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Compound Detail

CHEMBL242396

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COc1ccc(/C=C/c2ccc(OC)cc2OC)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL242396
Phase Preclinical
Structure Type MOL
InChI Key YHKPITYDEXXGGJ-QPJJXVBHSA-N
10
Targets
13
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

270.3
MW (Da)
3.88
ALogP
3
HBA
0
HBD
27.7
PSA (Ų)
0.77
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 C17H18O3
MW 270.33
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 0.02

Activity Summary

IC50 12 meas. best 7.24
EC50 1 meas. best 5.34

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytochrome P450 1A1
CHEMBL2231
 IC50 7.24 7.24 57.5 1
Cytochrome P450 1B1
CHEMBL4878
 IC50 6.18 6.18 666.0 1
Cytochrome P450 1A2
CHEMBL3356
 IC50 5.97 5.97 1060.0 1
MCF7
CHEMBL387
 IC50 5.63 5.63 2340.0 1
A2780
CHEMBL614004
 IC50 5.49 5.49 3210.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.48 5.4125 3300.0 4
Nuclear factor erythroid 2-related factor 2
CHEMBL1075094
 EC50 5.34 5.34 4600.0 1
DLD-1
CHEMBL614285
 IC50 5.32 5.32 4740.0 1
NIH3T3
CHEMBL614822
 IC50 5.31 5.31 4900.0 1
A549
CHEMBL392
 IC50 5.29 5.29 5140.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cytochrome P450 1A1 IC50 = 57.5 nM 7.24 Inhibition of human CYP1A1 expressed in Escherichia coli assessed as changes in ... -
Cytochrome P450 1B1 IC50 = 666.0 nM 6.18 Inhibition of human CYP1B1 expressed in Escherichia coli assessed as changes in ... -
Cytochrome P450 1A2 IC50 = 1060.0 nM 5.97 Inhibition of human CYP1A2 expressed in Escherichia coli assessed as changes in ... -
MCF7 IC50 = 2340.0 nM 5.63 Cytotoxicity against human MCF7 cells after 96 hrs by SRB assay 22749392
A2780 IC50 = 3210.0 nM 5.49 Cytotoxicity against human A2780 cells after 96 hrs by SRB assay 22749392
NON-PROTEIN TARGET IC50 = 3300.0 nM 5.48 Cytotoxicity against human 850C cells after 96 hrs by SRB assay 22749392
NON-PROTEIN TARGET IC50 = 3640.0 nM 5.44 Cytotoxicity against human A253 cells after 96 hrs by SRB assay 22749392
NON-PROTEIN TARGET IC50 = 3670.0 nM 5.43 Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay 22749392
Nuclear factor erythroid 2-related factor 2 EC50 = 4600.0 nM 5.34 Activation of Nrf2 (unknown origin) expressed in human HepG2 cells after 5 hrs b... 28126440
DLD-1 IC50 = 4740.0 nM 5.32 Cytotoxicity against human DLD1 cells after 96 hrs by SRB assay 22749392
NIH3T3 IC50 = 4900.0 nM 5.31 Cytotoxicity against mouse NIH/3T3 cells after 96 hrs by SRB assay 22749392
NON-PROTEIN TARGET IC50 = 4980.0 nM 5.3 Cytotoxicity against human Lipo cells after 96 hrs by SRB assay 22749392
A549 IC50 = 5140.0 nM 5.29 Cytotoxicity against human A549 cells after 96 hrs by SRB assay 22749392

Literature References

PubMed DOI Target Context # Activities
22749392 10.1016/j.ejmech.2012.06.015 NON-PROTEIN TARGET 4
17316918 10.1016/j.ejmech.2006.12.012 Unchecked 2
22749392 10.1016/j.ejmech.2012.06.015 A549 2
- 10.1039/C0MD00242A Unchecked 2
28126440 10.1016/j.bmc.2017.01.005 Nuclear factor erythroid 2-related factor 2 2
17316918 10.1016/j.ejmech.2006.12.012 NON-PROTEIN TARGET 1
21215623 10.1016/j.bmcl.2010.12.029 NON-PROTEIN TARGET 1
21215623 10.1016/j.bmcl.2010.12.029 NAD(P)H dehydrogenase [quinone] 1 1
22749392 10.1016/j.ejmech.2012.06.015 NIH3T3 1
22749392 10.1016/j.ejmech.2012.06.015 MCF7 1
22749392 10.1016/j.ejmech.2012.06.015 DLD-1 1
22749392 10.1016/j.ejmech.2012.06.015 A2780 1
- 10.1039/C0MD00242A Cytochrome P450 1B1 1
- 10.1039/C0MD00242A Cytochrome P450 1A2 1
- 10.1039/C0MD00242A Cytochrome P450 1A1 1

Data from ChEMBL 36 via Core Engine