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Compound Detail

CHEMBL504452

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O=C(/C=C/c1ccccc1Br)/C=C/c1ccccc1Br
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL504452
Phase Preclinical
Structure Type MOL
InChI Key USWOVAGRUBOXNT-WGDLNXRISA-N
7
Targets
9
Activities
1
Assay Types
7
PK Parameters
12
Publications
0
Known Names

Molecular Properties

392.1
MW (Da)
5.51
ALogP
1
HBA
0
HBD
17.1
PSA (Ų)
0.63
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H12Br2O
MW 392.09
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.15

Activity Summary

IC50 9 meas. best 6.94

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
11-beta-hydroxysteroid dehydrogenase 1
CHEMBL4235
 IC50 6.94 6.61 115.0 2
11-beta-hydroxysteroid dehydrogenase 1
CHEMBL2391
 IC50 6.89 6.715 129.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.4 5.4 4000.0 1
NCI-H460
CHEMBL396
 IC50 5.24 5.24 5780.0 1
PC-3
CHEMBL390
 IC50 4.81 4.81 15400.0 1
BGC-823
CHEMBL614526
 IC50 4.79 4.79 16100.0 1
HeLa
CHEMBL399
 IC50 4.47 4.47 34200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 12053.0 ng.hr.mL-1 Rattus norvegicus
AUC 14907.0 ng.hr.mL-1 Rattus norvegicus
Cmax 10456.78 nM Rattus norvegicus
MRT 2.486 hr Rattus norvegicus
MRT 4.157 hr Rattus norvegicus
T1/2 2.92 hr Rattus norvegicus
Tmax 0.25 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
11-beta-hydroxysteroid dehydrogenase 1 IC50 = 115.0 nM 6.94 Inhibition of human 11beta-HSD1 transfected in CHOP cells 23800686
11-beta-hydroxysteroid dehydrogenase 1 IC50 = 129.0 nM 6.89 Inhibition of 11beta-HSD1 in Sprague-Dawley rat leydig cells at 100 uM 23800686
11-beta-hydroxysteroid dehydrogenase 1 IC50 = 288.0 nM 6.54 Inhibition of 11beta-HSD1 in rat testis microsomes using [3H]-11-DHC as substrat... 23800686
11-beta-hydroxysteroid dehydrogenase 1 IC50 = 529.0 nM 6.28 Inhibition of 11beta-HSD1 in human liver microsomes using [3H]-cortisone as subs... 23800686
NON-PROTEIN TARGET IC50 = 4000.0 nM 5.4 Cytotoxicity against human LS 174T cells after 72 hrs by MTT assay 19243951
NCI-H460 IC50 = 5780.0 nM 5.24 Cytotoxicity against human NCI-H460 cells after 72 hrs by MTT assay 21504179
PC-3 IC50 = 15400.0 nM 4.81 Cytotoxicity against human PC3 cells after 72 hrs by MTT assay 19243951
BGC-823 IC50 = 16100.0 nM 4.79 Cytotoxicity against human BGC823 cells after 72 hrs by MTT assay 19243951
HeLa IC50 = 34200.0 nM 4.47 Cytotoxicity against human HeLa cells after 72 hrs by MTT assay 19243951

Literature References

PubMed DOI Target Context # Activities
19243951 10.1016/j.bmc.2008.10.044 Plasma 9
19243951 10.1016/j.bmc.2008.10.044 Rattus norvegicus 8
23800686 10.1016/j.bmcl.2013.05.080 11-beta-hydroxysteroid dehydrogenase 1 6
23800686 10.1016/j.bmcl.2013.05.080 ADMET 2
23800686 10.1016/j.bmcl.2013.05.080 11-beta-hydroxysteroid dehydrogenase type 2 2
19243951 10.1016/j.bmc.2008.10.044 BGC-823 1
19243951 10.1016/j.bmc.2008.10.044 NON-PROTEIN TARGET 1
19243951 10.1016/j.bmc.2008.10.044 PC-3 1
19243951 10.1016/j.bmc.2008.10.044 HeLa 1
19243951 10.1016/j.bmc.2008.10.044 No relevant target 1
21504179 10.1021/jm200017g NCI-H460 1
23800686 10.1016/j.bmcl.2013.05.080 NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine