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Compound Detail

CHEMBL290457

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CN1C(=O)N(CCC(COc2ccc(-c3ccc(C#N)cc3)cc2)N(O)C=O)C(=O)C1(C)C

Basic Information

ChEMBL ID CHEMBL290457
Phase Preclinical
Structure Type MOL
InChI Key RNHVOKXLHUNLLK-UHFFFAOYSA-N
2
Targets
2
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 -0.65

Activity Summary

IC50 2 meas. best 4.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Stromelysin-1
CHEMBL283
IC50 4.77 4.77 17000.0 1
72 kDa type IV collagenase
CHEMBL333
IC50 4.35 4.35 45000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 8.0 uM hr l-1 Macaca fascicularis
AUC 1.8 uM hr l-1 Macaca fascicularis
F 6.0 % Macaca fascicularis
T1/2 0.5 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Stromelysin-1 IC50 = 17000.0 nM 4.77 In vitro inhibition of Matrix metalloprotease-3 11412979
72 kDa type IV collagenase IC50 = 45000.0 nM 4.35 In vitro inhibition of Matrix metalloprotease-2 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