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Compound Detail

CHEMBL485492

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CC(=O)Nc1ccc(Oc2ccc(S(=O)(=O)CC3CS3)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL485492
Phase Preclinical
Structure Type MOL
InChI Key QNKSDDQPRLWOEC-UHFFFAOYSA-N
7
Targets
19
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

363.5
MW (Da)
3.33
ALogP
5
HBA
1
HBD
72.5
PSA (Ų)
0.80
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 C17H17NO4S2
MW 363.46
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -1.08

Activity Summary

Ki 17 meas. best 6.96
IC50 2 meas. best 6.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
72 kDa type IV collagenase
CHEMBL333
 Ki 6.96 6.52 110.0 2
Matrix metalloproteinase-9
CHEMBL321
 Ki 6.89 6.122 130.0 5
Neutrophil collagenase
CHEMBL4588
 Ki 6.89 6.89 130.0 1
72 kDa type IV collagenase
CHEMBL333
 IC50 6.77 6.77 170.0 1
Matrix metalloproteinase-9
CHEMBL321
 IC50 6.28 6.28 529.1 1
Matrix metalloproteinase-14
CHEMBL3869
 Ki 6.17 6.17 680.0 2
Interstitial collagenase
CHEMBL332
 Ki 5.27 5.27 5400.0 2
Stromelysin-1
CHEMBL283
 Ki 4.91 4.91 12200.0 2
Matrilysin
CHEMBL4073
 Ki 4.41 4.41 39000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
72 kDa type IV collagenase Ki = 110.0 nM 6.96 Inhibition of MMP2 18790648
Matrix metalloproteinase-9 Ki = 130.0 nM 6.89 Inhibition of MMP9 18790648
Matrix metalloproteinase-9 Ki = 130.0 nM 6.89 Inhibition of human recombinant MMP9 assessed as hydrolysis of MOCAcPLGLA2pr(Dnp... 21866961
Matrix metalloproteinase-9 Ki = 130.0 nM 6.89 Inhibition of human recombinant MMP9 catalytic domain assessed as hydrolysis of ... 21866961
Neutrophil collagenase Ki = 130.0 nM 6.89 Enzyme Inhibition Assay: Human recombinant active MMP-2 and MMP-7, and the catal... -
72 kDa type IV collagenase IC50 = 170.0 nM 6.77 Inhibition of human full length MMP2 using Mca-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-... 26386821
Matrix metalloproteinase-9 IC50 = 529.1 nM 6.28 Inhibition of human full length MMP9 using Mca-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-... 26386821
Matrix metalloproteinase-14 Ki = 680.0 nM 6.17 Inhibition of MMP14 18790648
Matrix metalloproteinase-14 Ki = 680.0 nM 6.17 Inhibition of human recombinant MMP14 assessed as hydrolysis of MOCAcPLGLA2pr(Dn... 21866961
72 kDa type IV collagenase Ki = 840.0 nM 6.08 Inhibition of MMP-2 (unknown origin) 35969157
Matrix metalloproteinase-9 Ki = 3400.0 nM 5.47 Enzyme Inhibition Assay: Human recombinant active MMP-2 and MMP-7, and the catal... -
Interstitial collagenase Ki = 5400.0 nM 5.27 Inhibition of MMP1 18790648
Interstitial collagenase Ki = 5400.0 nM 5.27 Inhibition of human recombinant MMP1 assessed as hydrolysis of MOCAcPLGLA2pr(Dnp... 21866961
Stromelysin-1 Ki = 12200.0 nM 4.91 Inhibition of MMP3 18790648
Stromelysin-1 Ki = 12200.0 nM 4.91 Inhibition of human recombinant MMP3 assessed as hydrolysis of MOCAcPLGLA2pr(Dnp... 21866961
Matrix metalloproteinase-9 Ki = 34000.0 nM 4.47 Inhibition of MMP-9 (unknown origin) 35969157
Matrilysin Ki = 39000.0 nM 4.41 Inhibition of MMP7 18790648
Matrilysin Ki = 39000.0 nM 4.41 Inhibition of human recombinant MMP7 assessed as hydrolysis of MOCAcPLGLA2pr(Dnp... 21866961

Literature References

PubMed DOI Target Context # Activities
26386821 10.1016/j.bmc.2015.09.013 Matrix metalloproteinase-9 2
21866961 10.1021/jm200566e Matrix metalloproteinase-9 2
26386821 10.1016/j.bmc.2015.09.013 72 kDa type IV collagenase 2
21866961 10.1021/jm200566e Matrix metalloproteinase-14 1
35969157 10.1021/acs.jmedchem.1c01855 Matrix metalloproteinase-14 1
35969157 10.1021/acs.jmedchem.1c01855 Matrilysin 1
35969157 10.1021/acs.jmedchem.1c01855 Stromelysin-1 1
35969157 10.1021/acs.jmedchem.1c01855 72 kDa type IV collagenase 1
35969157 10.1021/acs.jmedchem.1c01855 Interstitial collagenase 1
26386821 10.1016/j.bmc.2015.09.013 Histone deacetylase (HDAC1 and HDAC2) 1
26386821 10.1016/j.bmc.2015.09.013 Aminopeptidase N 1
21866961 10.1021/jm200566e 72 kDa type IV collagenase 1
18790648 10.1016/j.bmc.2008.08.058 Matrix metalloproteinase-9 1
21866961 10.1021/jm200566e Interstitial collagenase 1
21866961 10.1021/jm200566e Stromelysin-1 1
21866961 10.1021/jm200566e Matrilysin 1
18790648 10.1016/j.bmc.2008.08.058 Matrix metalloproteinase-14 1
18790648 10.1016/j.bmc.2008.08.058 Interstitial collagenase 1
18790648 10.1016/j.bmc.2008.08.058 72 kDa type IV collagenase 1
18790648 10.1016/j.bmc.2008.08.058 Stromelysin-1 1

Data from ChEMBL 36 via Core Engine