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Compound Detail

CHEMBL477052

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COc1cccc(/C=C/C(=O)/C=C/c2cccc(OC)c2OC)c1OC

Basic Information

ChEMBL ID CHEMBL477052
Phase Preclinical
Structure Type MOL
InChI Key LSNRKPCFLXRJGN-PHEQNACWSA-N
6
Targets
6
Activities
2
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

354.4
MW (Da)
4.02
ALogP
5
HBA
0
HBD
54.0
PSA (Ų)
0.67
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H22O5
MW 354.40
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness 0.13

Activity Summary

IC50 5 meas. best 5.35
EC50 1 meas. best 4.99

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
KB
CHEMBL398
IC50 5.35 5.35 4500.0 1
NCI-H460
CHEMBL396
IC50 5.17 5.17 6740.0 1
Nuclear factor erythroid 2-related factor 2
CHEMBL1075094
EC50 4.99 4.99 10300.0 1
HL-60
CHEMBL383
IC50 4.61 4.61 24300.0 1
BGC-823
CHEMBL614526
IC50 4.61 4.61 24400.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 4.32 4.32 48000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
21504179 10.1021/jm200017g NCI-H460 47
21504179 10.1021/jm200017g Transcription factor Jun 3
21504179 10.1021/jm200017g Mus musculus 3
29223100 10.1016/j.ejmech.2017.11.048 Nuclear factor erythroid 2-related factor 2 2
19243951 10.1016/j.bmc.2008.10.044 BGC-823 1
19243951 10.1016/j.bmc.2008.10.044 KB 1
19243951 10.1016/j.bmc.2008.10.044 HL-60 1
19243951 10.1016/j.bmc.2008.10.044 NON-PROTEIN TARGET 1
19243951 10.1016/j.bmc.2008.10.044 No relevant target 1
20060305 10.1016/j.bmc.2009.12.045 HCT-116 1
29223100 10.1016/j.ejmech.2017.11.048 Luciferin 4-monooxygenase 1

Data from ChEMBL 36 via Core Engine