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Compound Detail

CHEMBL75302

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CC1(C)NC(=O)N(CC(CS(=O)(=O)c2ccc(Oc3ccc(Cl)cc3)cc2)N(O)C=O)C1=O

Basic Information

ChEMBL ID CHEMBL75302
Phase Preclinical
Structure Type MOL
InChI Key LSWGUPLJLWZCIM-UHFFFAOYSA-N
3
Targets
4
Activities
1
Assay Types
2
PK Parameters
6
Publications
0
Known Names

Molecular Properties

495.9
MW (Da)
2.45
ALogP
7
HBA
2
HBD
133.3
PSA (Ų)
0.24
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 C21H22ClN3O7S
MW 495.94
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -1.10

Activity Summary

IC50 4 meas. best 9.49

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
72 kDa type IV collagenase
CHEMBL333
IC50 9.49 9.49 0.3 1
Matrix metalloproteinase-9
CHEMBL321
IC50 9.02 8.225 1.0 2
Interstitial collagenase
CHEMBL332
IC50 7.05 7.05 90.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 8430.98 ng.hr.mL-1 Simiiformes
T1/2 5.6 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
11754593 10.1021/jm0103920 Interstitial collagenase 1
11754593 10.1021/jm0103920 72 kDa type IV collagenase 1
11754593 10.1021/jm0103920 Matrix metalloproteinase-9 1
11754593 10.1021/jm0103920 Cynomolgus monkey 1
11754593 10.1021/jm0103920 ADMET 1
24900330 10.1021/ml200031m Matrix metalloproteinase-9 1

Data from ChEMBL 36 via Core Engine