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Compound Detail

CHEMBL399063

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CC(C)CS(=O)(=O)C[C@H](N[C@@H](c1ccc(F)cc1)C(F)(F)F)C(=O)NC1(C#N)CC1

Basic Information

ChEMBL ID CHEMBL399063
Phase Preclinical
Structure Type MOL
InChI Key SLSHNBKPDGBYGO-HOTGVXAUSA-N
4
Targets
4
Activities
1
Assay Types
3
PK Parameters
5
Publications
0
Known Names

Molecular Properties

449.5
MW (Da)
2.63
ALogP
5
HBA
2
HBD
99.1
PSA (Ų)
0.57
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 C19H23F4N3O3S
MW 449.47
Aromatic Rings 1
Heavy Atoms 30
NP-Likeness -1.13

Activity Summary

IC50 4 meas. best 9.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin S
CHEMBL2954
IC50 9.4 9.4 0.4 1
Procathepsin L
CHEMBL3837
IC50 6.88 6.88 132.0 1
Cathepsin B
CHEMBL4072
IC50 6.47 6.47 337.0 1
Cathepsin K
CHEMBL268
IC50 5.51 5.51 3058.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 140.0 nM Rattus norvegicus
F 5.0 % Rattus norvegicus
T1/2 1.6 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin S IC50 = 0.4 nM 9.4 Inhibition of human cathepsin S 17590332
Procathepsin L IC50 = 132.0 nM 6.88 Inhibition of human cathepsin L 17590332
Cathepsin B IC50 = 337.0 nM 6.47 Inhibition of human cathepsin B 17590332
Cathepsin K IC50 = 3058.0 nM 5.51 Inhibition of human cathepsin K 17590332

Literature References

PubMed DOI Target Context # Activities
17590332 10.1016/j.bmcl.2007.06.023 Rattus norvegicus 3
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin S 1
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin K 1
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin B 1
17590332 10.1016/j.bmcl.2007.06.023 Procathepsin L 1

Data from ChEMBL 36 via Core Engine