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

CHEMBL2012363

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
COc1cc2c(c3c1OCO3)-c1c(cc(OC)c3c1OCO3)CN(CCc1ccc3c(c1)OCO3)C2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2012363
Phase Preclinical
Structure Type MOL
InChI Key QFXQKNLKCNIEMR-UHFFFAOYSA-N
5
Targets
11
Activities
2
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

491.5
MW (Da)
4.12
ALogP
9
HBA
0
HBD
77.1
PSA (Ų)
0.52
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H25NO8
MW 491.50
Aromatic Rings 3
Heavy Atoms 36
NP-Likeness 0.19

Activity Summary

IC50 10 meas. best 6.92
EC50 1 meas. best 6.91

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
K562/A02
CHEMBL4296448
 IC50 6.92 6.82 120.0 2
K562/A02
CHEMBL4296448
 EC50 6.91 6.91 122.0 1
Unchecked
CHEMBL612545
 IC50 5.75 5.4125 1780.0 4
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.33 4.33 46880.0 1
K562
CHEMBL385
 IC50 4.29 4.28 51350.0 2
MDA-MB-231
CHEMBL400
 IC50 4.06 4.06 88000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
K562/A02 IC50 = 120.0 nM 6.92 Reversal of multi-drug resistance in human K562/A02 cells assessed as ADR IC50 36708676
K562/A02 EC50 = 122.0 nM 6.91 Reversal of adriamycin resistance in human K562/A02 cells incubated for 48 hrs 36708676
K562/A02 IC50 = 190.0 nM 6.72 Reversal of multi-drug resistance in human K562/A02 cells assessed as ADR IC50 a... 36708676
Unchecked IC50 = 1780.0 nM 5.75 Reversal of p-glycoprotein-mediated multidrug-resistant in human K562/A02 cells ... 22405646
Unchecked IC50 = 2470.0 nM 5.61 Reversal of p-glycoprotein-mediated multidrug-resistant in human K562/A02 cells ... 22405646
Unchecked IC50 = 5030.0 nM 5.3 Reversal of p-glycoprotein-mediated multidrug-resistant in human K562/A02 cells ... 22405646
Unchecked IC50 = 10290.0 nM 4.99 Reversal of p-glycoprotein-mediated multidrug-resistant in human K562/A02 cells ... 22405646
NON-PROTEIN TARGET IC50 = 46880.0 nM 4.33 Cytotoxicity against human K562/A02 cells expressing p-glycoprotein after 72 hrs... 22405646
K562 IC50 = 51350.0 nM 4.29 Cytotoxicity against human K562 cells assessed as reduction in cell viability af... 29335204
K562 IC50 = 53720.0 nM 4.27 Cytotoxicity against human K562 cells after 72 hrs by MTS assay 22405646
MDA-MB-231 IC50 = 88000.0 nM 4.06 Cytotoxicity against human MDA-MB-231 cells after 72 hrs by MTT assay 30542532

Literature References

PubMed DOI Target Context # Activities
22405646 10.1016/j.ejmech.2012.02.034 Unchecked 9
30542532 10.1039/C8MD00294K MDA-MB-231 8
22405646 10.1016/j.ejmech.2012.02.034 ATP-dependent translocase ABCB1 7
22405646 10.1016/j.ejmech.2012.02.034 K562 5
36708676 10.1016/j.ejmech.2023.115150 K562/A02 5
22405646 10.1016/j.ejmech.2012.02.034 ADMET 2
29335204 10.1016/j.ejmech.2018.01.019 Unchecked 2
30542532 10.1039/C8MD00294K Matrix metalloproteinase-9 2
30542532 10.1039/C8MD00294K 72 kDa type IV collagenase 2
22405646 10.1016/j.ejmech.2012.02.034 NON-PROTEIN TARGET 1
29335204 10.1016/j.ejmech.2018.01.019 K562/A02 1
29335204 10.1016/j.ejmech.2018.01.019 K562 1

Data from ChEMBL 36 via Core Engine