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Compound Detail

CHEMBL1643903

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COc1ccc(-c2oc3c(OC)c(OC)c(OC)c(O)c3c(=O)c2OC)cc1N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1643903
Phase Preclinical
Structure Type MOL
InChI Key RBTFYFDMKCQMIB-UHFFFAOYSA-N
14
Targets
18
Activities
1
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

403.4
MW (Da)
2.79
ALogP
9
HBA
2
HBD
122.6
PSA (Ų)
0.60
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 C20H21NO8
MW 403.39
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness 1.16

Activity Summary

IC50 18 meas. best 8.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
K562
CHEMBL385
 IC50 8.05 8.05 9.0 1
HCT-15
CHEMBL612263
 IC50 7.92 7.92 12.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.85 7.66 14.0 2
HCT-116
CHEMBL394
 IC50 7.6 7.6 25.0 1
KB
CHEMBL398
 IC50 7.6 7.6 25.0 2
A549
CHEMBL392
 IC50 7.5 7.5 32.0 1
MIA PaCa-2
CHEMBL614725
 IC50 7.48 7.48 33.0 1
HL-60
CHEMBL383
 IC50 7.44 7.35 36.0 2
SK-OV-3
CHEMBL614925
 IC50 7.43 7.43 37.0 1
HT-29
CHEMBL384
 IC50 7.3 7.3 50.0 1
HepG2
CHEMBL395
 IC50 7.09 7.09 81.0 1
OVCAR-8
CHEMBL612555
 IC50 6.98 6.98 105.0 1
SF-268
CHEMBL613977
 IC50 6.4 6.4 400.0 1
Unchecked
CHEMBL612545
 IC50 5.05 4.97 9000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
K562 IC50 = 9.0 nM 8.05 Cytotoxicity against human K562 cells after 72 hrs by MTS assay 21146994
HCT-15 IC50 = 12.0 nM 7.92 Cytotoxicity against human HCT15 cells after 72 hrs by MTS assay 21146994
NON-PROTEIN TARGET IC50 = 14.0 nM 7.85 Cytotoxicity against human HL60R cells after 72 hrs by MTS assay 21146994
HCT-116 IC50 = 25.0 nM 7.6 Cytotoxicity against human HCT116 cells after 72 hrs by MTS assay 21146994
KB IC50 = 25.0 nM 7.6 Cytotoxicity against human KB cells after 72 hrs by MTS assay 21146994
KB IC50 = 25.0 nM 7.6 Cytotoxicity against human KB cells after 72 hrs by MTS assay 22257529
A549 IC50 = 32.0 nM 7.5 Cytotoxicity against human A549 cells after 72 hrs by MTS assay 21146994
MIA PaCa-2 IC50 = 33.0 nM 7.48 Cytotoxicity against human MIAPaCa2 cells after 72 hrs by MTS assay 21146994
NON-PROTEIN TARGET IC50 = 34.0 nM 7.47 Cytotoxicity against human MCF7/R cells after 72 hrs by MTS assay 21146994
HL-60 IC50 = 36.0 nM 7.44 Cytotoxicity against human HL60 cells after 72 hrs by MTS assay 21146994
SK-OV-3 IC50 = 37.0 nM 7.43 Cytotoxicity against human SKOV3 cells after 72 hrs by MTS assay 21146994
HT-29 IC50 = 50.0 nM 7.3 Cytotoxicity against human HT-29 cells after 72 hrs by MTS assay 21146994
HL-60 IC50 = 55.0 nM 7.26 Cytotoxicity against human HL60 cells after 72 hrs by MTS assay 22257529
HepG2 IC50 = 81.0 nM 7.09 Cytotoxicity against human HepG2 cells after 72 hrs by MTS assay 21146994
OVCAR-8 IC50 = 105.0 nM 6.98 Cytotoxicity against human OVCAR8 cells after 72 hrs by MTS assay 21146994
SF-268 IC50 = 400.0 nM 6.4 Cytotoxicity against human SF268 cells after 72 hrs by MTS assay 21146994
Unchecked IC50 = 9000.0 nM 5.05 Inhibition of sheep brain tubulin polymerization after 10 mins by turbidimetry a... 22257529
Unchecked IC50 = 13000.0 nM 4.89 Inhibition of sheep brain tubulin polymerization at 2x10'-5 M after 5 mins 21146994

Literature References

PubMed DOI Target Context # Activities
22257529 10.1016/j.bmc.2011.12.038 HL-60 15
21146994 10.1016/j.bmc.2010.11.035 KB 10
21146994 10.1016/j.bmc.2010.11.035 HL-60 8
22257529 10.1016/j.bmc.2011.12.038 Unchecked 2
22257529 10.1016/j.bmc.2011.12.038 KB 2
21146994 10.1016/j.bmc.2010.11.035 NON-PROTEIN TARGET 2
21146994 10.1016/j.bmc.2010.11.035 Unchecked 2
21146994 10.1016/j.bmc.2010.11.035 MIA PaCa-2 1
21146994 10.1016/j.bmc.2010.11.035 K562 1
21146994 10.1016/j.bmc.2010.11.035 SF-268 1
21146994 10.1016/j.bmc.2010.11.035 HepG2 1
21146994 10.1016/j.bmc.2010.11.035 PC-3 1
21146994 10.1016/j.bmc.2010.11.035 A549 1
21146994 10.1016/j.bmc.2010.11.035 SK-OV-3 1
21146994 10.1016/j.bmc.2010.11.035 OVCAR-8 1
21146994 10.1016/j.bmc.2010.11.035 HT-29 1
21146994 10.1016/j.bmc.2010.11.035 HCT-15 1
21146994 10.1016/j.bmc.2010.11.035 HCT-116 1

Data from ChEMBL 36 via Core Engine