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Compound Detail

CHEMBL286364

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CC(C)C[C@H](NC(=O)c1cc2ccccc2o1)C(=O)N[C@H]1CCCN(S(=O)(=O)c2ccccn2)CC1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL286364
Phase Preclinical
Structure Type MOL
InChI Key VBPPNJCVXGAZDD-PMACEKPBSA-N
7
Targets
20
Activities
2
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

526.6
MW (Da)
2.51
ALogP
7
HBA
2
HBD
138.7
PSA (Ų)
0.46
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C26H30N4O6S
MW 526.62
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness -1.03

Activity Summary

Ki 15 meas. best 9.8
IC50 5 meas. best 7.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
 Ki 9.8 9.8 0.2 3
Cathepsin L2
CHEMBL3272
 Ki 8.74 8.74 1.8 1
Procathepsin L
CHEMBL3837
 Ki 8.66 8.66 2.2 3
Cathepsin S
CHEMBL2954
 Ki 8.4 8.39 4.0 3
Cathepsin K
CHEMBL3034
 Ki 7.22 7.22 60.0 2
Osteoclast
CHEMBL612548
 IC50 7.2 7.2 63.0 1
Cathepsin K
CHEMBL268
 IC50 7.16 7.14 70.0 3
Cathepsin S
CHEMBL2954
 IC50 7.1 7.1 80.0 1
Cathepsin B
CHEMBL4072
 Ki 6.3 6.3 500.0 3

Pharmacokinetic Data

Parameter Value Units Species
CL 49.2 mL.min-1.kg-1 Rattus norvegicus
CL 49.2 mL.min-1.kg-1 Rattus norvegicus
CL 13.9 mL.min-1.kg-1 Macaca fascicularis
F 42.1 % Rattus norvegicus
F 7.3 % Macaca fascicularis
F 42.1 % Rattus norvegicus
T1/2 0.4967 hr Rattus norvegicus
T1/2 0.4967 hr Rattus norvegicus
T1/2 0.6083 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin K Ki = 0.16 nM 9.8 Inhibition of Human cathepsin K 11311061
Cathepsin K Ki = 0.16 nM 9.8 Apparent inhibitory constant against human cathepsin K 16250645
Cathepsin K Ki = 0.16 nM 9.8 Inhibition of human cathepsin K 16509577
Cathepsin L2 Ki = 1.8 nM 8.74 Inhibition of human cathepsin V 16509577
Procathepsin L Ki = 2.2 nM 8.66 Inhibitory activity against Human cathepsin L 11311061
Procathepsin L Ki = 2.2 nM 8.66 Apparent inhibitory constant against human cathepsin L 16250645
Procathepsin L Ki = 2.2 nM 8.66 Inhibition of human cathepsin L 16509577
Cathepsin S Ki = 4.0 nM 8.4 Inhibitory activity against Human cathepsin S 11311061
Cathepsin S Ki = 4.0 nM 8.4 Inhibition of human cathepsin S 16509577
Cathepsin S Ki = 4.3 nM 8.37 Apparent inhibitory constant against human cathepsin S 16250645
Cathepsin K Ki = 60.0 nM 7.22 Inhibition of rat cathepsin K 16509577
Cathepsin K Ki = 60.0 nM 7.22 Inhibitory activity against Rat cathepsin K 11311061
Osteoclast IC50 = 63.0 nM 7.2 Effect on collagen accumulation in osteoclast bone resorption assay 16509577
Cathepsin K IC50 = 70.0 nM 7.16 in vitro cell based assay for measuring the IC50 values of osteoblast resorption... 11311061
Cathepsin K IC50 = 70.0 nM 7.16 In vitro inhibitory concentration against cathepsin K in cell-based assay of bon... 16250645
Cathepsin S IC50 = 80.0 nM 7.1 In situ inhibitory concentration against cathepsin in human tissue sections cont... 16250645
Cathepsin K IC50 = 80.0 nM 7.1 In vitro IC50 value was measured using in situ cytochem assay. 11311061
Cathepsin B Ki = 500.0 nM 6.3 Inhibitory activity against Human cathepsin B 11311061
Cathepsin B Ki = 500.0 nM 6.3 Apparent inhibitory constant against human cathepsin B 16250645
Cathepsin B Ki = 500.0 nM 6.3 Inhibition of human cathepsin B 16509577

Literature References

PubMed DOI Target Context # Activities
16509577 10.1021/jm050915u Rattus norvegicus 4
11311061 10.1021/jm000481x Cathepsin K 4
16509577 10.1021/jm050915u Cynomolgus monkey 4
11311061 10.1021/jm000481x Rattus norvegicus 3
16509577 10.1021/jm050915u Cathepsin K 2
16250645 10.1021/jm0502079 Cathepsin K 2
16250645 10.1021/jm0502079 Cathepsin S 2
16250645 10.1021/jm0502079 Cathepsin B 1
16509577 10.1021/jm050915u ADMET 1
16509577 10.1021/jm050915u Cathepsin B 1
16509577 10.1021/jm050915u Cathepsin S 1
16509577 10.1021/jm050915u Cathepsin L2 1
16509577 10.1021/jm050915u Procathepsin L 1
16509577 10.1021/jm050915u Plasma 1
16250645 10.1021/jm0502079 Cathepsin (L and K) 1
16250645 10.1021/jm0502079 Procathepsin L 1
11311061 10.1021/jm000481x No relevant target 1
11311061 10.1021/jm000481x ADMET 1
11311061 10.1021/jm000481x Cathepsin B 1
11311061 10.1021/jm000481x Cathepsin S 1

Data from ChEMBL 36 via Core Engine