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Compound Detail

CHEMBL251117

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N#CC1(NC(=O)[C@H](CS(=O)(=O)c2ccc(Cl)c(Cl)c2)N[C@@H](c2ccc(F)cc2)C(F)(F)F)CC1

Basic Information

ChEMBL ID CHEMBL251117
Phase Preclinical
Structure Type MOL
InChI Key HRRZJMMKIKNUDN-ROUUACIJSA-N
4
Targets
4
Activities
1
Assay Types
3
PK Parameters
5
Publications
0
Known Names

Molecular Properties

538.4
MW (Da)
4.34
ALogP
5
HBA
2
HBD
99.1
PSA (Ų)
0.49
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 C21H17Cl2F4N3O3S
MW 538.35
Aromatic Rings 2
Heavy Atoms 34
NP-Likeness -1.55

Activity Summary

IC50 4 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
Procathepsin L
CHEMBL3837
IC50 7.39 7.39 41.0 1
Cathepsin K
CHEMBL268
IC50 6.16 6.16 691.0 1
Cathepsin B
CHEMBL4072
IC50 5.32 5.32 4813.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 250.0 nM Rattus norvegicus
F 35.0 % Rattus norvegicus
t1/2 1.2 uM Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin S IC50 = 0.2 nM 9.7 Inhibition of human cathepsin S 17590332
Procathepsin L IC50 = 41.0 nM 7.39 Inhibition of human cathepsin L 17590332
Cathepsin K IC50 = 691.0 nM 6.16 Inhibition of human cathepsin K 17590332
Cathepsin B IC50 = 4813.0 nM 5.32 Inhibition of human cathepsin B 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