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Compound Detail

CHEMBL2163589

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N#CC1(NC(=O)[C@@H]2CCCC[C@H]2C(=O)N2CCc3[nH]c4c(OC(F)(F)F)cccc4c3C2)CC1

Basic Information

ChEMBL ID CHEMBL2163589
Phase Preclinical
Structure Type MOL
InChI Key VGFYFZDIJPOBAY-HZPDHXFCSA-N
1
Targets
1
Activities
1
Assay Types
2
PK Parameters
7
Publications
0
Known Names

Molecular Properties

474.5
MW (Da)
3.93
ALogP
4
HBA
2
HBD
98.2
PSA (Ų)
0.70
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H25F3N4O3
MW 474.48
Aromatic Rings 2
Heavy Atoms 34
NP-Likeness -1.18

Activity Summary

IC50 1 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
IC50 8.7 8.7 2.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 53.0 mL.min-1.g-1 Rattus norvegicus
CL 19.0 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin K IC50 = 2.0 nM 8.7 Inhibition of human recombinant CatK assessed as suppression of enzyme-mediated ... 22742641

Literature References

PubMed DOI Target Context # Activities
22742641 10.1021/jm3007257 Liver microsomes 2
22742641 10.1021/jm3007257 No relevant target 2
- 10.6019/CHEMBL3301361 No relevant target 2
22742641 10.1021/jm3007257 Cathepsin B 1
22742641 10.1021/jm3007257 Cathepsin S 1
22742641 10.1021/jm3007257 Procathepsin L 1
22742641 10.1021/jm3007257 Cathepsin K 1

Data from ChEMBL 36 via Core Engine