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Compound Detail

CHEMBL258497

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COc1cc(O)c(C(=O)/C=C/c2ccccc2OC)c(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL258497
Phase Preclinical
Structure Type MOL
InChI Key KKTYCZKXENFEJP-CMDGGOBGSA-N
8
Targets
9
Activities
1
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

314.3
MW (Da)
3.31
ALogP
5
HBA
1
HBD
65.0
PSA (Ų)
0.65
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C18H18O5
MW 314.34
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness 0.37

Activity Summary

IC50 9 meas. best 5.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.42 5.42 3800.0 1
HCT-116
CHEMBL394
 IC50 5.04 5.04 9200.0 1
PC-3
CHEMBL390
 IC50 5.02 5.02 9600.0 1
RL
CHEMBL2366175
 IC50 5.0 5.0 10100.0 1
Caco-2
CHEMBL614058
 IC50 5.0 5.0 10000.0 1
MCF7
CHEMBL387
 IC50 4.98 4.98 10500.0 1
NCI-H727
CHEMBL1075545
 IC50 4.96 4.96 11000.0 1
HaCaT
CHEMBL614392
 IC50 4.96 4.96 10900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET IC50 = 3800.0 nM 5.42 Antimelanogenic activity in mouse B16F10 cells assessed as inhibition of melanin... 25597012
HCT-116 IC50 = 9200.0 nM 5.04 Cytotoxicity against human HCT116 cells assessed as cell viability after 48 hrs ... 28214231
PC-3 IC50 = 9600.0 nM 5.02 Cytotoxicity against human PC3 cells assessed as cell viability after 48 hrs by ... 28214231
Caco-2 IC50 = 10000.0 nM 5.0 Cytotoxicity against human Caco2 cells assessed as cell viability after 48 hrs b... 28214231
RL IC50 = 10100.0 nM 5.0 Cytotoxicity against human RL assessed as cell viability after 48 hrs by Hoechst... 28214231
MCF7 IC50 = 10500.0 nM 4.98 Cytotoxicity against human MCF7 assessed as cell viability after 48 hrs by Hoech... 28214231
NCI-H727 IC50 = 11000.0 nM 4.96 Cytotoxicity against human NCI-H727 cells assessed as cell viability after 48 hr... 28214231
HaCaT IC50 = 10900.0 nM 4.96 Cytotoxicity against human HaCaT cells assessed as cell viability after 48 hrs b... 28214231

Literature References

PubMed DOI Target Context # Activities
28214231 10.1016/j.bmc.2017.01.049 HCT-116 12
28214231 10.1016/j.bmc.2017.01.049 PC-3 11
28214231 10.1016/j.bmc.2017.01.049 Caco-2 7
28214231 10.1016/j.bmc.2017.01.049 Unchecked 7
28214231 10.1016/j.bmc.2017.01.049 HaCaT 7
28214231 10.1016/j.bmc.2017.01.049 NCI-H727 7
28214231 10.1016/j.bmc.2017.01.049 Huh-7 6
28214231 10.1016/j.bmc.2017.01.049 MDA-MB-231 6
28214231 10.1016/j.bmc.2017.01.049 MCF7 5
19853459 10.1016/j.bmc.2009.10.002 Radical scavenging activity 4
19853459 10.1016/j.bmc.2009.10.002 NON-PROTEIN TARGET 3
22449016 10.1021/jm2016528 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
28214231 10.1016/j.bmc.2017.01.049 Fibroblast 2
25597012 10.1016/j.bmcl.2014.12.082 Tyrosinase 1
25597012 10.1016/j.bmcl.2014.12.082 NON-PROTEIN TARGET 1
18293907 10.1021/jm0708331 K562 1
19853459 10.1016/j.bmc.2009.10.002 No relevant target 1
19853459 10.1016/j.bmc.2009.10.002 Unchecked 1
28214231 10.1016/j.bmc.2017.01.049 RL 1

Data from ChEMBL 36 via Core Engine