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Compound Detail

CHEMBL227036

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O=C1C(=O)N(Cc2ccc(Br)cc2)c2ccc(S(=O)(=O)N3CCC[C@H]3COc3cccnc3)cc21

Basic Information

ChEMBL ID CHEMBL227036
Phase Preclinical
Structure Type MOL
InChI Key ZUPAARUJOOKFLI-IBGZPJMESA-N
3
Targets
4
Activities
1
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

556.4
MW (Da)
3.81
ALogP
6
HBA
0
HBD
96.9
PSA (Ų)
0.41
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H22BrN3O5S
MW 556.44
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -1.42

Activity Summary

IC50 4 meas. best 8.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Caspase-3
CHEMBL2334
IC50 8.44 8.44 3.6 2
Caspase-7
CHEMBL3468
IC50 8.18 8.18 6.6 1
Caspase-6
CHEMBL3308
IC50 5.3 5.3 5025.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Caspase-3 IC50 = 3.6 nM 8.44 Inhibition of human recombinant caspase 3 17585855
Caspase-3 IC50 = 3.631 nM 8.44 Inhibition of caspase3 22503362
Caspase-7 IC50 = 6.6 nM 8.18 Inhibition of human recombinant caspase 7 17585855
Caspase-6 IC50 = 5025.0 nM 5.3 Inhibition of human recombinant caspase 6 17585855

Literature References

PubMed DOI Target Context # Activities
17585855 10.1021/jm070506t Caspase-1 1
17585855 10.1021/jm070506t Caspase-3 1
17585855 10.1021/jm070506t Caspase-6 1
17585855 10.1021/jm070506t Caspase-7 1
17585855 10.1021/jm070506t Caspase-8 1
17585855 10.1021/jm070506t No relevant target 1
22503362 10.1016/j.bmc.2012.03.041 Caspase-3 1

Data from ChEMBL 36 via Core Engine