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Compound Detail

CHEMBL288592

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CCN1C(=O)N(CC(COc2ccc(-c3ccc(C#N)cc3)cc2)N(O)C=O)C(=O)C1(C)C

Basic Information

ChEMBL ID CHEMBL288592
Phase Preclinical
Structure Type MOL
InChI Key XJIQVSMHQQCBEO-UHFFFAOYSA-N
2
Targets
3
Activities
1
Assay Types
4
PK Parameters
4
Publications
0
Known Names

Molecular Properties

450.5
MW (Da)
2.88
ALogP
6
HBA
1
HBD
114.2
PSA (Ų)
0.27
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 C24H26N4O5
MW 450.50
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -0.68

Activity Summary

IC50 3 meas. best 4.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
72 kDa type IV collagenase
CHEMBL333
IC50 4.92 4.92 12000.0 1
Stromelysin-1
CHEMBL283
IC50 4.57 4.57 27000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 12.3 uM hr l-1 Macaca fascicularis
AUC - - Macaca fascicularis
F - % Macaca fascicularis
T1/2 1.8 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
72 kDa type IV collagenase IC50 = 12000.0 nM 4.92 In vitro inhibition of Matrix metalloprotease-2 11412979
Stromelysin-1 IC50 = 27000.0 nM 4.57 In vitro inhibition of Matrix metalloprotease-3 11412979

Literature References

PubMed DOI Target Context # Activities
11412979 10.1016/s0960-894x(01)00031-2 ADMET 4
11412979 10.1016/s0960-894x(01)00031-2 72 kDa type IV collagenase 1
11412979 10.1016/s0960-894x(01)00031-2 Stromelysin-1 1
11412979 10.1016/s0960-894x(01)00031-2 Interstitial collagenase 1

Data from ChEMBL 36 via Core Engine