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Compound Detail

CHEMBL426819

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CN1CCN(c2nc(-c3ccc(C(=O)NC4(C(=O)NCC#N)CCCCC4)cc3)cs2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL426819
Phase Preclinical
Structure Type MOL
InChI Key FIVYCSWOCXEWSE-UHFFFAOYSA-N

Known Names

L-006235-1
8
Targets
21
Activities
2
Assay Types
3
PK Parameters
20
Publications
1
Known Names

Molecular Properties

466.6
MW (Da)
2.63
ALogP
7
HBA
2
HBD
101.4
PSA (Ų)
0.63
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H30N6O2S
MW 466.61
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -1.78

Activity Summary

IC50 16 meas. best 9.6
Ki 5 meas. best 9.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL3349
 Ki 9.7 9.5 0.2 2
Cathepsin K
CHEMBL268
 IC50 9.6 9.41 0.2 2
Cathepsin K
CHEMBL3349
 IC50 9.3 9.3 0.5 1
Osteoclast
CHEMBL612548
 IC50 8.3 8.3 5.0 2
Cathepsin B
CHEMBL4072
 IC50 7.77 6.57 17.0 3
Cathepsin S
CHEMBL4098
 IC50 6.5 5.885 318.0 2
Procathepsin L
CHEMBL3837
 IC50 6.47 5.6933 340.0 3
Cathepsin S
CHEMBL2954
 IC50 6.1 5.215 790.0 2
Cathepsin B
CHEMBL4072
 Ki 6.0 6.0 1000.0 1
Procathepsin L
CHEMBL3837
 Ki 5.22 5.22 6000.0 1
A20
CHEMBL613850
 IC50 5.21 5.21 6200.0 1
Cathepsin S
CHEMBL2954
 Ki 4.33 4.33 47000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 1400.0 nM Rattus norvegicus
F 68.0 % Rattus norvegicus
T1/2 3.4 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin K Ki = 0.2 nM 9.7 Inhibitory constant against rabbit cathepsin K using Z-Phe-Arg-AMC substrate 16302794
Cathepsin K IC50 = 0.25 nM 9.6 Inhibitory activity against humanized rabbit cathepsin K 16302795
Cathepsin K IC50 = 0.5 nM 9.3 Inhibitory activity against rabbit cathepsin K 16302795
Cathepsin K Ki = 0.5 nM 9.3 Inhibitory constant against rabbit cathepsin K using Z-Phe-Arg-AMC substrate 16302794
Cathepsin K IC50 = 0.6 nM 9.22 Inhibitory activity against cathepsin K using humanized rabbit enzyme 16154747
Osteoclast IC50 = 5.0 nM 8.3 In vitro bone resorption in isolated rabbit osteoclasts 16302794
Osteoclast IC50 = 5.0 nM 8.3 Effect of compound on degradation of collagen in osteoclast bone resorption assa... 16302795
Cathepsin B IC50 = 17.0 nM 7.77 Inhibitory activity against human cathepsin B expressed in HepG2 cells 16302795
Cathepsin S IC50 = 318.0 nM 6.5 Inhibitory activity against mouse cathepsin S in mouse splenocytes 16302795
Procathepsin L IC50 = 340.0 nM 6.47 Inhibitory activity against human cathepsin L expressed in HepG2 cells 16302795
Cathepsin S IC50 = 790.0 nM 6.1 Inhibitory activity against human cathepsin S expressed in ramos cells 16302795
Cathepsin B Ki = 1000.0 nM 6.0 Inhibitory constant against human cathepsin B using Boc-Leu-Lys-Arg-AMC substrat... 16302794
Cathepsin B IC50 = 1050.0 nM 5.98 Inhibitory activity against cathepsin B from human 16154747
Cathepsin B IC50 = 1100.0 nM 5.96 Inhibitory activity against human cathepsin B 16302795
Procathepsin L IC50 = 3903.0 nM 5.41 Inhibitory activity against cathepsin L from human 16154747
Cathepsin S IC50 = 5400.0 nM 5.27 Inhibitory activity against mouse cathepsin S 16302795
Procathepsin L Ki = 6000.0 nM 5.22 Inhibitory constant against human cathepsin L using Z-Phe-Arg-AMC substrate 16302794
A20 IC50 = 6200.0 nM 5.21 Effect of compound on antigen presentation in mouse A20 cells transfected with P... 16302795
Procathepsin L IC50 = 6300.0 nM 5.2 Inhibitory activity against human cathepsin L 16302795
Cathepsin S IC50 = 47000.0 nM 4.33 Inhibitory activity against human cathepsin S 16302795

Literature References

PubMed DOI Target Context # Activities
16302795 10.1021/jm0504961 Cathepsin S 4
16302794 10.1021/jm058198r Rattus norvegicus 3
- 10.6019/CHEMBL5724709 U2OS 2
- 10.6019/CHEMBL5724709 HEK-293T 2
- 10.6019/CHEMBL5724709 Fibroblast 2
16302795 10.1021/jm0504961 Rattus norvegicus 2
16302795 10.1021/jm0504961 Cathepsin K 2
16302795 10.1021/jm0504961 Cathepsin B 2
16302795 10.1021/jm0504961 Procathepsin L 2
16302794 10.1021/jm058198r Cathepsin K 2
16302795 10.1021/jm0504961 No relevant target 2
16302794 10.1021/jm058198r Cathepsin B 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
16302795 10.1021/jm0504961 Osteoclast 1
16302794 10.1021/jm058198r Osteoclast 1
16302794 10.1021/jm058198r Cathepsin S 1
16302794 10.1021/jm058198r Procathepsin L 1
16154747 10.1016/j.bmcl.2005.07.071 Cathepsin K 1
16154747 10.1016/j.bmcl.2005.07.071 Cathepsin S 1
16154747 10.1016/j.bmcl.2005.07.071 Procathepsin L 1

Data from ChEMBL 36 via Core Engine