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Compound Detail

CHEMBL179552

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CC1(C)C[C@@H](O)CN(S(=O)(=O)c2ccc(OCc3ccc(Cl)cc3Cl)cc2)[C@H]1C(=O)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL179552
Phase Preclinical
Structure Type MOL
InChI Key GBGAKFWYCGVPHY-BEFAXECRSA-N
7
Targets
9
Activities
1
Assay Types
4
PK Parameters
8
Publications
0
Known Names

Molecular Properties

503.4
MW (Da)
3.23
ALogP
6
HBA
3
HBD
116.2
PSA (Ų)
0.41
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H24Cl2N2O6S
MW 503.40
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -0.79

Activity Summary

IC50 9 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A disintegrin and metalloproteinase with thrombospondin motifs 4
CHEMBL2318
 IC50 8.96 8.96 1.1 1
A disintegrin and metalloproteinase with thrombospondin motifs 5
CHEMBL2285
 IC50 8.85 8.85 1.4 1
Unchecked
CHEMBL612545
 IC50 8.68 8.68 2.1 1
Collagenase 3
CHEMBL280
 IC50 8.52 8.52 3.0 1
Disintegrin and metalloproteinase domain-containing protein 17
CHEMBL3706
 IC50 7.72 6.21 19.0 2
Interstitial collagenase
CHEMBL332
 IC50 6.7 6.535 200.0 2
Cell line
CHEMBL614840
 IC50 4.51 4.51 31000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 44.0 mL.min-1.kg-1 Rattus norvegicus
CL 25.0 mL.min-1.kg-1 Canis lupus familiaris
T1/2 2.0 hr Rattus norvegicus
T1/2 2.0 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
A disintegrin and metalloproteinase with thrombospondin motifs 4 IC50 = 1.1 nM 8.96 Inhibition of human recombinant aggrecanase 1 after 150 mins by fluorescence pla... 21417219
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 1.4 nM 8.85 Inhibition of human recombinant aggrecanase 2 after 150 mins by fluorescence pla... 21417219
Unchecked IC50 = 2.1 nM 8.68 Inhibitory concentration against Aggrecanase 15911259
Collagenase 3 IC50 = 3.0 nM 8.52 Inhibitory concentration against Matrix metalloprotease-13 (MMP-13) 15911259
Disintegrin and metalloproteinase domain-containing protein 17 IC50 = 19.0 nM 7.72 Inhibitory concentration against TNF-alpha converting enzyme 15911259
Interstitial collagenase IC50 = 200.0 nM 6.7 Inhibition of trypsin-activated recombinant human collagenase 1 preincubated wit... -
Interstitial collagenase IC50 = 430.0 nM 6.37 Inhibitory concentration against Matrix metalloprotease-1 (MMP-1) 15911259
Disintegrin and metalloproteinase domain-containing protein 17 IC50 = 20000.0 nM 4.7 Inhibition of TACE in human mononuclear cells assessed as inhibition of LPS-indu... -
Cell line IC50 = 31000.0 nM 4.51 Inhibitory concentration against TNF-alpha release in LPS-stimulated human whole... 15911259

Literature References

PubMed DOI Target Context # Activities
15953722 10.1016/j.bmcl.2005.05.037 ADMET 4
15911259 10.1016/j.bmcl.2005.03.105 Unchecked 1
15911259 10.1016/j.bmcl.2005.03.105 Collagenase 3 1
15911259 10.1016/j.bmcl.2005.03.105 Interstitial collagenase 1
15911259 10.1016/j.bmcl.2005.03.105 Disintegrin and metalloproteinase domain-containing protein 17 1
15911259 10.1016/j.bmcl.2005.03.105 Cell line 1
21417219 10.1021/jm101609j A disintegrin and metalloproteinase with thrombospondin motifs 4 1
21417219 10.1021/jm101609j A disintegrin and metalloproteinase with thrombospondin motifs 5 1

Data from ChEMBL 36 via Core Engine