Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL17362

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCCOC(=O)/C=C/c1ccc(O)c(O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL17362
Phase Preclinical
Structure Type MOL
InChI Key BPJXSLLUNRTWHM-GQCTYLIASA-N
17
Targets
23
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

222.2
MW (Da)
2.06
ALogP
4
HBA
2
HBD
66.8
PSA (Ų)
0.46
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C12H14O4
MW 222.24
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness 0.80

Activity Summary

IC50 20 meas. best 5.82
EC50 3 meas. best 6.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RAW264.7
CHEMBL612557
 EC50 6.36 5.47 440.0 2
HeLa
CHEMBL399
 IC50 5.82 5.18 1510.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.41 4.966 3870.0 5
A549
CHEMBL392
 IC50 5.36 5.36 4390.0 1
BeWo
CHEMBL614525
 IC50 5.29 5.29 5180.0 1
NCI-H1299
CHEMBL612255
 IC50 5.23 5.23 5850.0 1
NCI-H460
CHEMBL396
 IC50 5.15 5.15 7010.0 1
NCI-H157
CHEMBL614783
 IC50 5.14 5.14 7160.0 1
LOX IMVI
CHEMBL614096
 IC50 5.12 5.12 7500.0 1
HOP-62
CHEMBL614643
 IC50 5.11 5.11 7810.0 1
M14
CHEMBL614317
 IC50 4.87 4.87 13500.0 1
Radical scavenging activity
CHEMBL613712
 IC50 4.85 4.85 14200.0 1
Calu-1
CHEMBL613505
 IC50 4.75 4.75 17700.0 1
NCI-H1792
CHEMBL1075525
 IC50 4.66 4.66 22100.0 1
Amyloid-beta precursor protein
CHEMBL2487
 EC50 4.61 4.61 24700.0 1
SiHa
CHEMBL612542
 IC50 4.36 4.36 44190.0 1
LNCaP
CHEMBL612518
 IC50 4.22 4.22 60700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
RAW264.7 EC50 = 440.0 nM 6.36 Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells assess... 18667320
HeLa IC50 = 1510.0 nM 5.82 Cytotoxicity against human HeLa cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 3870.0 nM 5.41 Cytotoxicity against human SKBR cells after 72 hrs by alamar blue assay 22954735
A549 IC50 = 4390.0 nM 5.36 Cytotoxicity against human A549 cells after 72 hrs by alamar blue assay 22954735
BeWo IC50 = 5180.0 nM 5.29 Antitumor activity against human Bewo cells assessed as inhibition of cell growt... 25160837
NCI-H1299 IC50 = 5850.0 nM 5.23 Cytotoxicity against human NCI-H1299 cells after 72 hrs by alamar blue assay 22954735
NCI-H460 IC50 = 7010.0 nM 5.15 Cytotoxicity against human H460 cells after 72 hrs by alamar blue assay 22954735
NCI-H157 IC50 = 7160.0 nM 5.14 Cytotoxicity against human NCI-H157 cells after 72 hrs by alamar blue assay 22954735
LOX IMVI IC50 = 7500.0 nM 5.12 Cytotoxicity against human LOXIMVI cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 7580.0 nM 5.12 Cytotoxicity against human 292G cells after 72 hrs by alamar blue assay 22954735
HOP-62 IC50 = 7810.0 nM 5.11 Cytotoxicity against human HOP62 cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 11800.0 nM 4.93 Antitumor activity against human HL60 cells assessed as inhibition of cell growt... 25160837
NON-PROTEIN TARGET IC50 = 12400.0 nM 4.91 Cytotoxicity against human M4E cells after 72 hrs by alamar blue assay 22954735
M14 IC50 = 13500.0 nM 4.87 Cytotoxicity against human M14 cells after 72 hrs by alamar blue assay 22954735
Radical scavenging activity IC50 = 14200.0 nM 4.85 Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins ... 24080105
Calu-1 IC50 = 17700.0 nM 4.75 Cytotoxicity against human Calu1 cells after 72 hrs by alamar blue assay 22954735
NCI-H1792 IC50 = 22100.0 nM 4.66 Cytotoxicity against human NCI-H1792 cells after 72 hrs by alamar blue assay 22954735
Amyloid-beta precursor protein EC50 = 24700.0 nM 4.61 Inhibition of QD-labeled amyloid beta (1 to 42) (unknown origin) aggregation aft... 28759879
RAW264.7 EC50 = 26420.0 nM 4.58 Cytotoxicity against mouse RAW264.7 cells assessed as cell survival after 24 hrs... 18667320
HeLa IC50 = 28610.0 nM 4.54 Antitumor activity against human HeLa cells assessed as inhibition of cell growt... 25160837

Literature References

PubMed DOI Target Context # Activities
24582984 10.1016/j.bmcl.2014.02.005 Candida albicans 4
22954735 10.1016/j.bmcl.2012.08.038 NON-PROTEIN TARGET 4
18667320 10.1016/j.bmc.2008.07.006 RAW264.7 3
25160837 10.1016/j.bmcl.2014.08.024 NON-PROTEIN TARGET 2
28759879 10.1016/j.ejmech.2017.07.026 Unchecked 2
24080105 10.1016/j.bmc.2013.08.057 LNCaP 2
28759879 10.1016/j.ejmech.2017.07.026 No relevant target 2
22954735 10.1016/j.bmcl.2012.08.038 NCI-H157 1
24080105 10.1016/j.bmc.2013.08.057 Radical scavenging activity 1
22954735 10.1016/j.bmcl.2012.08.038 Calu-1 1
22954735 10.1016/j.bmcl.2012.08.038 M14 1
22954735 10.1016/j.bmcl.2012.08.038 HOP-62 1
22954735 10.1016/j.bmcl.2012.08.038 LOX IMVI 1
11354370 10.1016/s0960-894x(01)00165-2 B16 1
22954735 10.1016/j.bmcl.2012.08.038 NCI-H460 1
22954735 10.1016/j.bmcl.2012.08.038 NCI-H1299 1
22954735 10.1016/j.bmcl.2012.08.038 A549 1
22954735 10.1016/j.bmcl.2012.08.038 HeLa 1
18952420 10.1016/j.bmcl.2008.10.046 Human immunodeficiency virus type 1 integrase 1
11354370 10.1016/s0960-894x(01)00165-2 A-431 1

Data from ChEMBL 36 via Core Engine