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Compound Detail

CHEMBL443319

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N#CC1(NC(=O)[C@H](CS(=O)(=O)c2ccc(Cl)c(Cl)c2)N[C@@H](c2ccccc2)C(F)(F)F)CC1

Basic Information

ChEMBL ID CHEMBL443319
Phase Preclinical
Structure Type MOL
InChI Key BXOVKTMPLLKCSP-ROUUACIJSA-N
10
Targets
10
Activities
1
Assay Types
6
PK Parameters
5
Publications
0
Known Names

Molecular Properties

520.4
MW (Da)
4.20
ALogP
5
HBA
2
HBD
99.1
PSA (Ų)
0.54
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H18Cl2F3N3O3S
MW 520.36
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -1.43

Activity Summary

IC50 10 meas. best 9.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin S
CHEMBL2954
IC50 9.7 9.7 0.2 1
Cathepsin S
CHEMBL1075217
IC50 7.82 7.82 15.0 1
Procathepsin L
CHEMBL3837
IC50 7.62 7.62 24.0 1
Procathepsin L
CHEMBL2305
IC50 7.32 7.32 48.0 1
Procathepsin L
CHEMBL5291
IC50 7.23 7.23 59.0 1
Cathepsin K
CHEMBL268
IC50 6.5 6.5 314.0 1
Cathepsin K
CHEMBL1075277
IC50 5.83 5.83 1464.0 1
Cathepsin B
CHEMBL5187
IC50 5.52 5.52 3018.0 1
Cathepsin B
CHEMBL2602
IC50 5.25 5.25 5694.0 1
Cathepsin B
CHEMBL4072
IC50 5.07 5.07 8507.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 88.0 nM Rattus norvegicus
Cmax 660.0 nM Rattus norvegicus
F 9.0 % Rattus norvegicus
F 30.0 % Rattus norvegicus
T1/2 1.7 hr Rattus norvegicus
t1/2 1.7 uM Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
17590332 10.1016/j.bmcl.2007.06.023 Rattus norvegicus 6
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin S 3
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin B 3
17590332 10.1016/j.bmcl.2007.06.023 Procathepsin L 3
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin K 2

Data from ChEMBL 36 via Core Engine