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Compound Detail

CHEMBL4877087

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O=C1NC(=O)C(CCC(=O)N2CCN(c3cccc(Cl)c3)CC2)(C2CC2)N1

Basic Information

ChEMBL ID CHEMBL4877087
Phase Preclinical
Structure Type MOL
InChI Key SZEOXTMGYZKQHV-UHFFFAOYSA-N
6
Targets
12
Activities
1
Assay Types
2
PK Parameters
7
Publications
0
Known Names

Molecular Properties

390.9
MW (Da)
1.76
ALogP
4
HBA
2
HBD
81.8
PSA (Ų)
0.75
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H23ClN4O3
MW 390.87
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness -1.22

Activity Summary

IC50 12 meas. best 7.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A disintegrin and metalloproteinase with thrombospondin motifs 4
CHEMBL2318
IC50 7.6 7.6 25.0 1
A disintegrin and metalloproteinase with thrombospondin motifs 5
CHEMBL2285
IC50 7.41 7.122 39.0 5
Unchecked
CHEMBL612545
IC50 7.39 7.39 41.0 1
72 kDa type IV collagenase
CHEMBL333
IC50 6.66 6.4833 220.0 3
A disintegrin and metalloproteinase with thrombospondin motifs 1
CHEMBL5133
IC50 6.48 6.48 328.0 1
Collagenase 3
CHEMBL280
IC50 5.49 5.49 3210.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1944.0 ng.hr.mL-1 Rattus norvegicus
Cmax 3978.3 nM Rattus norvegicus

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 = 25.0 nM 7.6 Inhibition of human recombinant ADAMTS-4 (AA1 to 520) assessed as cleavage of fl... 33719441
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 39.0 nM 7.41 In Vitro Assay: ADAMTS-5:Protocol 1: The basis for the assay is the cleavage of ... -
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 41.0 nM 7.39 Inhibition of human recombinant ADAMTS-5 assessed as cleavage of fluorescent sub... 33719441
Unchecked IC50 = 41.0 nM 7.39 In Vitro Assay: ADAMTS-4:The basis for the assay is the cleavage of the substrat... -
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 73.0 nM 7.14 In Vitro Assay: ADAMTS-5:Protocol 2: The basis for the assay is the cleavage of ... -
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 137.0 nM 6.86 Inhibition of human recombinant ADAMTS-5 assessed as cleavage of fluorescent sub... 33719441
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 155.0 nM 6.81 Inhibition of human recombinant ADAMTS-5 assessed as cleavage of fluorescent sub... 33719441
72 kDa type IV collagenase IC50 = 220.0 nM 6.66 In Vitro Assay: MMP2: Protocol 1: The basis for the assay is the cleavage of the... -
A disintegrin and metalloproteinase with thrombospondin motifs 1 IC50 = 328.0 nM 6.48 Inhibition of human recombinant ADAMTS-1 (AA253 to 734) assessed as cleavage of ... 33719441
72 kDa type IV collagenase IC50 = 328.0 nM 6.48 Inhibition of human recombinant MMP2 (AA34 to 660) assessed as cleavage of fluor... 33719441
72 kDa type IV collagenase IC50 = 489.0 nM 6.31 In Vitro Assay: MMP2: Protocol 2: The basis for the assay is the cleavage of the... -
Collagenase 3 IC50 = 3210.0 nM 5.49 In Vitro Assay: MMP-13:The basis for the assay is the cleavage of the substrate ... -

Literature References

PubMed DOI Target Context # Activities
33719441 10.1021/acs.jmedchem.0c02008 A disintegrin and metalloproteinase with thrombospondin motifs 5 3
33719441 10.1021/acs.jmedchem.0c02008 ADMET 3
33719441 10.1021/acs.jmedchem.0c02008 A disintegrin and metalloproteinase with thrombospondin motifs 1 1
33719441 10.1021/acs.jmedchem.0c02008 A disintegrin and metalloproteinase with thrombospondin motifs 4 1
33719441 10.1021/acs.jmedchem.0c02008 72 kDa type IV collagenase 1
33719441 10.1021/acs.jmedchem.0c02008 Disintegrin and metalloproteinase domain-containing protein 17 1
33719441 10.1021/acs.jmedchem.0c02008 Unchecked 1

Data from ChEMBL 36 via Core Engine