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Compound Detail

CHEMBL222649

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CC(C)C[C@@H](NC(=O)N1CCOCC1)C(=O)N[C@@H](/C=C/S(=O)(=O)c1ccccc1)CCc1ccccc1

Basic Information

ChEMBL ID CHEMBL222649
Phase Preclinical
Structure Type MOL
InChI Key YUMYYTORLYHUFW-ZUDLOMHPSA-N
17
Targets
25
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

527.7
MW (Da)
3.55
ALogP
5
HBA
2
HBD
104.8
PSA (Ų)
0.47
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C28H37N3O5S
MW 527.69
Aromatic Rings 2
Heavy Atoms 37
NP-Likeness -0.61

Activity Summary

IC50 25 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin S
CHEMBL4098
IC50 9.3 9.3 0.5 1
Cathepsin S
CHEMBL2954
IC50 9.0 8.88 1.0 3
Unchecked
CHEMBL612545
IC50 8.92 8.92 1.2 1
Cathepsin S
CHEMBL1075217
IC50 8.77 8.77 1.7 1
Cathepsin L
CHEMBL4295862
IC50 8.7 8.7 2.0 1
Procathepsin L
CHEMBL3837
IC50 8.52 8.3033 3.0 3
Cathepsin B
CHEMBL4072
IC50 8.52 6.58 3.0 3
Cathepsin K
CHEMBL268
IC50 8.4 8.305 4.0 2
Procathepsin L
CHEMBL2305
IC50 8.39 8.39 4.1 1
Procathepsin L
CHEMBL5291
IC50 8.15 8.15 7.1 1
Cathepsin K
CHEMBL1075277
IC50 6.41 6.41 388.0 1
Cathepsin B
CHEMBL2602
IC50 6.13 6.13 735.0 1
Cathepsin B
CHEMBL5187
IC50 5.89 5.89 1277.0 1
Toxoplasma gondii
CHEMBL612888
IC50 5.0 4.8 10000.0 2
Myeloblastin
CHEMBL5384
IC50 4.67 4.67 21200.0 1
Neutrophil elastase
CHEMBL5156
IC50 4.59 4.59 25500.0 1
Cathepsin G
CHEMBL5622
IC50 4.4 4.4 39800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin S IC50 = 0.5 nM 9.3 Inhibition of mouse recombinant cathepsin S 17590332
Cathepsin S IC50 = 1.0 nM 9.0 Inhibition of human recombinant cathepsin S after 10 mins 17535802
Cathepsin S IC50 = 1.2 nM 8.92 Inhibition of human cathepsin S 17590332
Unchecked IC50 = 1.2 nM 8.92 Inhibition of antigen presentation in mouse B cells 17590332
Cathepsin S IC50 = 1.7 nM 8.77 Inhibition of rat spleen cathepsin S 17590332
Cathepsin S IC50 = 1.9 nM 8.72 Inhibition of human cathepsin-S 23639544
Cathepsin L IC50 = 2.0 nM 8.7 Inhibition of Toxoplasma gondii cathepsin L using Z-L-R-AMC as substrate preincu... 29650289
Cathepsin B IC50 = 3.0 nM 8.52 Inhibition of human cathepsin-B 23639544
Procathepsin L IC50 = 3.0 nM 8.52 Inhibition of human cathepsin L using Z-L-R-AMC as substrate preincubated for 5 ... 29650289
Cathepsin K IC50 = 4.0 nM 8.4 Inhibition of human cathepsin-K 23639544
Procathepsin L IC50 = 4.1 nM 8.39 Inhibition of rat liver lysosomal cathepsin L 17590332
Procathepsin L IC50 = 5.7 nM 8.24 Inhibition of human cathepsin L 17590332
Cathepsin K IC50 = 6.2 nM 8.21 Inhibition of human cathepsin K 17590332
Procathepsin L IC50 = 7.1 nM 8.15 Inhibition of mouse recombinant cathepsin L 17590332
Procathepsin L IC50 = 7.0 nM 8.15 Inhibition of human recombinant cathepsin L after 10 mins 17535802
Cathepsin K IC50 = 388.0 nM 6.41 Inhibition of mouse recombinant cathepsin K 17590332
Cathepsin B IC50 = 735.0 nM 6.13 Inhibition of rat liver lysosomal cathepsin B 17590332
Cathepsin B IC50 = 1277.0 nM 5.89 Inhibition of mouse recombinant cathepsin B 17590332
Cathepsin B IC50 = 1360.0 nM 5.87 Inhibition of human recombinant cathepsin B after 10 mins 17535802
Cathepsin B IC50 = 4504.0 nM 5.35 Inhibition of human cathepsin B 17590332

Literature References

Data from ChEMBL 36 via Core Engine