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Compound Detail

CHEMBL398351

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Cc1ccc(Oc2ccc(N(C[C@H](NC3CCCC3)C(=O)NO)S(C)(=O)=O)cc2)cc1

Basic Information

ChEMBL ID CHEMBL398351
Phase Preclinical
Structure Type MOL
InChI Key AIVGSEYFSRMFJB-NRFANRHFSA-N
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

447.6
MW (Da)
2.96
ALogP
6
HBA
3
HBD
108.0
PSA (Ų)
0.40
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H29N3O5S
MW 447.56
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -0.86

Activity Summary

IC50 2 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Matrix metalloproteinase-9
CHEMBL321
IC50 8.77 8.77 1.7 1
72 kDa type IV collagenase
CHEMBL333
IC50 8.0 8.0 10.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Matrix metalloproteinase-9 IC50 = 1.7 nM 8.77 Inhibition of MMP9 18083558
72 kDa type IV collagenase IC50 = 10.0 nM 8.0 Inhibition of MMP2 18083558

Literature References

PubMed DOI Target Context # Activities
18083558 10.1016/j.bmcl.2007.11.129 72 kDa type IV collagenase 1
18083558 10.1016/j.bmcl.2007.11.129 Matrix metalloproteinase-9 1
18083558 10.1016/j.bmcl.2007.11.129 Unchecked 1
18083558 10.1016/j.bmcl.2007.11.129 Interstitial collagenase 1

Data from ChEMBL 36 via Core Engine