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Compound Detail

CHEMBL209970

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CC#CCOc1ccc(S(=O)(=O)CC2(C(=O)NO)CCN(S(=O)(=O)C(C)C)CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL209970
Phase Preclinical
Structure Type MOL
InChI Key CEVLUPQNDFOYSI-UHFFFAOYSA-N
8
Targets
25
Activities
1
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

472.6
MW (Da)
1.19
ALogP
7
HBA
2
HBD
130.1
PSA (Ų)
0.33
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H28N2O7S2
MW 472.59
Aromatic Rings 1
Heavy Atoms 31
NP-Likeness -0.75

Activity Summary

IC50 25 meas. best 8.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Disintegrin and metalloproteinase domain-containing protein 17
CHEMBL3706
 IC50 8.82 8.76 1.5 5
Collagenase 3
CHEMBL280
 IC50 6.8 6.68 157.0 4
72 kDa type IV collagenase
CHEMBL333
 IC50 6.55 6.475 280.0 4
RAW264.7
CHEMBL612557
 IC50 6.0 6.0 1000.0 1
Homo sapiens
CHEMBL372
 IC50 5.82 5.82 1500.0 1
Matrix metalloproteinase-9
CHEMBL321
 IC50 5.78 5.78 1670.0 3
Matrix metalloproteinase-14
CHEMBL3869
 IC50 5.44 5.3667 3642.0 3
Interstitial collagenase
CHEMBL332
 IC50 5.06 5.06 8780.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 3343.0 ng.hr.mL-1 Rattus norvegicus
CL 26000.0 mL.min-1.g-1 Rattus norvegicus
T1/2 0.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Disintegrin and metalloproteinase domain-containing protein 17 IC50 = 1.5 nM 8.82 Inhibition of TACE 17064892
Disintegrin and metalloproteinase domain-containing protein 17 IC50 = 1.5 nM 8.82 Inhibition of TACE 18790648
Disintegrin and metalloproteinase domain-containing protein 17 IC50 = 1.5 nM 8.82 Inhibition of TACE 19095454
Disintegrin and metalloproteinase domain-containing protein 17 IC50 = 1.5 nM 8.82 Inhibition of TACE by FRET assay 16723229
Disintegrin and metalloproteinase domain-containing protein 17 IC50 = 3.0 nM 8.52 Inhibition of human TACE expressed in CHO cells by FRET assay 17606376
Collagenase 3 IC50 = 157.0 nM 6.8 Inhibition of human recombinant MMP13 17606376
Collagenase 3 IC50 = 230.0 nM 6.64 Inhibition of MMP13 16723229
Collagenase 3 IC50 = 230.0 nM 6.64 Inhibition of MMP13 17064892
Collagenase 3 IC50 = 230.0 nM 6.64 Inhibition of MMP13 18790648
72 kDa type IV collagenase IC50 = 280.0 nM 6.55 Inhibition of human recombinant MMP2 17606376
72 kDa type IV collagenase IC50 = 355.0 nM 6.45 Inhibition of MMP2 18790648
72 kDa type IV collagenase IC50 = 355.0 nM 6.45 Inhibition of MMP2 17064892
72 kDa type IV collagenase IC50 = 355.0 nM 6.45 Inhibition of MMP2 16723229
RAW264.7 IC50 = 1000.0 nM 6.0 Inhibition of LPS-stimulated TNFalpha production in RAW cells 16723229
Homo sapiens IC50 = 1500.0 nM 5.82 Inhibition of LPS-stimulated TNFalpha production in human whole blood 16723229
Matrix metalloproteinase-9 IC50 = 1670.0 nM 5.78 Inhibition of MMP9 16723229
Matrix metalloproteinase-9 IC50 = 1670.0 nM 5.78 Inhibition of MMP9 17064892
Matrix metalloproteinase-9 IC50 = 1670.0 nM 5.78 Inhibition of MMP9 18790648
Matrix metalloproteinase-14 IC50 = 3642.0 nM 5.44 Inhibition of human recombinant MMP14 17606376
Matrix metalloproteinase-14 IC50 = 4710.0 nM 5.33 Inhibition of MMP14 16723229

Literature References

PubMed DOI Target Context # Activities
16723229 10.1016/j.bmcl.2006.05.026 Unchecked 7
16723229 10.1016/j.bmcl.2006.05.026 Rattus norvegicus 4
17606376 10.1016/j.bmc.2007.06.031 Unchecked 2
19095454 10.1016/j.bmc.2008.11.067 Unchecked 2
17606376 10.1016/j.bmc.2007.06.031 Disintegrin and metalloproteinase domain-containing protein 17 2
16723229 10.1016/j.bmcl.2006.05.026 Matrix metalloproteinase-14 1
16723229 10.1016/j.bmcl.2006.05.026 Collagenase 3 1
16723229 10.1016/j.bmcl.2006.05.026 Matrix metalloproteinase-9 1
16723229 10.1016/j.bmcl.2006.05.026 72 kDa type IV collagenase 1
16723229 10.1016/j.bmcl.2006.05.026 Interstitial collagenase 1
16723229 10.1016/j.bmcl.2006.05.026 Disintegrin and metalloproteinase domain-containing protein 17 1
17064892 10.1016/j.bmcl.2006.10.004 Disintegrin and metalloproteinase domain-containing protein 17 1
17064892 10.1016/j.bmcl.2006.10.004 Interstitial collagenase 1
17064892 10.1016/j.bmcl.2006.10.004 72 kDa type IV collagenase 1
17064892 10.1016/j.bmcl.2006.10.004 Matrix metalloproteinase-9 1
17064892 10.1016/j.bmcl.2006.10.004 Collagenase 3 1
16723229 10.1016/j.bmcl.2006.05.026 RAW264.7 1
17606376 10.1016/j.bmc.2007.06.031 72 kDa type IV collagenase 1
17606376 10.1016/j.bmc.2007.06.031 Collagenase 3 1
16723229 10.1016/j.bmcl.2006.05.026 Homo sapiens 1

Data from ChEMBL 36 via Core Engine