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Compound Detail

CHEMBL85154

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C=CCN(CC(=O)O)C(=O)/C(C)=C/c1ccc(C(=O)Oc2ccc(C(=N)N)cc2)cc1.CS(=O)(=O)O

Basic Information

ChEMBL ID CHEMBL85154
Phase Preclinical
Structure Type MOL
InChI Key VFBJLSMNFHRHPA-GVYCEHEKSA-N
Parent Compound CHEMBL1179549
Active Moiety CHEMBL1179549
4
Targets
4
Activities
1
Assay Types
8
PK Parameters
10
Publications
0
Known Names

Molecular Properties

421.4
MW (Da)
2.69
ALogP
5
HBA
3
HBD
133.8
PSA (Ų)
0.14
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H27N3O8S
MW 517.56
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -0.32

Activity Summary

IC50 4 meas. best 8.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine protease 1
CHEMBL209
IC50 8.38 8.38 4.1 1
Kallikrein-1
CHEMBL2319
IC50 7.01 7.01 96.5 1
Plasminogen
CHEMBL3204
IC50 5.74 5.74 1830.0 1
Prothrombin
CHEMBL204
IC50 4.46 4.46 35000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 27000.0 ng.hr.mL-1 Canis lupus familiaris
AUC 5230.0 ng.hr.mL-1 Canis lupus familiaris
T1/2 1.0 hr Rattus norvegicus
T1/2 1.0 hr Rattus norvegicus
T1/2 1.0 hr Rattus norvegicus
T1/2 1.0 hr Canis lupus familiaris
T1/2 0.25 hr Canis lupus familiaris
T1/2 1.0 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
7629790 10.1021/jm00014a003 Canis familiaris 5
7629790 10.1021/jm00014a003 Rattus norvegicus 3
7629790 10.1021/jm00014a003 Kallikrein-1 2
7629790 10.1021/jm00014a003 Serine protease 1 1
7629790 10.1021/jm00014a003 Prothrombin 1
7629790 10.1021/jm00014a003 Plasminogen 1
7629790 10.1021/jm00014a003 Chymotrypsinogen A 1
7629790 10.1021/jm00014a003 Cathepsin G 1
7629790 10.1021/jm00014a003 Neutrophil elastase 1
7629790 10.1021/jm00014a003 Unchecked 1

Data from ChEMBL 36 via Core Engine