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Compound Detail

CHEMBL41100

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N#Cc1ccc(-c2ccc(OCC(CN3C(=O)CNC3=O)N(O)C=O)cc2)cc1

Basic Information

ChEMBL ID CHEMBL41100
Phase Preclinical
Structure Type MOL
InChI Key JXKUSYFOHKHALF-UHFFFAOYSA-N
2
Targets
3
Activities
1
Assay Types
4
PK Parameters
4
Publications
0
Known Names

Molecular Properties

394.4
MW (Da)
1.37
ALogP
6
HBA
2
HBD
123.0
PSA (Ų)
0.30
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H18N4O5
MW 394.39
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.84

Activity Summary

IC50 3 meas. best 5.09

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
72 kDa type IV collagenase
CHEMBL333
IC50 5.09 5.09 8200.0 1
Stromelysin-1
CHEMBL283
IC50 4.85 4.85 14000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 59.8 uM hr l-1 Macaca fascicularis
AUC 68.0 uM hr l-1 Macaca fascicularis
F 100.0 % Macaca fascicularis
T1/2 7.3 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 = 8200.0 nM 5.09 In vitro inhibition of Matrix metalloprotease-2 11412979
Stromelysin-1 IC50 = 14000.0 nM 4.85 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