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Compound Detail

CHEMBL270050

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COc1ccc(CNC(=O)c2cc3c(=O)n(Cc4ccc(C(=O)O)cc4)cnc3cn2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL270050
Phase Preclinical
Structure Type MOL
InChI Key YOFJHCFIKFPSLE-UHFFFAOYSA-N
2
Targets
4
Activities
1
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

444.4
MW (Da)
2.48
ALogP
7
HBA
2
HBD
123.4
PSA (Ų)
0.45
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 C24H20N4O5
MW 444.45
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -1.04

Activity Summary

IC50 4 meas. best 8.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Collagenase 3
CHEMBL280
 IC50 8.17 7.9533 6.7 3
Organic anion transporter 3
CHEMBL1641348
 IC50 4.23 4.23 59000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 13400.0 ng.hr.mL-1 Rattus norvegicus
AUC 1010.0 - Rattus norvegicus
CL 7.6 mL.min-1.kg-1 Rattus norvegicus
F 73.0 % Rattus norvegicus
T1/2 3.9 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Collagenase 3 IC50 = 6.72 nM 8.17 Inhibition of human MMP13 catalytic domain 18251495
Collagenase 3 IC50 = 6.72 nM 8.17 Inhibition of MMP13 18790648
Collagenase 3 IC50 = 30.5 nM 7.52 Inhibition of human MMP13 18251495
Organic anion transporter 3 IC50 = 59000.0 nM 4.23 Inhibition of human OAT3 expressed in HEK cells assessed as reduction of [3H]-es... 26653735

Literature References

PubMed DOI Target Context # Activities
18251495 10.1021/jm701274v Rattus norvegicus 7
18251495 10.1021/jm701274v Collagenase 3 2
18251495 10.1021/jm701274v Oryctolagus cuniculus 2
26653735 10.1021/acs.jmedchem.5b01434 Organic anion transporter 3 1
18251495 10.1021/jm701274v Interstitial collagenase 1
18790648 10.1016/j.bmc.2008.08.058 Stromelysin-1 1
18790648 10.1016/j.bmc.2008.08.058 Neutrophil collagenase 1
18790648 10.1016/j.bmc.2008.08.058 Collagenase 3 1
18790648 10.1016/j.bmc.2008.08.058 Matrilysin 1
18790648 10.1016/j.bmc.2008.08.058 Matrix metalloproteinase-9 1
18790648 10.1016/j.bmc.2008.08.058 Matrix metalloproteinase-14 1
18790648 10.1016/j.bmc.2008.08.058 Macrophage metalloelastase 1
18251495 10.1021/jm701274v Matrix metalloproteinase-17 1
18251495 10.1021/jm701274v No relevant target 1
18251495 10.1021/jm701274v 72 kDa type IV collagenase 1
18251495 10.1021/jm701274v Stromelysin-1 1
18251495 10.1021/jm701274v Matrilysin 1
18251495 10.1021/jm701274v Neutrophil collagenase 1
18251495 10.1021/jm701274v Matrix metalloproteinase-9 1
18251495 10.1021/jm701274v Macrophage metalloelastase 1

Data from ChEMBL 36 via Core Engine