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Compound Detail

CHEMBL1269181

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Cc1ccc(CNC(=O)[C@H](CCc2ccccc2)NC(=O)[C@H](CCc2ccccc2)NC(=O)[C@H](CCc2ccccc2)NC(=O)c2cnc(C)cn2)cc1

Basic Information

ChEMBL ID CHEMBL1269181
Phase Preclinical
Structure Type MOL
InChI Key ORAVQZCTZZMRFE-IGMOWHQGSA-N
3
Targets
5
Activities
1
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

724.9
MW (Da)
5.38
ALogP
6
HBA
4
HBD
142.2
PSA (Ų)
0.10
QED
2
Ro5 Violations
18
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C44H48N6O4
MW 724.91
Aromatic Rings 5
Heavy Atoms 54
NP-Likeness -0.52

Activity Summary

IC50 5 meas. best 7.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Proteasome Macropain subunit MB1
CHEMBL4662
IC50 7.8 7.54 16.0 2
Unchecked
CHEMBL612545
IC50 7.8 7.565 16.0 2
Nuclear factor NF-kappa-B complex
CHEMBL2094258
IC50 7.35 7.35 45.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20875739 10.1016/j.bmcl.2010.09.032 Unchecked 7
- 10.1039/C2MD20060K Proteasome Macropain subunit MB1 2
20875739 10.1016/j.bmcl.2010.09.032 Cathepsin B 1
20875739 10.1016/j.bmcl.2010.09.032 Procathepsin L 1
20875739 10.1016/j.bmcl.2010.09.032 Coagulation factor XII 1
20875739 10.1016/j.bmcl.2010.09.032 Plasminogen 1
20875739 10.1016/j.bmcl.2010.09.032 Prothrombin 1
20875739 10.1016/j.bmcl.2010.09.032 Tissue-type plasminogen activator 1
20875739 10.1016/j.bmcl.2010.09.032 Trypsin 1
20875739 10.1016/j.bmcl.2010.09.032 Calpain-1 catalytic subunit 1
20875739 10.1016/j.bmcl.2010.09.032 ADMET 1
- 10.1039/C2MD20060K Proteasome component C5 1
- 10.1039/C2MD20060K Proteasome Macropain subunit 1
- 10.1039/C2MD20060K Nuclear factor NF-kappa-B complex 1
- 10.1039/C2MD20060K NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine