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Compound Detail

CHEMBL200161

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CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)NCC#N

Basic Information

ChEMBL ID CHEMBL200161
Phase Preclinical
Structure Type MOL
InChI Key UFXQLUZNMRVTPU-AWEZNQCLSA-N
7
Targets
9
Activities
1
Assay Types
4
PK Parameters
11
Publications
0
Known Names

Molecular Properties

303.4
MW (Da)
1.97
ALogP
4
HBA
2
HBD
91.2
PSA (Ų)
0.75
QED
0
Ro5 Violations
7
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 -0.78

Activity Summary

Ki 9 meas. best 7.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
Ki 7.46 7.46 35.0 1
Cathepsin K
CHEMBL3349
Ki 7.46 7.46 34.7 1
Cathepsin S
CHEMBL2954
Ki 6.89 6.865 130.0 2
Procathepsin L
CHEMBL2113
Ki 6.12 6.12 750.0 1
Procathepsin L
CHEMBL3837
Ki 5.55 5.55 2790.0 1
Papain
CHEMBL4779
Ki 5.51 5.51 3100.0 1
Cathepsin B
CHEMBL4072
Ki 4.5 4.5 32000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 243.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 5.4 nM Rattus norvegicus
F 5.2 % Rattus norvegicus
T1/2 0.2 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16480867 10.1016/j.bmcl.2006.01.104 Rattus norvegicus 5
22394492 10.1021/jm201634q MDCK 3
16302809 10.1021/jm050686b Papain 1
16302809 10.1021/jm050686b Procathepsin L 1
16302809 10.1021/jm050686b Cathepsin S 1
16302809 10.1021/jm050686b Cathepsin K 1
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
26985300 10.1021/acsmedchemlett.5b00474 Cathepsin B 1

Data from ChEMBL 36 via Core Engine