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Compound Detail

CHEMBL1229868

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O=C(NO)C1(S(=O)(=O)c2ccc(Oc3ccc(C(F)(F)F)cc3)cc2)CCOCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1229868
Phase Preclinical
Structure Type MOL
InChI Key FOSWRYKPHVPIDJ-UHFFFAOYSA-N
8
Targets
8
Activities
1
Assay Types
3
PK Parameters
10
Publications
0
Known Names

Molecular Properties

445.4
MW (Da)
3.33
ALogP
6
HBA
2
HBD
101.9
PSA (Ų)
0.54
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H18F3NO6S
MW 445.42
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -0.93

Activity Summary

IC50 8 meas. best 10.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
72 kDa type IV collagenase
CHEMBL333
 IC50 10.0 10.0 0.1 1
Collagenase 3
CHEMBL280
 IC50 9.4 9.4 0.4 1
Matrix metalloproteinase-9
CHEMBL321
 IC50 8.92 8.92 1.2 1
Neutrophil collagenase
CHEMBL4588
 IC50 8.03 8.03 9.4 1
Stromelysin-1
CHEMBL283
 IC50 7.66 7.66 22.0 1
Matrix metalloproteinase-14
CHEMBL3869
 IC50 7.19 7.19 64.0 1
Cartilage
CHEMBL613438
 IC50 7.16 7.16 70.0 1
Interstitial collagenase
CHEMBL332
 IC50 5.1 5.1 8000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 9662.79 nM Rattus norvegicus
F 33.0 % Rattus norvegicus
T1/2 2.68 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
72 kDa type IV collagenase IC50 = 0.1 nM 10.0 Inhibition of human MMP2 assessed as cleavage of fluorogenic peptide MCAPro-Leu-... 20726512
Collagenase 3 IC50 = 0.4 nM 9.4 Inhibition of human MMP13 assessed as cleavage of fluorogenic peptide MCAPro-Leu... 20726512
Matrix metalloproteinase-9 IC50 = 1.2 nM 8.92 Inhibition of human MMP9 assessed as cleavage of fluorogenic peptide MCAPro-Leu-... 20726512
Neutrophil collagenase IC50 = 9.4 nM 8.03 Inhibition of human MMP8 assessed as cleavage of fluorogenic peptide MCAPro-Leu-... 20726512
Stromelysin-1 IC50 = 22.0 nM 7.66 Inhibition of human MMP3 assessed as cleavage of fluorogenic peptide MCAPro-Leu-... 20726512
Matrix metalloproteinase-14 IC50 = 64.0 nM 7.19 Inhibition of human MMP14 assessed as cleavage of fluorogenic peptide MCAPro-Leu... 20726512
Cartilage IC50 = 70.0 nM 7.16 Ex vivo inhibition of IL-1 and oncostatin M-induced bovine nasal cartilage degra... 20726512
Interstitial collagenase IC50 = 8000.0 nM 5.1 Inhibition of human MMP1 expressed in human HT-1080 cells assessed as cleavage o... 20726512

Literature References

PubMed DOI Target Context # Activities
20726512 10.1021/jm100669j Rattus norvegicus 4
20726512 10.1021/jm100669j Matrix metalloproteinase-14 1
20726512 10.1021/jm100669j Collagenase 3 1
20726512 10.1021/jm100669j Matrix metalloproteinase-9 1
20726512 10.1021/jm100669j Neutrophil collagenase 1
20726512 10.1021/jm100669j Matrilysin 1
20726512 10.1021/jm100669j Stromelysin-1 1
20726512 10.1021/jm100669j 72 kDa type IV collagenase 1
20726512 10.1021/jm100669j Interstitial collagenase 1
20726512 10.1021/jm100669j Cartilage 1

Data from ChEMBL 36 via Core Engine