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Compound Detail

CHEMBL490372

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CC(C)CCOC(=O)/C=C/c1ccc(O)c(O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL490372
Phase Preclinical
Structure Type MOL
InChI Key ARDWPGKUNNUACS-GQCTYLIASA-N
13
Targets
16
Activities
1
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

250.3
MW (Da)
2.70
ALogP
4
HBA
2
HBD
66.8
PSA (Ų)
0.48
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C14H18O4
MW 250.29
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness 0.87

Activity Summary

IC50 16 meas. best 5.09

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
LOX IMVI
CHEMBL614096
 IC50 5.09 5.09 8030.0 1
NCI-H157
CHEMBL614783
 IC50 5.08 5.08 8250.0 1
A549
CHEMBL392
 IC50 5.06 5.06 8760.0 1
HeLa
CHEMBL399
 IC50 5.03 5.03 9390.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.88 4.6125 13100.0 4
HOP-62
CHEMBL614643
 IC50 4.8 4.8 15700.0 1
NCI-H460
CHEMBL396
 IC50 4.78 4.78 16500.0 1
NCI-H1299
CHEMBL612255
 IC50 4.75 4.75 17900.0 1
Calu-1
CHEMBL613505
 IC50 4.7 4.7 20200.0 1
Radical scavenging activity
CHEMBL613712
 IC50 4.62 4.62 23800.0 1
M14
CHEMBL614317
 IC50 4.51 4.51 30600.0 1
NCI-H1792
CHEMBL1075525
 IC50 4.5 4.5 31900.0 1
LNCaP
CHEMBL612518
 IC50 4.34 4.34 45400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
LOX IMVI IC50 = 8030.0 nM 5.09 Cytotoxicity against human LOXIMVI cells after 72 hrs by alamar blue assay 22954735
NCI-H157 IC50 = 8250.0 nM 5.08 Cytotoxicity against human NCI-H157 cells after 72 hrs by alamar blue assay 22954735
A549 IC50 = 8760.0 nM 5.06 Cytotoxicity against human A549 cells after 72 hrs by alamar blue assay 22954735
HeLa IC50 = 9390.0 nM 5.03 Cytotoxicity against human HeLa cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 13100.0 nM 4.88 Cytotoxicity against human SKBR cells after 72 hrs by alamar blue assay 22954735
HOP-62 IC50 = 15700.0 nM 4.8 Cytotoxicity against human HOP62 cells after 72 hrs by alamar blue assay 22954735
NCI-H460 IC50 = 16500.0 nM 4.78 Cytotoxicity against human H460 cells after 72 hrs by alamar blue assay 22954735
NCI-H1299 IC50 = 17900.0 nM 4.75 Cytotoxicity against human NCI-H1299 cells after 72 hrs by alamar blue assay 22954735
Calu-1 IC50 = 20200.0 nM 4.7 Cytotoxicity against human Calu1 cells after 72 hrs by alamar blue assay 22954735
Radical scavenging activity IC50 = 23800.0 nM 4.62 Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins ... 24080105
NON-PROTEIN TARGET IC50 = 27600.0 nM 4.56 Cytotoxicity against human 292G cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 29100.0 nM 4.54 Cytotoxicity against human M4E cells after 72 hrs by alamar blue assay 22954735
M14 IC50 = 30600.0 nM 4.51 Cytotoxicity against human M14 cells after 72 hrs by alamar blue assay 22954735
NCI-H1792 IC50 = 31900.0 nM 4.5 Cytotoxicity against human NCI-H1792 cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 33800.0 nM 4.47 Cytotoxicity against human H266 cells after 72 hrs by alamar blue assay 22954735
LNCaP IC50 = 45400.0 nM 4.34 Cytotoxicity against human LNCAP cells assessed as reduction in cell viability a... 24080105

Literature References

PubMed DOI Target Context # Activities
22954735 10.1016/j.bmcl.2012.08.038 NON-PROTEIN TARGET 4
29028533 10.1016/j.ejmech.2017.09.064 Trypanosoma brucei 1
1593279 10.1021/np50081a003 Influenza A virus H3N2 1
24080105 10.1016/j.bmc.2013.08.057 LNCaP 1
24080105 10.1016/j.bmc.2013.08.057 Radical scavenging activity 1
22954735 10.1016/j.bmcl.2012.08.038 NCI-H1792 1
22954735 10.1016/j.bmcl.2012.08.038 M14 1
22954735 10.1016/j.bmcl.2012.08.038 Calu-1 1
22954735 10.1016/j.bmcl.2012.08.038 NCI-H1299 1
22954735 10.1016/j.bmcl.2012.08.038 NCI-H460 1
22954735 10.1016/j.bmcl.2012.08.038 HOP-62 1
22954735 10.1016/j.bmcl.2012.08.038 HeLa 1
22954735 10.1016/j.bmcl.2012.08.038 A549 1
22954735 10.1016/j.bmcl.2012.08.038 NCI-H157 1
22954735 10.1016/j.bmcl.2012.08.038 LOX IMVI 1
19628311 10.1016/j.ejmech.2009.06.029 No relevant target 1
19628311 10.1016/j.ejmech.2009.06.029 Mus musculus 1
1593279 10.1021/np50081a003 ADMET 1
1593279 10.1021/np50081a003 Influenza A virus 1

Data from ChEMBL 36 via Core Engine