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Compound Detail

CHEMBL199358

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N#CCNC(=O)C1(NC(=O)c2ccc(-c3csc(N4CCOCC4)n3)cc2)CCCCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL199358
Phase Preclinical
Structure Type MOL
InChI Key TYJLGELUBBAGKK-UHFFFAOYSA-N
7
Targets
14
Activities
2
Assay Types
3
PK Parameters
12
Publications
0
Known Names

Molecular Properties

453.6
MW (Da)
2.72
ALogP
7
HBA
2
HBD
107.3
PSA (Ų)
0.65
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 C23H27N5O3S
MW 453.57
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -1.90

Activity Summary

IC50 10 meas. best 8.64
Ki 4 meas. best 8.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
 IC50 8.64 8.64 2.3 1
Cathepsin K
CHEMBL3349
 Ki 8.64 8.64 2.3 1
Cathepsin K
CHEMBL3349
 IC50 8.02 8.02 9.5 1
Osteoclast
CHEMBL612548
 IC50 7.46 7.425 35.0 2
Cathepsin B
CHEMBL4072
 IC50 5.54 5.46 2900.0 2
Cathepsin B
CHEMBL4072
 Ki 5.51 5.51 3100.0 1
Cathepsin S
CHEMBL4098
 IC50 5.17 5.12 6700.0 2
Cathepsin S
CHEMBL2954
 Ki 4.89 4.89 13000.0 1
Procathepsin L
CHEMBL3837
 IC50 4.62 4.62 24000.0 1
Cathepsin S
CHEMBL2954
 IC50 4.57 4.57 27000.0 1
Procathepsin L
CHEMBL3837
 Ki 4.13 4.13 74000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 1400.0 nM Rattus norvegicus
MRT 0.4667 hr Rattus norvegicus
T1/2 0.4833 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin K IC50 = 2.3 nM 8.64 Inhibitory activity against humanized rabbit cathepsin K 16302795
Cathepsin K Ki = 2.3 nM 8.64 Inhibitory constant against rabbit cathepsin K using Z-Phe-Arg-AMC substrate 16302794
Cathepsin K IC50 = 9.5 nM 8.02 Inhibitory activity against rabbit cathepsin K 16302795
Osteoclast IC50 = 35.0 nM 7.46 In vitro bone resorption in isolated rabbit osteoclasts 16302794
Osteoclast IC50 = 41.0 nM 7.39 Effect of compound on degradation of collagen in osteoclast bone resorption assa... 16302795
Cathepsin B IC50 = 2900.0 nM 5.54 Inhibitory activity against human cathepsin B expressed in HepG2 cells 16302795
Cathepsin B Ki = 3100.0 nM 5.51 Inhibitory constant against human cathepsin B using Boc-Leu-Lys-Arg-AMC substrat... 16302794
Cathepsin B IC50 = 4200.0 nM 5.38 Inhibitory activity against human cathepsin B 16302795
Cathepsin S IC50 = 6700.0 nM 5.17 Inhibitory activity against mouse cathepsin S in mouse splenocytes 16302795
Cathepsin S IC50 = 8500.0 nM 5.07 Inhibitory activity against mouse cathepsin S 16302795
Cathepsin S Ki = 13000.0 nM 4.89 Inhibitory constant against human cathepsin S using Z-Val-Val-Arg-AMC substrate 16302794
Procathepsin L IC50 = 24000.0 nM 4.62 Inhibitory activity against human cathepsin L 16302795
Cathepsin S IC50 = 27000.0 nM 4.57 Inhibitory activity against human cathepsin S 16302795
Procathepsin L Ki = 74000.0 nM 4.13 Inhibitory constant against human cathepsin L using Z-Phe-Arg-AMC substrate 16302794

Literature References

PubMed DOI Target Context # Activities
16302795 10.1021/jm0504961 Cathepsin S 4
16302794 10.1021/jm058198r Rattus norvegicus 3
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 1
16302794 10.1021/jm058198r Cathepsin B 1
16302794 10.1021/jm058198r Procathepsin L 1
16302794 10.1021/jm058198r Cathepsin S 1
16302794 10.1021/jm058198r Osteoclast 1
16302795 10.1021/jm0504961 Osteoclast 1
16302795 10.1021/jm0504961 A20 1

Data from ChEMBL 36 via Core Engine