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Compound Detail

CHEMBL523352

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CS(=O)(=O)c1ccc(-c2cn(CC(F)(F)F)nc2[C@@H]2CCC(Cl)(Cl)C[C@H]2C(=O)NC2(C#N)CC2)cc1

Basic Information

ChEMBL ID CHEMBL523352
Phase Preclinical
Structure Type MOL
InChI Key DSHIORGRZXPVSN-IAGOWNOFSA-N
4
Targets
6
Activities
1
Assay Types
12
PK Parameters
15
Publications
0
Known Names

Molecular Properties

563.4
MW (Da)
4.75
ALogP
6
HBA
1
HBD
104.8
PSA (Ų)
0.51
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H23Cl2F3N4O3S
MW 563.43
Aromatic Rings 2
Heavy Atoms 36
NP-Likeness -0.95

Activity Summary

IC50 6 meas. best 9.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
IC50 9.21 8.975 0.6 2
Unchecked
CHEMBL612545
IC50 9.21 9.21 0.6 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 8.7 8.0 2.0 2
Cathepsin K
CHEMBL3349
IC50 8.21 8.21 6.1 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2366.41 ng.hr.mL-1 Macaca mulatta
CL 7.8 mL.min-1.kg-1 Rattus norvegicus
CL 1.4 mL.min-1.kg-1 Canis lupus familiaris
CL 5.0 mL.min-1.kg-1 Macaca mulatta
Cmax 400.0 nM Macaca mulatta
F 105.0 % Rattus norvegicus
F 60.0 % Canis lupus familiaris
F 104.0 % Macaca mulatta
T1/2 4.4 hr Rattus norvegicus
T1/2 34.0 hr Canis lupus familiaris
T1/2 13.0 hr Macaca mulatta
Tmax 4.0 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18811135 10.1021/jm800610j Unchecked 11
18811135 10.1021/jm800610j Rhesus monkey 11
18811135 10.1021/jm800610j Rattus norvegicus 6
20218623 10.1021/jm9018756 Unchecked 6
18811135 10.1021/jm800610j Canis familiaris 4
18811135 10.1021/jm800610j ADMET 3
18811135 10.1021/jm800610j NON-PROTEIN TARGET 2
18811135 10.1021/jm800610j Cathepsin K 1
20218623 10.1021/jm9018756 Cathepsin K 1
35944849 10.1016/j.bmcl.2022.128927 Cathepsin K 1
35944849 10.1016/j.bmcl.2022.128927 Cathepsin (L and K) 1
35944849 10.1016/j.bmcl.2022.128927 Cathepsin (B and K) 1
35944849 10.1016/j.bmcl.2022.128927 Cathepsin (S and K) 1
35944849 10.1016/j.bmcl.2022.128927 Unchecked 1
35944849 10.1016/j.bmcl.2022.128927 Cathepsin (V and K) 1

Data from ChEMBL 36 via Core Engine