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Compound Detail

CHEMBL450061

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CC(C)CNc1nc(C#N)nc(N2CCOCC2)c1N

Basic Information

ChEMBL ID CHEMBL450061
Phase Preclinical
Structure Type MOL
InChI Key LADNPCFYVROVIW-UHFFFAOYSA-N
3
Targets
4
Activities
1
Assay Types
6
PK Parameters
17
Publications
0
Known Names

Molecular Properties

276.3
MW (Da)
0.83
ALogP
7
HBA
2
HBD
100.1
PSA (Ų)
0.84
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H20N6O
MW 276.34
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness -1.37

Activity Summary

IC50 4 meas. best 7.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
IC50 7.75 7.75 18.0 2
Cathepsin S
CHEMBL2954
IC50 6.25 6.25 560.0 1
Procathepsin L
CHEMBL3837
IC50 5.7 5.7 2000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 2.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 11.0 mL.min-1.g-1 Homo sapiens
CL 13.0 mL.min-1.kg-1 Rattus norvegicus
F 70.0 % Rattus norvegicus
T1/2 5.1 hr Rattus norvegicus
T1/2 45.0 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin K IC50 = 18.0 nM 7.75 Inhibition of cathepsin K 19231183
Cathepsin K IC50 = 18.0 nM 7.75 Inhibition of cathepsin K 20218623
Cathepsin S IC50 = 560.0 nM 6.25 Inhibition of cathepsin S 19231183
Procathepsin L IC50 = 2000.0 nM 5.7 Inhibition of cathepsin L 19231183

Literature References

PubMed DOI Target Context # Activities
19231183 10.1016/j.bmcl.2009.01.110 Rattus norvegicus 4
20218623 10.1021/jm9018756 Unchecked 3
- 10.6019/CHEMBL3301361 No relevant target 2
19231183 10.1016/j.bmcl.2009.01.110 ADMET 2
19231183 10.1016/j.bmcl.2009.01.110 No relevant target 2
19231183 10.1016/j.bmcl.2009.01.110 Cytochrome P450 2C19 1
20218623 10.1021/jm9018756 Cathepsin K 1
19231183 10.1016/j.bmcl.2009.01.110 Hepatocyte 1
19231183 10.1016/j.bmcl.2009.01.110 Cytochrome P450 3A4 1
19231183 10.1016/j.bmcl.2009.01.110 Cytochrome P450 2D6 1
19231183 10.1016/j.bmcl.2009.01.110 Cathepsin K 1
19231183 10.1016/j.bmcl.2009.01.110 Cytochrome P450 2C9 1
19231183 10.1016/j.bmcl.2009.01.110 Cytochrome P450 1A2 1
19231183 10.1016/j.bmcl.2009.01.110 Voltage-gated inwardly rectifying potassium channel KCNH2 1
19231183 10.1016/j.bmcl.2009.01.110 Cathepsin B 1
19231183 10.1016/j.bmcl.2009.01.110 Procathepsin L 1
19231183 10.1016/j.bmcl.2009.01.110 Cathepsin S 1

Data from ChEMBL 36 via Core Engine