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Compound Detail

CHEMBL200301

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N#CCNC(=O)C1(NC(=O)c2ccc(N3CCOCC3)cc2)CCCCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL200301
Phase Preclinical
Structure Type MOL
InChI Key VPDSKJMUTGIXQJ-UHFFFAOYSA-N
7
Targets
14
Activities
2
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

370.4
MW (Da)
1.60
ALogP
5
HBA
2
HBD
94.5
PSA (Ų)
0.77
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H26N4O3
MW 370.45
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness -1.61

Activity Summary

IC50 10 meas. best 7.72
Ki 4 meas. best 7.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
 IC50 7.72 7.72 19.0 1
Cathepsin K
CHEMBL3349
 Ki 7.72 7.72 19.0 1
Cathepsin K
CHEMBL3349
 IC50 7.14 7.14 72.0 1
Osteoclast
CHEMBL612548
 IC50 6.24 6.24 580.0 1
Cathepsin B
CHEMBL4072
 IC50 5.36 5.085 4400.0 2
Cathepsin S
CHEMBL4098
 IC50 5.35 5.21 4500.0 2
Cathepsin S
CHEMBL2954
 IC50 5.32 4.8 4800.0 2
Cathepsin B
CHEMBL4072
 Ki 5.07 5.07 8600.0 1
Procathepsin L
CHEMBL3837
 IC50 4.5 4.5 32000.0 1
Cathepsin S
CHEMBL2954
 Ki 4.38 4.38 42000.0 1
Procathepsin L
CHEMBL3837
 Ki 4.3 4.3 50000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin K IC50 = 19.0 nM 7.72 Inhibitory activity against humanized rabbit cathepsin K 16302795
Cathepsin K Ki = 19.0 nM 7.72 Inhibitory constant against rabbit cathepsin K using Z-Phe-Arg-AMC substrate 16302794
Cathepsin K IC50 = 72.0 nM 7.14 Inhibitory activity against rabbit cathepsin K 16302795
Osteoclast IC50 = 580.0 nM 6.24 Effect of compound on degradation of collagen in osteoclast bone resorption assa... 16302795
Cathepsin B IC50 = 4400.0 nM 5.36 Inhibitory activity against human cathepsin B expressed in HepG2 cells 16302795
Cathepsin S IC50 = 4500.0 nM 5.35 Inhibitory activity against mouse cathepsin S 16302795
Cathepsin S IC50 = 4800.0 nM 5.32 Inhibitory activity against human cathepsin S expressed in ramos cells 16302795
Cathepsin S IC50 = 8500.0 nM 5.07 Inhibitory activity against mouse cathepsin S in mouse splenocytes 16302795
Cathepsin B Ki = 8600.0 nM 5.07 Inhibitory constant against human cathepsin B using Boc-Leu-Lys-Arg-AMC substrat... 16302794
Cathepsin B IC50 = 15400.0 nM 4.81 Inhibitory activity against human cathepsin B 16302795
Procathepsin L IC50 = 32000.0 nM 4.5 Inhibitory activity against human cathepsin L 16302795
Cathepsin S Ki = 42000.0 nM 4.38 Inhibitory constant against human cathepsin S using Z-Val-Val-Arg-AMC substrate 16302794
Procathepsin L Ki = 50000.0 nM 4.3 Inhibitory constant against human cathepsin L using Z-Phe-Arg-AMC substrate 16302794
Cathepsin S IC50 = 52000.0 nM 4.28 Inhibitory activity against human cathepsin S 16302795

Literature References

PubMed DOI Target Context # Activities
16302795 10.1021/jm0504961 Cathepsin S 4
16302795 10.1021/jm0504961 Cathepsin K 2
16302795 10.1021/jm0504961 Cathepsin B 2
16302795 10.1021/jm0504961 Procathepsin L 2
16302795 10.1021/jm0504961 Rattus norvegicus 2
16302794 10.1021/jm058198r Cathepsin K 1
16302794 10.1021/jm058198r Cathepsin B 1
16302794 10.1021/jm058198r Procathepsin L 1
16302794 10.1021/jm058198r Cathepsin S 1
16302795 10.1021/jm0504961 No relevant target 1
16302795 10.1021/jm0504961 Osteoclast 1
16302795 10.1021/jm0504961 A20 1

Data from ChEMBL 36 via Core Engine