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Compound Detail

CHEMBL402393

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O=C(N[C@@H]1CCOC[C@@H]1C(=O)NO)c1ccc(Cc2c(C(F)(F)F)nn3ccccc23)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL402393
Phase Preclinical
Structure Type MOL
InChI Key SXDMGWZDRWQMPS-DLBZAZTESA-N
2
Targets
3
Activities
1
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

462.4
MW (Da)
2.58
ALogP
6
HBA
3
HBD
105.0
PSA (Ų)
0.40
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H21F3N4O4
MW 462.43
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.84

Activity Summary

IC50 3 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Disintegrin and metalloproteinase domain-containing protein 17
CHEMBL3332
 IC50 9.0 9.0 1.0 2
Blood
CHEMBL613416
 IC50 6.77 6.77 171.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1657.35 ng.hr.mL-1 Rattus norvegicus
AUC 4.671 ng.hr.mL-1 Rattus norvegicus
CL 10.0 mL.min-1.kg-1 Rattus norvegicus
F 90.0 % Rattus norvegicus
T1/2 3.4 hr Rattus norvegicus
T1/2 1.9 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 IC50 = 1.0 nM 9.0 Inhibition of pig TACE 18282708
Disintegrin and metalloproteinase domain-containing protein 17 IC50 = 1.0 nM 9.0 Inhibition of pig TACE 18790648
Blood IC50 = 171.0 nM 6.77 Inhibition of LPS-induced TNFalpha release in human whole blood 18282708

Literature References

PubMed DOI Target Context # Activities
18282708 10.1016/j.bmcl.2008.01.120 Rattus norvegicus 7
18282708 10.1016/j.bmcl.2008.01.120 Collagenase 3 1
18790648 10.1016/j.bmc.2008.08.058 Interstitial collagenase 1
18790648 10.1016/j.bmc.2008.08.058 Matrix metalloproteinase-14 1
18790648 10.1016/j.bmc.2008.08.058 Macrophage metalloelastase 1
18790648 10.1016/j.bmc.2008.08.058 Stromelysin-2 1
18790648 10.1016/j.bmc.2008.08.058 Matrix metalloproteinase-15 1
18790648 10.1016/j.bmc.2008.08.058 Disintegrin and metalloproteinase domain-containing protein 17 1
18282708 10.1016/j.bmcl.2008.01.120 ADMET 1
18282708 10.1016/j.bmcl.2008.01.120 Matrix metalloproteinase-15 1
18282708 10.1016/j.bmcl.2008.01.120 Matrix metalloproteinase-14 1
18282708 10.1016/j.bmcl.2008.01.120 Disintegrin and metalloproteinase domain-containing protein 17 1
18282708 10.1016/j.bmcl.2008.01.120 Stromelysin-2 1
18282708 10.1016/j.bmcl.2008.01.120 Matrix metalloproteinase-9 1
18282708 10.1016/j.bmcl.2008.01.120 Neutrophil collagenase 1
18282708 10.1016/j.bmcl.2008.01.120 Interstitial collagenase 1
18282708 10.1016/j.bmcl.2008.01.120 Macrophage metalloelastase 1
18282708 10.1016/j.bmcl.2008.01.120 Matrilysin 1
18282708 10.1016/j.bmcl.2008.01.120 Stromelysin-1 1
18282708 10.1016/j.bmcl.2008.01.120 72 kDa type IV collagenase 1

Data from ChEMBL 36 via Core Engine