin 1
36462436 10.1016/j.ejmech.2022.114855 Tryptase 1
36462436 10.1016/j.ejmech.2022.114855 Plasma kallikrein 1

Data from ChEMBL 36 via Core Engine