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Compound Detail

CHEMBL2171986

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COc1ccc(N2CCN(C(=O)[C@@H]3CCCC[C@H]3C(=O)NCC#N)CC2)cc1

Basic Information

ChEMBL ID CHEMBL2171986
Phase Preclinical
Structure Type MOL
InChI Key SPWKCUOJASZCNG-RTBURBONSA-N
3
Targets
3
Activities
1
Assay Types
1
PK Parameters
8
Publications
0
Known Names

Molecular Properties

384.5
MW (Da)
1.79
ALogP
5
HBA
1
HBD
85.7
PSA (Ų)
0.78
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 C21H28N4O3
MW 384.48
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness -1.35

Activity Summary

IC50 3 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
IC50 8.22 8.22 6.0 1
Cathepsin B
CHEMBL4072
IC50 6.4 6.4 399.0 1
Cathepsin S
CHEMBL2954
IC50 5.98 5.98 1050.0 1

Pharmacokinetic Data

Parameter Value Units Species
Fu 0.5 - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22984809 10.1021/jm301119s Liver microsomes 2
22984809 10.1021/jm301119s No relevant target 2
- 10.6019/CHEMBL3301361 No relevant target 2
22984809 10.1021/jm301119s Plasma 1
22984809 10.1021/jm301119s Cathepsin B 1
22984809 10.1021/jm301119s Cathepsin S 1
22984809 10.1021/jm301119s Procathepsin L 1
22984809 10.1021/jm301119s Cathepsin K 1

Data from ChEMBL 36 via Core Engine