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Compound Detail

CHEMBL2088774

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COc1cc(/C=C/C(=O)OC/C=C/CO[N+](=O)[O-])ccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2088774
Phase Preclinical
Structure Type MOL
InChI Key LBTGXZRSGACPMF-QGZVWANCSA-N
11
Targets
14
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

309.3
MW (Da)
1.72
ALogP
7
HBA
1
HBD
108.1
PSA (Ų)
0.26
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 C14H15NO7
MW 309.27
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 0.56

Activity Summary

IC50 14 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HeLa
CHEMBL399
 IC50 6.0 6.0 1000.0 1
NCI-H1299
CHEMBL612255
 IC50 5.63 5.63 2340.0 1
LOX IMVI
CHEMBL614096
 IC50 5.63 5.63 2360.0 1
Calu-1
CHEMBL613505
 IC50 5.61 5.61 2480.0 1
M14
CHEMBL614317
 IC50 5.41 5.41 3890.0 1
NCI-H157
CHEMBL614783
 IC50 5.37 5.37 4290.0 1
NCI-H1792
CHEMBL1075525
 IC50 5.31 5.31 4860.0 1
NCI-H460
CHEMBL396
 IC50 5.3 5.3 4980.0 1
HOP-62
CHEMBL614643
 IC50 5.29 5.29 5130.0 1
A549
CHEMBL392
 IC50 5.22 5.22 5950.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.18 4.97 6530.0 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HeLa IC50 = 1000.0 nM 6.0 Cytotoxicity against human HeLa cells after 72 hrs by alamar blue assay 22954735
NCI-H1299 IC50 = 2340.0 nM 5.63 Cytotoxicity against human NCI-H1299 cells after 72 hrs by alamar blue assay 22954735
LOX IMVI IC50 = 2360.0 nM 5.63 Cytotoxicity against human LOXIMVI cells after 72 hrs by alamar blue assay 22954735
Calu-1 IC50 = 2480.0 nM 5.61 Cytotoxicity against human Calu1 cells after 72 hrs by alamar blue assay 22954735
M14 IC50 = 3890.0 nM 5.41 Cytotoxicity against human M14 cells after 72 hrs by alamar blue assay 22954735
NCI-H157 IC50 = 4290.0 nM 5.37 Cytotoxicity against human NCI-H157 cells after 72 hrs by alamar blue assay 22954735
NCI-H1792 IC50 = 4860.0 nM 5.31 Cytotoxicity against human NCI-H1792 cells after 72 hrs by alamar blue assay 22954735
NCI-H460 IC50 = 4980.0 nM 5.3 Cytotoxicity against human H460 cells after 72 hrs by alamar blue assay 22954735
HOP-62 IC50 = 5130.0 nM 5.29 Cytotoxicity against human HOP62 cells after 72 hrs by alamar blue assay 22954735
A549 IC50 = 5950.0 nM 5.22 Cytotoxicity against human A549 cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 6530.0 nM 5.18 Cytotoxicity against human SKBR cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 9380.0 nM 5.03 Cytotoxicity against human M4E cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 9790.0 nM 5.01 Cytotoxicity against human H266 cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 21900.0 nM 4.66 Cytotoxicity against human 292G cells after 72 hrs by alamar blue assay 22954735

Literature References

PubMed DOI Target Context # Activities
22954735 10.1016/j.bmcl.2012.08.038 NON-PROTEIN TARGET 4
22954735 10.1016/j.bmcl.2012.08.038 HeLa 1
22954735 10.1016/j.bmcl.2012.08.038 NCI-H1299 1
22954735 10.1016/j.bmcl.2012.08.038 LOX IMVI 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 NCI-H157 1
22954735 10.1016/j.bmcl.2012.08.038 NCI-H1792 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 A549 1

Data from ChEMBL 36 via Core Engine