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Compound Detail

CHEMBL99988

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COc1ccc(C(=O)c2cc(OC)c(OC)c(OC)c2)cc1N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL99988
Phase Preclinical
Structure Type MOL
InChI Key DYUQYMALNRVYFE-UHFFFAOYSA-N
14
Targets
19
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

317.3
MW (Da)
2.53
ALogP
6
HBA
1
HBD
80.0
PSA (Ų)
0.65
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H19NO5
MW 317.34
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.01

Activity Summary

IC50 19 meas. best 7.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
B16
CHEMBL381
 IC50 7.52 7.52 30.0 1
HL-60
CHEMBL383
 IC50 7.52 7.52 30.0 1
HeLa
CHEMBL399
 IC50 7.52 7.37 30.0 2
KB
CHEMBL398
 IC50 7.51 7.505 31.0 2
HT-29
CHEMBL384
 IC50 7.5 7.4267 32.0 3
TSGH
CHEMBL615018
 IC50 7.48 7.48 33.0 1
A549
CHEMBL392
 IC50 7.24 7.24 57.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.1 7.1 80.0 1
COLO 205
CHEMBL614561
 IC50 6.7 6.7 200.0 1
Tubulin
CHEMBL2094134
 IC50 6.52 6.52 300.0 1
Tubulin
CHEMBL2095182
 IC50 6.22 6.22 600.0 1
PC-3
CHEMBL390
 IC50 5.96 5.96 1100.0 1
Unchecked
CHEMBL612545
 IC50 5.82 5.82 1500.0 2
DU-145
CHEMBL613508
 IC50 5.68 5.68 2100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HL-60 IC50 = 30.0 nM 7.52 Cytotoxicity against human HL60 cells after 72 hrs by XTT assay 19647439
B16 IC50 = 30.0 nM 7.52 Cytotoxicity against mouse B16 cells after 72 hrs by MTT assay 24736114
HeLa IC50 = 30.0 nM 7.52 Cytotoxicity against human HeLa cells after 72 hrs by XTT assay 19647439
KB IC50 = 31.0 nM 7.51 In vitro cytotoxic activity against human KB-VIN10 cell line overexpressing P-gp... 15139768
KB IC50 = 32.0 nM 7.5 In vitro cytotoxic activity against human KB cell line of epidermoid carcinoma 15139768
HT-29 IC50 = 32.0 nM 7.5 Cytotoxicity against human HT-29 cells after 72 hrs by XTT assay 19647439
HT-29 IC50 = 33.0 nM 7.48 In vitro cytotoxic activity against human HT-29 cell line of colorectal carcinom... 15139768
TSGH IC50 = 33.0 nM 7.48 In vitro cytotoxic activity against human TSGH cell line of stomach carcinoma 15139768
HT-29 IC50 = 50.0 nM 7.3 Cytotoxicity against human HT-29 cells after 72 hrs by MTT assay 24736114
A549 IC50 = 57.0 nM 7.24 Cytotoxicity against human A549 cells after 72 hrs by XTT assay 19647439
HeLa IC50 = 60.0 nM 7.22 Cytotoxicity against human HeLa cells after 72 hrs by MTT assay 24736114
NON-PROTEIN TARGET IC50 = 80.0 nM 7.1 Cytotoxicity against human ME180 cells after 72 hrs by MTT assay 24736114
COLO 205 IC50 = 200.0 nM 6.7 Cytotoxicity against human COLO205 cells after 72 hrs by MTT assay 24736114
Tubulin IC50 = 300.0 nM 6.52 Inhibitory concentration required against MAP-rich tubulin polymerization 15139768
Tubulin IC50 = 600.0 nM 6.22 Inhibition of tubulin (unknown origin) polymerization measured for 1 hr by fluor... 24736114
PC-3 IC50 = 1100.0 nM 5.96 Cytotoxicity against human PC3 cells after 72 hrs by MTT assay 24736114
Unchecked IC50 = 1500.0 nM 5.82 Inhibition of calf brain tubulin polymerization after 20 mins by turbidimetric m... 19647439
Unchecked IC50 = 1500.0 nM 5.82 Inhibition of bovine brain tubulin polymerization after 30 mins by turbidimetry ... 21920767
DU-145 IC50 = 2100.0 nM 5.68 Cytotoxicity against human DU145 cells after 72 hrs by MTT assay 24736114

Literature References

PubMed DOI Target Context # Activities
24736114 10.1016/j.bmcl.2014.03.076 HeLa 9
24736114 10.1016/j.bmcl.2014.03.076 Tubulin 3
19647439 10.1016/j.bmc.2009.07.012 Unchecked 2
15139768 10.1021/jm0305974 KB 2
21920767 10.1016/j.bmc.2011.08.047 Unchecked 1
24736114 10.1016/j.bmcl.2014.03.076 HT-29 1
24736114 10.1016/j.bmcl.2014.03.076 COLO 205 1
24736114 10.1016/j.bmcl.2014.03.076 PC-3 1
24736114 10.1016/j.bmcl.2014.03.076 DU-145 1
24736114 10.1016/j.bmcl.2014.03.076 NON-PROTEIN TARGET 1
21920767 10.1016/j.bmc.2011.08.047 HT-29 1
21920767 10.1016/j.bmc.2011.08.047 A549 1
21920767 10.1016/j.bmc.2011.08.047 HL-60 1
19647439 10.1016/j.bmc.2009.07.012 HL-60 1
19647439 10.1016/j.bmc.2009.07.012 A549 1
19647439 10.1016/j.bmc.2009.07.012 HeLa 1
19647439 10.1016/j.bmc.2009.07.012 HT-29 1
15139768 10.1021/jm0305974 Tubulin alpha chain 1
15139768 10.1021/jm0305974 Tubulin 1
15139768 10.1021/jm0305974 TSGH 1

Data from ChEMBL 36 via Core Engine