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Compound Detail

CHEMBL389898

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CC(C)[C@H](NS(=O)(=O)c1ccc(-c2ccc(N3CCCC3)cc2)cc1)P(=O)(O)O

Basic Information

ChEMBL ID CHEMBL389898
Phase Preclinical
Structure Type MOL
InChI Key HTKNWYDCBWYORK-HXUWFJFHSA-N
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

438.5
MW (Da)
3.39
ALogP
4
HBA
3
HBD
106.9
PSA (Ų)
0.57
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 C20H27N2O5PS
MW 438.49
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.93

Activity Summary

IC50 2 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neutrophil collagenase
CHEMBL4588
IC50 8.7 8.7 2.0 1
Stromelysin-1
CHEMBL283
IC50 8.3 8.3 5.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neutrophil collagenase IC50 = 2.0 nM 8.7 Inhibition of MMP8 17088065
Stromelysin-1 IC50 = 5.0 nM 8.3 Inhibition of MMP3 17088065

Literature References

PubMed DOI Target Context # Activities
17088065 10.1016/j.bmc.2006.10.047 Interstitial collagenase 1
17088065 10.1016/j.bmc.2006.10.047 72 kDa type IV collagenase 1
17088065 10.1016/j.bmc.2006.10.047 Stromelysin-1 1
17088065 10.1016/j.bmc.2006.10.047 Matrilysin 1
17088065 10.1016/j.bmc.2006.10.047 Neutrophil collagenase 1
17088065 10.1016/j.bmc.2006.10.047 Matrix metalloproteinase-9 1
17088065 10.1016/j.bmc.2006.10.047 Collagenase 3 1
17088065 10.1016/j.bmc.2006.10.047 Matrix metalloproteinase-14 1

Data from ChEMBL 36 via Core Engine