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Compound Detail

CHEMBL207305

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Cc1cc(COc2ccc(C(=O)NC3(CC(=O)NO)CCOCC3)cc2)c2ccccc2n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL207305
Phase Preclinical
Structure Type MOL
InChI Key NUVSGXIVCJBRBF-UHFFFAOYSA-N
7
Targets
13
Activities
2
Assay Types
17
PK Parameters
20
Publications
0
Known Names

Molecular Properties

449.5
MW (Da)
3.30
ALogP
6
HBA
3
HBD
109.8
PSA (Ų)
0.38
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 C25H27N3O5
MW 449.51
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.91

Activity Summary

Ki 12 meas. best 9.46
IC50 1 meas. best 6.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Disintegrin and metalloproteinase domain-containing protein 17
CHEMBL3332
 Ki 9.46 9.46 0.3 2
Matrilysin
CHEMBL4073
 Ki 7.6 7.6 25.0 2
Stromelysin-1
CHEMBL283
 Ki 7.09 7.09 82.0 2
Disintegrin and metalloproteinase domain-containing protein 17
CHEMBL3706
 IC50 6.82 6.82 150.0 1
A disintegrin and metalloproteinase with thrombospondin motifs 5
CHEMBL2285
 Ki 5.72 5.72 1900.0 2
A disintegrin and metalloproteinase with thrombospondin motifs 4
CHEMBL2318
 Ki 5.34 5.34 4600.0 2
A disintegrin and metalloproteinase with thrombospondin motifs 1
CHEMBL5133
 Ki 5.11 5.11 7800.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 3470.22 ng.hr.mL-1 Canis lupus familiaris
AUC 883.74 ng.hr.mL-1 Canis lupus familiaris
AUC 992.52 ng.hr.mL-1 Rattus norvegicus
AUC 2184.62 ng.hr.mL-1 Rattus norvegicus
CL 38.33 mL.min-1.kg-1 Canis lupus familiaris
CL 26.67 mL.min-1.kg-1 Rattus norvegicus
Cmax 4488.0 nM Canis lupus familiaris
Cmax 3745.0 nM Rattus norvegicus
F 79.0 % Canis lupus familiaris
F 15.0 % Rattus norvegicus
F 79.0 % Canis lupus familiaris
T1/2 4.2 hr Canis lupus familiaris
T1/2 4.0 hr Canis lupus familiaris
T1/2 0.3 hr Rattus norvegicus
T1/2 1.8 hr Rattus norvegicus
Tmax 0.75 hr Canis lupus familiaris
Tmax 0.4 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Disintegrin and metalloproteinase domain-containing protein 17 Ki = 0.35 nM 9.46 Inhibition of porcine TACE 16516466
Disintegrin and metalloproteinase domain-containing protein 17 Ki = 0.35 nM 9.46 Inhibition of pig TACE 18790648
Matrilysin Ki = 25.0 nM 7.6 Binding affinity to MMP7 16516466
Matrilysin Ki = 25.0 nM 7.6 Inhibition of MMP7 18790648
Stromelysin-1 Ki = 82.0 nM 7.09 Binding affinity to MMP3 16516466
Stromelysin-1 Ki = 82.0 nM 7.09 Inhibition of MMP3 18790648
Disintegrin and metalloproteinase domain-containing protein 17 IC50 = 150.0 nM 6.82 Inhibition of LPS-stimulated TNFalpha production in human whole blood 16516466
A disintegrin and metalloproteinase with thrombospondin motifs 5 Ki = 1900.0 nM 5.72 Binding affinity to ADAMTS5 16516466
A disintegrin and metalloproteinase with thrombospondin motifs 5 Ki = 1900.0 nM 5.72 Inhibition of ADAMTS5 18790648
A disintegrin and metalloproteinase with thrombospondin motifs 4 Ki = 4600.0 nM 5.34 Binding affinity to ADAMTS4 16516466
A disintegrin and metalloproteinase with thrombospondin motifs 4 Ki = 4600.0 nM 5.34 Inhibition of ADAMTS4 18790648
A disintegrin and metalloproteinase with thrombospondin motifs 1 Ki = 7800.0 nM 5.11 Binding affinity to ADAMTS1 16516466
A disintegrin and metalloproteinase with thrombospondin motifs 1 Ki = 7800.0 nM 5.11 Inhibition of ADAMTS1 18790648

Literature References

PubMed DOI Target Context # Activities
16516466 10.1016/j.bmcl.2006.02.015 Canis familiaris 9
16516466 10.1016/j.bmcl.2006.02.015 Rattus norvegicus 9
16516466 10.1016/j.bmcl.2006.02.015 Disintegrin and metalloproteinase domain-containing protein 17 2
19095454 10.1016/j.bmc.2008.11.067 Canis familiaris 1
16516466 10.1016/j.bmcl.2006.02.015 Homo sapiens 1
16516466 10.1016/j.bmcl.2006.02.015 Pan troglodytes 1
16516466 10.1016/j.bmcl.2006.02.015 A disintegrin and metalloproteinase with thrombospondin motifs 5 1
16516466 10.1016/j.bmcl.2006.02.015 A disintegrin and metalloproteinase with thrombospondin motifs 4 1
16516466 10.1016/j.bmcl.2006.02.015 A disintegrin and metalloproteinase with thrombospondin motifs 1 1
16516466 10.1016/j.bmcl.2006.02.015 Matrix metalloproteinase-16 1
16516466 10.1016/j.bmcl.2006.02.015 Mus musculus 1
16516466 10.1016/j.bmcl.2006.02.015 Matrix metalloproteinase-15 1
16516466 10.1016/j.bmcl.2006.02.015 Matrix metalloproteinase-14 1
16516466 10.1016/j.bmcl.2006.02.015 Neutrophil collagenase 1
16516466 10.1016/j.bmcl.2006.02.015 Matrilysin 1
16516466 10.1016/j.bmcl.2006.02.015 Stromelysin-1 1
16516466 10.1016/j.bmcl.2006.02.015 Caco-2 1
16516466 10.1016/j.bmcl.2006.02.015 Collagenase 3 1
16516466 10.1016/j.bmcl.2006.02.015 Matrix metalloproteinase-9 1
16516466 10.1016/j.bmcl.2006.02.015 72 kDa type IV collagenase 1

Data from ChEMBL 36 via Core Engine