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Compound Detail

CHEMBL3221177

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O=CN(O)C(Cc1ccc(C(=O)O)cc1)CS(=O)(=O)c1ccc(Oc2ccc(OC(F)(F)F)cc2)cc1

Basic Information

ChEMBL ID CHEMBL3221177
Phase Preclinical
Structure Type MOL
InChI Key VZDQUYBTCHUAJS-UHFFFAOYSA-N
2
Targets
2
Activities
1
Assay Types
2
PK Parameters
4
Publications
0
Known Names

Molecular Properties

539.5
MW (Da)
4.31
ALogP
7
HBA
2
HBD
130.4
PSA (Ų)
0.21
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H20F3NO8S
MW 539.48
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness -0.76

Activity Summary

IC50 2 meas. best 9.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Matrix metalloproteinase-9
CHEMBL321
IC50 9.28 9.28 0.5 1
72 kDa type IV collagenase
CHEMBL333
IC50 9.28 9.28 0.5 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 8631.68 ng.hr.mL-1 Macaca fascicularis
t1/2 - - Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
72 kDa type IV collagenase IC50 = 0.53 nM 9.28 Inhibition of MMP-2 (unknown origin) -
Matrix metalloproteinase-9 IC50 = 0.53 nM 9.28 Inhibition of MMP-9 (unknown origin) -

Literature References

PubMed DOI Target Context # Activities
- 10.1039/C2MD20199B Cynomolgus monkey 2
- 10.1039/C2MD20199B Interstitial collagenase 1
- 10.1039/C2MD20199B 72 kDa type IV collagenase 1
- 10.1039/C2MD20199B Matrix metalloproteinase-9 1

Data from ChEMBL 36 via Core Engine