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Compound Detail

CHEMBL2043424

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C[C@@H]1OC(C)(C)O[C@H]1C(CS(=O)(=O)c1ccc(Oc2ccc(OC(F)(F)F)cc2)cc1)N(O)C=O

Basic Information

ChEMBL ID CHEMBL2043424
Phase Preclinical
Structure Type MOL
InChI Key FATWEDBJJYSZOL-XLDGYAMZSA-N
2
Targets
3
Activities
1
Assay Types
2
PK Parameters
5
Publications
0
Known Names

Molecular Properties

519.5
MW (Da)
3.91
ALogP
8
HBA
1
HBD
111.6
PSA (Ų)
0.30
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H24F3NO8S
MW 519.49
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -0.40

Activity Summary

IC50 3 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Matrix metalloproteinase-9
CHEMBL321
IC50 8.96 8.96 1.1 2
72 kDa type IV collagenase
CHEMBL333
IC50 8.72 8.72 1.9 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 10909.29 ng.hr.mL-1 Macaca fascicularis
T1/2 19.5 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Matrix metalloproteinase-9 IC50 = 1.1 nM 8.96 Inhibition of MMP9 24900330
Matrix metalloproteinase-9 IC50 = 1.1 nM 8.96 Inhibition of MMP-9 (unknown origin) -
72 kDa type IV collagenase IC50 = 1.9 nM 8.72 Inhibition of MMP-2 (unknown origin) -

Literature References

PubMed DOI Target Context # Activities
- 10.1039/C2MD20199B Cynomolgus monkey 2
24900330 10.1021/ml200031m Matrix metalloproteinase-9 1
- 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