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Compound Detail

CHEMBL195454

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CC(C)C[C@H](N[C@@H](c1ccc(-c2ccc(N3CCNCC3)cc2)cc1)C(F)(F)F)C(=O)NCC#N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL195454
Phase Preclinical
Structure Type MOL
InChI Key RSIVRPBUNKODPD-ZEQRLZLVSA-N
6
Targets
13
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

487.6
MW (Da)
4.01
ALogP
5
HBA
3
HBD
80.2
PSA (Ų)
0.47
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 C26H32F3N5O
MW 487.57
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -0.96

Activity Summary

IC50 13 meas. best 8.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cruzipain
CHEMBL3563
 IC50 8.74 8.74 1.8 2
Cathepsin S
CHEMBL2954
 IC50 8.15 6.95 7.0 3
Cathepsin K
CHEMBL3349
 IC50 7.92 7.92 12.0 1
Osteoclast
CHEMBL612548
 IC50 7.92 7.92 12.0 1
Procathepsin L
CHEMBL3837
 IC50 7.8 7.4867 16.0 3
Cathepsin B
CHEMBL4072
 IC50 7.09 6.33 82.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cruzipain IC50 = 1.8 nM 8.74 Inhibition of Trypanosoma cruzi Cruzipain 21041084
Cruzipain IC50 = 1.8 nM 8.74 Inhibition of recombinant Trypanosoma cruzi Cruzipain (104 to 212 residues) expr... 34419821
Cathepsin S IC50 = 7.0 nM 8.15 Potency against Cathepsin S in Ramos cells by whole cell enzyme occupancy assay 16413777
Osteoclast IC50 = 12.0 nM 7.92 Activity in rabbit osteoclasts by bone resorption assay 16413777
Cathepsin K IC50 = 12.0 nM 7.92 Potency against Cathepsin K in rabbit osteoclasts by bone resorption assay 16413777
Procathepsin L IC50 = 16.0 nM 7.8 Potency against Cathepsin L in HepG2 cells by whole cell enzyme occupancy assay 16413777
Procathepsin L IC50 = 47.0 nM 7.33 Inhibitory activity against cathepsin L from human 16154747
Procathepsin L IC50 = 47.0 nM 7.33 Inhibition of Cathepsin L 16413777
Cathepsin B IC50 = 82.0 nM 7.09 Potency against Cathepsin B in HepG2 cells by whole cell enzyme occupancy assay 16413777
Cathepsin S IC50 = 451.0 nM 6.35 Inhibitory activity against cathepsin S from human 16154747
Cathepsin S IC50 = 451.0 nM 6.35 Inhibition of Cathepsin S 16413777
Cathepsin B IC50 = 1111.0 nM 5.95 Inhibitory activity against cathepsin B from human 16154747
Cathepsin B IC50 = 1111.0 nM 5.95 Inhibition of Cathepsin B 16413777

Literature References

PubMed DOI Target Context # Activities
16413777 10.1016/j.bmcl.2005.12.071 Cathepsin B 2
16413777 10.1016/j.bmcl.2005.12.071 Procathepsin L 2
16413777 10.1016/j.bmcl.2005.12.071 Cathepsin S 2
16413777 10.1016/j.bmcl.2005.12.071 Cathepsin K 2
16154747 10.1016/j.bmcl.2005.07.071 Cathepsin K 1
16154747 10.1016/j.bmcl.2005.07.071 Cathepsin B 1
16154747 10.1016/j.bmcl.2005.07.071 Procathepsin L 1
16154747 10.1016/j.bmcl.2005.07.071 Cathepsin S 1
16413777 10.1016/j.bmcl.2005.12.071 Osteoclast 1
18570365 10.1021/jm800219f Cathepsin K 1
21041084 10.1016/j.bmcl.2010.10.015 Mus musculus 1
21041084 10.1016/j.bmcl.2010.10.015 Trypanosoma cruzi 1
21041084 10.1016/j.bmcl.2010.10.015 Cruzipain 1
34419821 10.1016/j.bmc.2021.116365 Cruzipain 1

Data from ChEMBL 36 via Core Engine