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Compound Detail

CHEMBL1651359

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CC(C)C[C@H](NC(=O)c1ccc(-c2noc(-c3cccs3)n2)cc1)C(=O)NCC#N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1651359
Phase Preclinical
Structure Type MOL
InChI Key FCAAVWUXVKZIMW-INIZCTEOSA-N
5
Targets
11
Activities
2
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

423.5
MW (Da)
3.25
ALogP
7
HBA
2
HBD
120.9
PSA (Ų)
0.54
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H21N5O3S
MW 423.50
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.82

Activity Summary

EC50 6 meas. best 5.22
Ki 5 meas. best 8.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
 Ki 8.54 8.54 2.9 1
Unchecked
CHEMBL612545
 Ki 8.28 8.16 5.3 2
Cathepsin S
CHEMBL2954
 Ki 6.85 6.85 140.0 1
Procathepsin L
CHEMBL3837
 Ki 6.03 6.03 940.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 5.22 5.1067 6000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin K Ki = 2.9 nM 8.54 Inhibition of human recombinant cathepsin K after 30 mins by spectrophotometric ... 21128614
Unchecked Ki = 5.3 nM 8.28 Competitive inhibition of Trypanosoma brucei rhodesain in presence of varying le... 27890381
Unchecked Ki = 9.2 nM 8.04 Inhibition of Trypanosoma brucei rhodesain using 10 uM of Cbz-Phe-Arg-AMC as sub... 27890381
Cathepsin S Ki = 140.0 nM 6.85 Inhibition of human cathepsin S after 30 mins by spectrophotometric assay 21128614
Procathepsin L Ki = 940.0 nM 6.03 Inhibition of human recombinant cathepsin L after 30 mins by spectrophotometric ... 21128614
NON-PROTEIN TARGET EC50 = 6000.0 nM 5.22 Antitrypanosomal activity against Trypanosoma brucei brucei BS449 measured after... 27890381
NON-PROTEIN TARGET EC50 = 8000.0 nM 5.1 Antitrypanosomal activity against Trypanosoma brucei brucei BS449 measured after... 27890381
NON-PROTEIN TARGET EC50 = 10000.0 nM 5.0 Antitrypanosomal activity against Trypanosoma brucei brucei Trypanosoma brucei b... 27890381

Literature References

PubMed DOI Target Context # Activities
27890381 10.1016/j.bmcl.2016.11.036 NON-PROTEIN TARGET 6
27890381 10.1016/j.bmcl.2016.11.036 Unchecked 5
21128614 10.1021/jm101272p Unchecked 2
27890381 10.1016/j.bmcl.2016.11.036 No relevant target 2
21128614 10.1021/jm101272p Procathepsin L 1
21128614 10.1021/jm101272p Cathepsin S 1
21128614 10.1021/jm101272p Cathepsin K 1
21128614 10.1021/jm101272p Cathepsin B 1
26985300 10.1021/acsmedchemlett.5b00474 Cathepsin B 1

Data from ChEMBL 36 via Core Engine