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Compound Detail

CHEMBL200374

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CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)NCC#N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL200374
Phase Preclinical
Structure Type MOL
InChI Key OYGWLRRBJCSNDB-ZDUSSCGKSA-N
8
Targets
10
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

303.4
MW (Da)
1.76
ALogP
4
HBA
2
HBD
91.2
PSA (Ų)
0.81
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 C16H21N3O3
MW 303.36
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness -0.93

Activity Summary

Ki 10 meas. best 7.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 7.26 6.53 55.0 2
Papain
CHEMBL4779
 Ki 6.58 6.58 260.0 1
Procathepsin L
CHEMBL2113
 Ki 6.28 6.28 520.0 1
Cathepsin S
CHEMBL2954
 Ki 6.21 6.21 620.0 1
Procathepsin L
CHEMBL3837
 Ki 6.16 6.03 700.0 2
Cruzipain
CHEMBL3563
 Ki 5.6 5.6 2511.9 1
Cathepsin K
CHEMBL268
 Ki 5.39 5.39 4100.0 1
Cathepsin B
CHEMBL4072
 Ki 4.43 4.43 37000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 55.0 nM 7.26 Inhibition of Trypanosoma brucei rhodesain using Cbz-Phe-Arg-AMC as substrate by... 27890381
Papain Ki = 260.0 nM 6.58 Inhibitory activity against papain using Z-Phe-Arg-NHNp substrate 16302809
Procathepsin L Ki = 520.0 nM 6.28 Inhibitory activity against bovine cathepsin L using Z-Phe-Arg-NHMec substrate 16302809
Cathepsin S Ki = 620.0 nM 6.21 Inhibitory activity against human cathepsin S using Z-Val-Val-Arg-NHMec substrat... 16302809
Procathepsin L Ki = 700.0 nM 6.16 Inhibitory activity against human cathepsin L using Z-Phe-Arg-NHMec substrate 16302809
Procathepsin L Ki = 1258.93 nM 5.9 Inhibition of human cathepsin L using Z-Phe-Arg-7-amido-4-methylcoumarin as subs... 33038787
Unchecked Ki = 1584.89 nM 5.8 Inhibition of Leishmania mexicana CPB delta CTE mutant using Z-Phe-Arg-7-amido-4... 33038787
Cruzipain Ki = 2511.89 nM 5.6 Inhibition of recombinant Trypanosoma cruzi cruzain using Z-Phe-Arg-7-amido-4-me... 33038787
Cathepsin K Ki = 4100.0 nM 5.39 Inhibitory activity against human cathepsin K using Z-Leu-Arg-NHMec substrate 16302809
Cathepsin B Ki = 37000.0 nM 4.43 Inhibition of human liver cathepsin B using Cbz-Arg-Arg-pNA as substrate at pH 6... 26985300

Literature References

PubMed DOI Target Context # Activities
16302809 10.1021/jm050686b Procathepsin L 2
27890381 10.1016/j.bmcl.2016.11.036 Unchecked 2
16302809 10.1021/jm050686b Papain 1
16302809 10.1021/jm050686b Cathepsin S 1
16302809 10.1021/jm050686b Cathepsin K 1
26985300 10.1021/acsmedchemlett.5b00474 Cathepsin B 1
33038787 10.1016/j.bmc.2020.115743 Unchecked 1
33038787 10.1016/j.bmc.2020.115743 Procathepsin L 1
33038787 10.1016/j.bmc.2020.115743 Cruzipain 1

Data from ChEMBL 36 via Core Engine