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Compound Detail

CHEMBL3972836

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

Basic Information

ChEMBL ID CHEMBL3972836
Phase Preclinical
Structure Type MOL
InChI Key FJEJHTFPLBTMLO-SFHVURJKSA-N
11
Targets
19
Activities
1
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

397.4
MW (Da)
2.38
ALogP
3
HBA
3
HBD
87.3
PSA (Ų)
0.64
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H22F3N3O3
MW 397.40
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness -0.57

Activity Summary

IC50 19 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A disintegrin and metalloproteinase with thrombospondin motifs 5
CHEMBL2285
IC50 8.4 7.9967 4.0 3
A disintegrin and metalloproteinase with thrombospondin motifs 4
CHEMBL2318
IC50 8.15 8.15 7.0 2
Neutrophil collagenase
CHEMBL4588
IC50 7.27 7.27 54.0 1
A disintegrin-like and metallopeptidase (Reprolysin type) with thrombospondin type 1 motif, 5 (Aggrecanase-2)
CHEMBL3988600
IC50 7.19 7.19 64.0 1
Macrophage metalloelastase
CHEMBL4393
IC50 7.15 7.15 71.0 2
Interstitial collagenase
CHEMBL332
IC50 5.34 5.34 4550.0 1
72 kDa type IV collagenase
CHEMBL333
IC50 5.33 5.33 4652.0 2
Collagenase 3
CHEMBL280
IC50 5.32 5.32 4800.0 2
Matrix metalloproteinase-9
CHEMBL321
IC50 5.12 5.12 7590.0 1
Stromelysin-1
CHEMBL283
IC50 4.89 4.885 13000.0 2
Matrix metalloproteinase-14
CHEMBL3869
IC50 4.83 4.825 14870.0 2

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 = 4.0 nM 8.4 Inhibition of human ADAMTS5 using VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPSPLKG pe... 28613895
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 4.0 nM 8.4 AlphaScreen Assay: The compounds of the present invention can be evaluated by us... -
A disintegrin and metalloproteinase with thrombospondin motifs 4 IC50 = 7.0 nM 8.15 AlphaScreen Assay: The compounds of the present invention can be evaluated by us... -
A disintegrin and metalloproteinase with thrombospondin motifs 4 IC50 = 7.0 nM 8.15 Inhibition of human ADAMTS4 using VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPSPLKG pe... 28613895
Neutrophil collagenase IC50 = 54.0 nM 7.27 In Vitro Fluorescence Assay: A continuous assay is used in which the substrate i... -
A disintegrin-like and metallopeptidase (Reprolysin type) with thrombospondin type 1 motif, 5 (Aggrecanase-2) IC50 = 64.0 nM 7.19 Shift AlphaScreen Assay : The AlphaScreen Assay is modified to include the testi... -
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 64.0 nM 7.19 Inhibition of human ADAMTS5 using VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPSPLKG pe... 28613895
Macrophage metalloelastase IC50 = 71.0 nM 7.15 In Vitro Fluorescence Assay: A continuous assay is used in which the substrate i... -
Macrophage metalloelastase IC50 = 71.0 nM 7.15 Inhibition of human MMP12 using Mca-PQGL-(3-[2, 4-dinitrophenyl]-L-2, 3-diaminop... 28613895
Interstitial collagenase IC50 = 4550.0 nM 5.34 In Vitro Fluorescence Assay: A continuous assay is used in which the substrate i... -
72 kDa type IV collagenase IC50 = 4652.0 nM 5.33 In Vitro Fluorescence Assay: A continuous assay is used in which the substrate i... -
72 kDa type IV collagenase IC50 = 4700.0 nM 5.33 Inhibition of human MMP2 using Mca-PQGL-(3-[2, 4-dinitrophenyl]-L-2, 3-diaminopr... 28613895
Collagenase 3 IC50 = 4808.0 nM 5.32 In Vitro Fluorescence Assay: A continuous assay is used in which the substrate i... -
Collagenase 3 IC50 = 4800.0 nM 5.32 Inhibition of human MMP13 using Mca-PQGL-(3-[2, 4-dinitrophenyl]-L-2, 3-diaminop... 28613895
Matrix metalloproteinase-9 IC50 = 7590.0 nM 5.12 In Vitro Fluorescence Assay: A continuous assay is used in which the substrate i... -
Stromelysin-1 IC50 = 13000.0 nM 4.89 Inhibition of human MMP3 using Mca-PQGL-(3-[2, 4-dinitrophenyl]-L-2, 3-diaminopr... 28613895
Stromelysin-1 IC50 = 13165.0 nM 4.88 In Vitro Fluorescence Assay: A continuous assay is used in which the substrate i... -
Matrix metalloproteinase-14 IC50 = 14870.0 nM 4.83 In Vitro Fluorescence Assay: A continuous assay is used in which the substrate i... -
Matrix metalloproteinase-14 IC50 = 15000.0 nM 4.82 Inhibition of human MMP14 using Mca-PQGL-(3-[2, 4-dinitrophenyl]-L-2, 3-diaminop... 28613895

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