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Compound Detail

CHEMBL3955404

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CC(C)[C@H](Cc1ccc(C(F)(F)F)cc1)C(=O)NC[C@@]1(C2CC2)NC(=O)NC1=O

Basic Information

ChEMBL ID CHEMBL3955404
Phase Preclinical
Structure Type MOL
InChI Key VXXYNKXMRXANKX-KXBFYZLASA-N
6
Targets
10
Activities
1
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

411.4
MW (Da)
2.62
ALogP
3
HBA
3
HBD
87.3
PSA (Ų)
0.60
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H24F3N3O3
MW 411.42
Aromatic Rings 1
Heavy Atoms 29
NP-Likeness -0.38

Activity Summary

IC50 10 meas. best 8.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A disintegrin and metalloproteinase with thrombospondin motifs 5
CHEMBL2285
IC50 8.1 7.6733 8.0 3
A disintegrin and metalloproteinase with thrombospondin motifs 4
CHEMBL2318
IC50 7.85 7.85 14.0 2
A disintegrin-like and metallopeptidase (Reprolysin type) with thrombospondin type 1 motif, 5 (Aggrecanase-2)
CHEMBL3988600
IC50 6.84 6.84 146.0 1
Macrophage metalloelastase
CHEMBL4393
IC50 5.47 5.47 3365.0 2
Neutrophil collagenase
CHEMBL4588
IC50 5.28 5.28 5220.0 1
Interstitial collagenase
CHEMBL332
IC50 4.25 4.25 56800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 8.0 nM 8.1 AlphaScreen Assay: The compounds of the present invention can be evaluated by us... -
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 8.0 nM 8.1 Inhibition of human ADAMTS5 using VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPSPLKG pe... 28613895
A disintegrin and metalloproteinase with thrombospondin motifs 4 IC50 = 14.0 nM 7.85 AlphaScreen Assay: The compounds of the present invention can be evaluated by us... -
A disintegrin and metalloproteinase with thrombospondin motifs 4 IC50 = 14.0 nM 7.85 Inhibition of human ADAMTS4 using VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPSPLKG pe... 28613895
A disintegrin-like and metallopeptidase (Reprolysin type) with thrombospondin type 1 motif, 5 (Aggrecanase-2) IC50 = 146.0 nM 6.84 Shift AlphaScreen Assay : The AlphaScreen Assay is modified to include the testi... -
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 150.0 nM 6.82 Inhibition of human ADAMTS5 using VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPSPLKG pe... 28613895
Macrophage metalloelastase IC50 = 3365.0 nM 5.47 In Vitro Fluorescence Assay: A continuous assay is used in which the substrate i... -
Macrophage metalloelastase IC50 = 3400.0 nM 5.47 Inhibition of human MMP12 using Mca-PQGL-(3-[2, 4-dinitrophenyl]-L-2, 3-diaminop... 28613895
Neutrophil collagenase IC50 = 5220.0 nM 5.28 In Vitro Fluorescence Assay: A continuous assay is used in which the substrate i... -
Interstitial collagenase IC50 = 56800.0 nM 4.25 In Vitro Fluorescence Assay: A continuous assay is used in which the substrate i... -

Literature References

PubMed DOI Target Context # Activities
28613895 10.1021/acs.jmedchem.7b00650 A disintegrin and metalloproteinase with thrombospondin motifs 5 2
28613895 10.1021/acs.jmedchem.7b00650 A disintegrin and metalloproteinase with thrombospondin motifs 4 1
28613895 10.1021/acs.jmedchem.7b00650 72 kDa type IV collagenase 1
28613895 10.1021/acs.jmedchem.7b00650 Stromelysin-1 1
28613895 10.1021/acs.jmedchem.7b00650 Macrophage metalloelastase 1
28613895 10.1021/acs.jmedchem.7b00650 Collagenase 3 1
28613895 10.1021/acs.jmedchem.7b00650 Matrix metalloproteinase-14 1
28613895 10.1021/acs.jmedchem.7b00650 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine