Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL3358153

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
O=C1NC(=O)[C@](CNC(=O)c2cc3cc(Cl)ccc3o2)(c2ccccc2)N1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3358153
Phase Preclinical
Structure Type MOL
InChI Key KDEHHSHGVKUYEZ-IBGZPJMESA-N
7
Targets
8
Activities
1
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

383.8
MW (Da)
2.55
ALogP
4
HBA
3
HBD
100.4
PSA (Ų)
0.60
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H14ClN3O4
MW 383.79
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.06

Activity Summary

IC50 8 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A disintegrin and metalloproteinase with thrombospondin motifs 4
CHEMBL2318
 IC50 7.92 7.92 12.0 1
A disintegrin and metalloproteinase with thrombospondin motifs 5
CHEMBL2285
 IC50 7.66 7.02 22.0 2
Collagenase 3
CHEMBL280
 IC50 6.14 6.14 720.0 1
72 kDa type IV collagenase
CHEMBL333
 IC50 5.68 5.68 2100.0 1
Stromelysin-1
CHEMBL283
 IC50 5.52 5.52 3000.0 1
Matrix metalloproteinase-14
CHEMBL3869
 IC50 5.46 5.46 3500.0 1
Disintegrin and metalloproteinase domain-containing protein 17
CHEMBL3706
 IC50 5.27 5.27 5400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
A disintegrin and metalloproteinase with thrombospondin motifs 4 IC50 = 12.0 nM 7.92 Inhibition of human ADAMTS-4 using VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPSPLKG p... 25415648
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 22.0 nM 7.66 Inhibition of human ADAMTS-5 using VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPSPLKG p... 25415648
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 420.0 nM 6.38 Inhibition of human ADAMTS-5 using VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPSPLKG p... 25415648
Collagenase 3 IC50 = 720.0 nM 6.14 Inhibition of human MMP13 using Mca-PQG1 peptide substrate assessed as substrate... 25415648
72 kDa type IV collagenase IC50 = 2100.0 nM 5.68 Inhibition of human MMP2 using Mca-PQG1 peptide substrate assessed as substrate ... 25415648
Stromelysin-1 IC50 = 3000.0 nM 5.52 Inhibition of human MMP3 using Mca-PQG1 peptide substrate assessed as substrate ... 25415648
Matrix metalloproteinase-14 IC50 = 3500.0 nM 5.46 Inhibition of human MMP14 using Mca-PQG1 peptide substrate assessed as substrate... 25415648
Disintegrin and metalloproteinase domain-containing protein 17 IC50 = 5400.0 nM 5.27 Inhibition of human TACE using Mca-PQG1 peptide substrate assessed as substrate ... 25415648

Literature References

PubMed DOI Target Context # Activities
25415648 10.1021/jm501522n A disintegrin and metalloproteinase with thrombospondin motifs 5 2
25415648 10.1021/jm501522n Plasma 2
25415648 10.1021/jm501522n A disintegrin and metalloproteinase with thrombospondin motifs 4 1
25415648 10.1021/jm501522n 72 kDa type IV collagenase 1
25415648 10.1021/jm501522n Stromelysin-1 1
25415648 10.1021/jm501522n Collagenase 3 1
25415648 10.1021/jm501522n Matrix metalloproteinase-14 1
25415648 10.1021/jm501522n Disintegrin and metalloproteinase domain-containing protein 17 1

Data from ChEMBL 36 via Core Engine