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Compound Detail

CHEMBL208009

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Cc1cc(COc2ccc(C(=O)NC3(CC(=O)NO)CCNCC3)cc2)c2ccccc2n1

Basic Information

ChEMBL ID CHEMBL208009
Phase Preclinical
Structure Type MOL
InChI Key BODLESUVCQEUII-UHFFFAOYSA-N
8
Targets
8
Activities
2
Assay Types
16
PK Parameters
20
Publications
0
Known Names

Molecular Properties

448.5
MW (Da)
2.87
ALogP
6
HBA
4
HBD
112.6
PSA (Ų)
0.33
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 C25H28N4O4
MW 448.52
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.69

Activity Summary

Ki 6 meas. best 7.75
IC50 2 meas. best 8.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Disintegrin and metalloproteinase domain-containing protein 17
CHEMBL3332
IC50 8.72 8.72 1.9 1
Matrilysin
CHEMBL4073
Ki 7.75 7.75 18.0 1
Disintegrin and metalloproteinase domain-containing protein 17
CHEMBL3706
IC50 7.44 7.44 36.0 1
Stromelysin-1
CHEMBL283
Ki 7.04 7.04 91.0 1
A disintegrin and metalloproteinase with thrombospondin motifs 5
CHEMBL2285
Ki 7.01 7.01 97.0 1
Neutrophil collagenase
CHEMBL4588
Ki 6.66 6.66 217.0 1
A disintegrin and metalloproteinase with thrombospondin motifs 1
CHEMBL5133
Ki 6.11 6.11 776.0 1
A disintegrin and metalloproteinase with thrombospondin motifs 4
CHEMBL2318
Ki 5.74 5.74 1834.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 980.02 ng.hr.mL-1 Canis lupus familiaris
AUC 153.84 ng.hr.mL-1 Canis lupus familiaris
AUC 5095.19 ng.hr.mL-1 Rattus norvegicus
AUC 3748.73 ng.hr.mL-1 Rattus norvegicus
CL 5.0 mL.min-1.kg-1 Canis lupus familiaris
CL 10.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 126.0 nM Canis lupus familiaris
Cmax 2484.0 nM Rattus norvegicus
F 8.0 % Canis lupus familiaris
F 17.0 % Rattus norvegicus
T1/2 1.5 hr Canis lupus familiaris
T1/2 2.1 hr Canis lupus familiaris
T1/2 2.1 hr Rattus norvegicus
T1/2 2.2 hr Rattus norvegicus
Tmax 0.63 hr Canis lupus familiaris
Tmax 0.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16516466 10.1016/j.bmcl.2006.02.015 Canis familiaris 10
16516466 10.1016/j.bmcl.2006.02.015 Rattus norvegicus 10
16516466 10.1016/j.bmcl.2006.02.015 No relevant target 2
16516466 10.1016/j.bmcl.2006.02.015 Disintegrin and metalloproteinase domain-containing protein 17 2
16516466 10.1016/j.bmcl.2006.02.015 Matrix metalloproteinase-14 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 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