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Compound Detail

CHEMBL503231

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COC[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCCc1ccc(-c2ccccc2)c(C)c1)CC(=O)NO)C(C)(C)C)c1ccccc1

Basic Information

ChEMBL ID CHEMBL503231
Phase Preclinical
Structure Type MOL
InChI Key NFPKLGKUZSGXBR-BHYWQNONSA-N
5
Targets
5
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

587.8
MW (Da)
5.53
ALogP
5
HBA
4
HBD
116.8
PSA (Ų)
0.15
QED
2
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C35H45N3O5
MW 587.76
Aromatic Rings 3
Heavy Atoms 43
NP-Likeness 0.21

Activity Summary

IC50 5 meas. best 8.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Stromelysin-1
CHEMBL283
IC50 8.68 8.68 2.1 1
Matrix metalloproteinase-9
CHEMBL321
IC50 6.25 6.25 560.0 1
72 kDa type IV collagenase
CHEMBL333
IC50 6.12 6.12 750.0 1
Matrix metalloproteinase-14
CHEMBL3869
IC50 6.03 6.03 930.0 1
Interstitial collagenase
CHEMBL332
IC50 5.23 5.23 5900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Stromelysin-1 IC50 = 2.1 nM 8.68 Inhibition of MMP3 18790648
Matrix metalloproteinase-9 IC50 = 560.0 nM 6.25 Inhibition of MMP9 18790648
72 kDa type IV collagenase IC50 = 750.0 nM 6.12 Inhibition of MMP2 18790648
Matrix metalloproteinase-14 IC50 = 930.0 nM 6.03 Inhibition of MMP14 18790648
Interstitial collagenase IC50 = 5900.0 nM 5.23 Inhibition of MMP1 18790648

Literature References

PubMed DOI Target Context # Activities
18790648 10.1016/j.bmc.2008.08.058 Matrix metalloproteinase-14 1
18790648 10.1016/j.bmc.2008.08.058 Matrix metalloproteinase-9 1
18790648 10.1016/j.bmc.2008.08.058 Stromelysin-1 1
18790648 10.1016/j.bmc.2008.08.058 72 kDa type IV collagenase 1
18790648 10.1016/j.bmc.2008.08.058 Interstitial collagenase 1

Data from ChEMBL 36 via Core Engine