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Compound Detail

CHEMBL222077

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COCCC1(Oc2ccc(Oc3ccc(-c4nc(-c5ccc(C#N)cc5)co4)cc3)cc2)C(=O)NC(=O)NC1=O

Basic Information

ChEMBL ID CHEMBL222077
Phase Preclinical
Structure Type MOL
InChI Key YDTQINPZBUBYRX-UHFFFAOYSA-N
3
Targets
4
Activities
1
Assay Types
4
PK Parameters
8
Publications
0
Known Names

Molecular Properties

538.5
MW (Da)
4.19
ALogP
9
HBA
2
HBD
152.8
PSA (Ų)
0.30
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H22N4O7
MW 538.52
Aromatic Rings 4
Heavy Atoms 40
NP-Likeness -0.54

Activity Summary

IC50 4 meas. best 9.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Collagenase 3
CHEMBL280
IC50 9.44 9.26 0.4 2
Cartilage
CHEMBL613438
IC50 7.4 7.4 40.0 1
Collagenase 3
CHEMBL4944
IC50 5.14 5.14 7200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3840.0 - Rattus norvegicus
CL 0.63 mL.min-1.kg-1 Rattus norvegicus
Cmax 367674366.78 nM Rattus norvegicus
T1/2 6.9 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Collagenase 3 IC50 = 0.36 nM 9.44 Inhibition of MMP13 18790648
Collagenase 3 IC50 = 0.84 nM 9.08 Inhibition of MMP13 16942871
Cartilage IC50 = 40.0 nM 7.4 Inhibition of bovine nasal cartilage degradation 16942871
Collagenase 3 IC50 = 7200.0 nM 5.14 Inhibition of MMP13 in rat plasma 16942871

Literature References

PubMed DOI Target Context # Activities
18790648 10.1016/j.bmc.2008.08.058 Unchecked 7
16942871 10.1016/j.bmcl.2006.08.066 Unchecked 6
16942871 10.1016/j.bmcl.2006.08.066 Rattus norvegicus 6
16942871 10.1016/j.bmcl.2006.08.066 Collagenase 3 3
16942871 10.1016/j.bmcl.2006.08.066 Cartilage 1
16942871 10.1016/j.bmcl.2006.08.066 Matrix metalloproteinase (1 and 13) 1
16942871 10.1016/j.bmcl.2006.08.066 Plasma 1
18790648 10.1016/j.bmc.2008.08.058 Collagenase 3 1

Data from ChEMBL 36 via Core Engine