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Compound Detail

CHEMBL1082371

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COc1ccc(C2CCN(c3ccc(S(=O)(=O)C4(C(=O)NO)CCOCC4)cc3)CC2)c(C)c1

Basic Information

ChEMBL ID CHEMBL1082371
Phase Preclinical
Structure Type MOL
InChI Key PYJCXRBSZSSHDD-UHFFFAOYSA-N
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

488.6
MW (Da)
3.22
ALogP
7
HBA
2
HBD
105.2
PSA (Ų)
0.48
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H32N2O6S
MW 488.61
Aromatic Rings 2
Heavy Atoms 34
NP-Likeness -0.88

Activity Summary

IC50 2 meas. best 8.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Collagenase 3
CHEMBL280
IC50 8.15 8.15 7.0 1
72 kDa type IV collagenase
CHEMBL333
IC50 6.3 6.3 505.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Collagenase 3 IC50 = 7.0 nM 8.15 Inhibition of MMP13 20529684
72 kDa type IV collagenase IC50 = 505.0 nM 6.3 Inhibition of MMP2 20529684

Literature References

PubMed DOI Target Context # Activities
20529684 10.1016/j.bmcl.2010.04.130 72 kDa type IV collagenase 1
20529684 10.1016/j.bmcl.2010.04.130 Matrix metalloproteinase-9 1
20529684 10.1016/j.bmcl.2010.04.130 Collagenase 3 1
20529684 10.1016/j.bmcl.2010.04.130 Matrix metalloproteinase-14 1
20529684 10.1016/j.bmcl.2010.04.130 Unchecked 1

Data from ChEMBL 36 via Core Engine