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Compound Detail

CHEMBL253032

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Cc1ccc(Oc2ccc(N(C[C@H](NC(C)C)C(=O)NO)S(C)(=O)=O)cc2)cc1

Basic Information

ChEMBL ID CHEMBL253032
Phase Preclinical
Structure Type MOL
InChI Key YMEMYNPRLJHTGN-IBGZPJMESA-N
2
Targets
2
Activities
1
Assay Types
6
PK Parameters
7
Publications
0
Known Names

Molecular Properties

421.5
MW (Da)
2.43
ALogP
6
HBA
3
HBD
108.0
PSA (Ų)
0.42
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H27N3O5S
MW 421.52
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.94

Activity Summary

IC50 2 meas. best 9.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Matrix metalloproteinase-9
CHEMBL321
IC50 9.28 9.28 0.5 1
72 kDa type IV collagenase
CHEMBL333
IC50 8.4 8.4 4.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 250.0 ng.hr.mL-1 Rattus norvegicus
CL 35.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 2680.0 nM Rattus norvegicus
T1/2 0.16 hr Rattus norvegicus
T1/2 0.8167 hr Homo sapiens
T1/2 0.15 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Matrix metalloproteinase-9 IC50 = 0.52 nM 9.28 Inhibition of MMP9 18083558
72 kDa type IV collagenase IC50 = 4.0 nM 8.4 Inhibition of MMP2 18083558

Literature References

PubMed DOI Target Context # Activities
18083558 10.1016/j.bmcl.2007.11.129 Rattus norvegicus 5
18083558 10.1016/j.bmcl.2007.11.129 Liver microsomes 2
18083558 10.1016/j.bmcl.2007.11.129 72 kDa type IV collagenase 1
18083558 10.1016/j.bmcl.2007.11.129 Matrix metalloproteinase-9 1
18083558 10.1016/j.bmcl.2007.11.129 Unchecked 1
18083558 10.1016/j.bmcl.2007.11.129 Interstitial collagenase 1
18083558 10.1016/j.bmcl.2007.11.129 Molecular identity unknown 1

Data from ChEMBL 36 via Core Engine