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Compound Detail

CHEMBL523956

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CC1(CN[C@H](C(=O)NO)[C@@H](Cc2cccc(O)c2)C(=O)N[C@H]2c3ccccc3C[C@H]2O)CC1

Basic Information

ChEMBL ID CHEMBL523956
Phase Preclinical
Structure Type MOL
InChI Key YGNQFXKRHBOPDC-CZYKHXBRSA-N
2
Targets
2
Activities
2
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

453.5
MW (Da)
1.59
ALogP
6
HBA
6
HBD
130.9
PSA (Ų)
0.25
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H31N3O5
MW 453.54
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness 0.55

Activity Summary

IC50 1 meas. best 8.1
Ki 1 meas. best 5.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 8.1 8.1 8.0 1
Interstitial collagenase
CHEMBL332
Ki 5.28 5.28 5248.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 8.0 nM 8.1 Inhibition of bovine aggrecanase 18790648
Interstitial collagenase Ki = 5248.0 nM 5.28 Inhibition of MMP1 18790648

Literature References

PubMed DOI Target Context # Activities
18790648 10.1016/j.bmc.2008.08.058 Interstitial collagenase 1
18790648 10.1016/j.bmc.2008.08.058 72 kDa type IV collagenase 1
18790648 10.1016/j.bmc.2008.08.058 Stromelysin-1 1
18790648 10.1016/j.bmc.2008.08.058 Collagenase 3 1
18790648 10.1016/j.bmc.2008.08.058 Matrix metalloproteinase-9 1
18790648 10.1016/j.bmc.2008.08.058 Unchecked 1

Data from ChEMBL 36 via Core Engine