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Compound Detail

CHEMBL497772

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COc1c(Br)ccc2oc(COc3ccc(-c4ccc(S(=O)(=O)N[C@@H](C(=O)O)C(C)C)cc4)cc3)c(C)c12

Basic Information

ChEMBL ID CHEMBL497772
Phase Preclinical
Structure Type MOL
InChI Key KQIFSUSWYMDFOC-AREMUKBSSA-N
6
Targets
6
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

602.5
MW (Da)
6.15
ALogP
6
HBA
2
HBD
115.1
PSA (Ų)
0.22
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H28BrNO7S
MW 602.50
Aromatic Rings 4
Heavy Atoms 38
NP-Likeness -0.41

Activity Summary

IC50 6 meas. best 8.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Collagenase 3
CHEMBL280
IC50 8.74 8.74 1.8 1
Neutrophil collagenase
CHEMBL4588
IC50 7.38 7.38 42.0 1
Stromelysin-1
CHEMBL283
IC50 7.09 7.09 81.0 1
72 kDa type IV collagenase
CHEMBL333
IC50 6.87 6.87 135.0 1
Matrilysin
CHEMBL4073
IC50 5.96 5.96 1100.0 1
Matrix metalloproteinase-14
CHEMBL3869
IC50 5.3 5.3 5000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Collagenase 3 IC50 = 1.8 nM 8.74 Inhibition of MMP13 18790648
Neutrophil collagenase IC50 = 42.0 nM 7.38 Inhibition of MMP8 18790648
Stromelysin-1 IC50 = 81.0 nM 7.09 Inhibition of MMP3 18790648
72 kDa type IV collagenase IC50 = 135.0 nM 6.87 Inhibition of MMP2 18790648
Matrilysin IC50 = 1100.0 nM 5.96 Inhibition of MMP7 18790648
Matrix metalloproteinase-14 IC50 = 5000.0 nM 5.3 Inhibition of MMP14 18790648

Literature References

PubMed DOI Target Context # Activities
18790648 10.1016/j.bmc.2008.08.058 Disintegrin and metalloproteinase domain-containing protein 17 1
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 Matrilysin 1
18790648 10.1016/j.bmc.2008.08.058 Collagenase 3 1
18790648 10.1016/j.bmc.2008.08.058 Neutrophil collagenase 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