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Compound Detail

CHEMBL242509

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O=C(CN1CC=CC[C@H](NC(=O)c2ccc3ccccc3c2)C1=O)N[C@H]1CC(=O)OC1O

Basic Information

ChEMBL ID CHEMBL242509
Phase Preclinical
Structure Type MOL
InChI Key DXXBCUNHPRDBPM-JOHXPNBHSA-N
3
Targets
3
Activities
1
Assay Types
7
PK Parameters
5
Publications
0
Known Names

Molecular Properties

437.4
MW (Da)
0.48
ALogP
6
HBA
3
HBD
125.0
PSA (Ų)
0.46
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H23N3O6
MW 437.45
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -0.29

Activity Summary

IC50 3 meas. best 7.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Caspase-1
CHEMBL4801
IC50 7.85 7.85 14.0 1
THP-1
CHEMBL614245
IC50 7.0 7.0 100.0 1
Caspase-8
CHEMBL3776
IC50 5.67 5.67 2160.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 320.0 ng.hr.mL-1 Rattus norvegicus
AUC 1970.0 ng.hr.mL-1 Rattus norvegicus
Cmax 15521.77 nM Rattus norvegicus
Cmax 603.5 nM Rattus norvegicus
F 2.0 % Rattus norvegicus
T1/2 1.3 hr Rattus norvegicus
T1/2 0.2 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Caspase-1 IC50 = 14.0 nM 7.85 Inhibition of ICE 17127070
THP-1 IC50 = 100.0 nM 7.0 Inhibition of IL1-beta production in THP1 cells 17127070
Caspase-8 IC50 = 2160.0 nM 5.67 Inhibition of caspase 8 17127070

Literature References

PubMed DOI Target Context # Activities
17127070 10.1016/j.bmc.2006.11.011 Rattus norvegicus 7
17127070 10.1016/j.bmc.2006.11.011 Caspase-1 1
17127070 10.1016/j.bmc.2006.11.011 Caspase-8 1
17127070 10.1016/j.bmc.2006.11.011 THP-1 1
17127070 10.1016/j.bmc.2006.11.011 Caspase-3 1

Data from ChEMBL 36 via Core Engine