Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL427616

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1ccc(S(=O)(=O)N2CC[C@H](C(=O)NO)N(S(=O)(=O)c3ccc(OC)cc3)CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL427616
Phase Preclinical
Structure Type MOL
InChI Key KKVTZTBYJGHGCO-LJQANCHMSA-N
7
Targets
14
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

499.6
MW (Da)
0.66
ALogP
8
HBA
2
HBD
142.6
PSA (Ų)
0.42
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H25N3O8S2
MW 499.57
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -1.25

Activity Summary

IC50 14 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Matrix metalloproteinase-9
CHEMBL321
 IC50 9.3 9.3 0.5 2
72 kDa type IV collagenase
CHEMBL333
 IC50 9.3 9.3 0.5 2
Collagenase 3
CHEMBL4944
 IC50 9.08 9.08 0.8 2
Neutrophil collagenase
CHEMBL4588
 IC50 8.74 8.74 1.8 2
Stromelysin-1
CHEMBL283
 IC50 8.2 8.2 6.3 2
Interstitial collagenase
CHEMBL332
 IC50 7.54 7.54 28.9 2
Matrilysin
CHEMBL4073
 IC50 6.04 6.04 905.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
72 kDa type IV collagenase IC50 = 0.5 nM 9.3 Inhibition of human Matrix metalloprotease-2 11327577
Matrix metalloproteinase-9 IC50 = 0.5 nM 9.3 Inhibition of Matrix metalloprotease-9 11327577
Matrix metalloproteinase-9 IC50 = 0.5 nM 9.3 Inhibition of MMP-9 (unknown origin) 32224379
72 kDa type IV collagenase IC50 = 0.5 nM 9.3 Inhibition of MMP-2 (unknown origin) 32224379
Collagenase 3 IC50 = 0.84 nM 9.08 Inhibition of Matrix metalloprotease-13 11327577
Collagenase 3 IC50 = 0.84 nM 9.08 Inhibition of rat MMP-13 32224379
Neutrophil collagenase IC50 = 1.8 nM 8.74 Inhibition of Matrix metalloprotease-8 11327577
Neutrophil collagenase IC50 = 1.8 nM 8.74 Inhibition of MMP-8 (unknown origin) 32224379
Stromelysin-1 IC50 = 6.3 nM 8.2 Inhibition of Matrix metalloprotease-3 11327577
Stromelysin-1 IC50 = 6.3 nM 8.2 Inhibition of MMP-3 (unknown origin) 32224379
Interstitial collagenase IC50 = 28.9 nM 7.54 Inhibition of human Matrix metalloprotease-1 11327577
Interstitial collagenase IC50 = 28.9 nM 7.54 Inhibition of MMP-1 (unknown origin) 32224379
Matrilysin IC50 = 905.0 nM 6.04 Inhibition of Matrix metalloprotease-7 11327577
Matrilysin IC50 = 905.0 nM 6.04 Inhibition of MMP-7 (unknown origin) 32224379

Literature References

PubMed DOI Target Context # Activities
11327577 10.1016/s0960-894x(01)00137-8 Interstitial collagenase 1
11327577 10.1016/s0960-894x(01)00137-8 72 kDa type IV collagenase 1
11327577 10.1016/s0960-894x(01)00137-8 Stromelysin-1 1
11327577 10.1016/s0960-894x(01)00137-8 Matrilysin 1
11327577 10.1016/s0960-894x(01)00137-8 Neutrophil collagenase 1
11327577 10.1016/s0960-894x(01)00137-8 Matrix metalloproteinase-9 1
11327577 10.1016/s0960-894x(01)00137-8 Collagenase 3 1
32224379 10.1016/j.ejmech.2020.112260 Matrix metalloproteinase-9 1
32224379 10.1016/j.ejmech.2020.112260 72 kDa type IV collagenase 1
32224379 10.1016/j.ejmech.2020.112260 Interstitial collagenase 1
32224379 10.1016/j.ejmech.2020.112260 Stromelysin-1 1
32224379 10.1016/j.ejmech.2020.112260 Neutrophil collagenase 1
32224379 10.1016/j.ejmech.2020.112260 Collagenase 3 1
32224379 10.1016/j.ejmech.2020.112260 Matrilysin 1

Data from ChEMBL 36 via Core Engine