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Compound Detail

CHEMBL478222

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COCCOC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)C(=O)C(=O)NC1CC1

Basic Information

ChEMBL ID CHEMBL478222
Phase Preclinical
Structure Type MOL
InChI Key YMTLBFZBIRMSQH-OALUTQOASA-N
2
Targets
2
Activities
1
Assay Types
3
PK Parameters
5
Publications
0
Known Names

Molecular Properties

447.5
MW (Da)
1.35
ALogP
6
HBA
3
HBD
122.8
PSA (Ų)
0.31
QED
0
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H33N3O6
MW 447.53
Aromatic Rings 1
Heavy Atoms 32
NP-Likeness -0.44

Activity Summary

IC50 2 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Calpain-2 catalytic subunit
CHEMBL4143
IC50 7.0 7.0 100.0 1
Calpain-1 catalytic subunit
CHEMBL3891
IC50 6.96 6.96 110.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 590.74 ng.hr.mL-1 Oryctolagus cuniculus
AUC 850.31 ng.hr.mL-1 Oryctolagus cuniculus
AUC 841.36 ng.hr.mL-1 Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Calpain-2 catalytic subunit IC50 = 100.0 nM 7.0 Inhibition of pig kidney m-calpain 18789863
Calpain-1 catalytic subunit IC50 = 110.0 nM 6.96 Inhibition of human erythrocyte mu-calpain 18789863

Literature References

PubMed DOI Target Context # Activities
18789863 10.1016/j.bmcl.2008.08.089 No relevant target 2
18789863 10.1016/j.bmcl.2008.08.089 ADMET 2
18789863 10.1016/j.bmcl.2008.08.089 Calpain-1 catalytic subunit 1
18789863 10.1016/j.bmcl.2008.08.089 Calpain-2 catalytic subunit 1
18789863 10.1016/j.bmcl.2008.08.089 Cynomolgus monkey 1

Data from ChEMBL 36 via Core Engine