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Compound Detail

CHEMBL106389

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COc1ccc(-c2coc(=O)n2-c2cc(OC)c(OC)c(OC)c2)cc1N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL106389
Phase Preclinical
Structure Type MOL
InChI Key GYMYLXGYLHGXDH-UHFFFAOYSA-N
5
Targets
11
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

372.4
MW (Da)
2.71
ALogP
8
HBA
1
HBD
98.1
PSA (Ų)
0.66
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 C19H20N2O6
MW 372.38
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.22

Activity Summary

IC50 11 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
B16
CHEMBL381
 IC50 8.96 8.96 1.1 2
MCF7
CHEMBL387
 IC50 8.96 7.8167 1.1 3
PC-3
CHEMBL390
 IC50 8.96 8.78 1.1 2
A549
CHEMBL392
 IC50 8.96 8.665 1.1 2
HCT-116
CHEMBL394
 IC50 8.96 8.725 1.1 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
B16 IC50 = 1.1 nM 8.96 Concentration which produces 50% inhibition of growth of murine melanoma B16 cel... 11714613
A549 IC50 = 1.1 nM 8.96 Cytotoxicity against human A549 cells assessed as reduction in cell growth 31669850
MCF7 IC50 = 1.1 nM 8.96 Cytotoxicity against human MCF7 cells assessed as reduction in cell growth 31669850
HCT-116 IC50 = 1.1 nM 8.96 Cytotoxicity against human HCT116 cells assessed as reduction in cell growth 31669850
B16 IC50 = 1.1 nM 8.96 Cytotoxicity against mouse B16 cells assessed as reduction in cell growth 31669850
PC-3 IC50 = 1.1 nM 8.96 Cytotoxicity against human PC3 cells assessed as reduction in cell growth 31669850
MCF7 IC50 = 1.8 nM 8.74 Concentration which produces 50% inhibition of growth of human breast tumor MCF-... 11714613
PC-3 IC50 = 2.5 nM 8.6 Concentration which produces 50% inhibition of growth of prostate tumor cell lin... 11714613
HCT-116 IC50 = 3.2 nM 8.49 Concentration which produces 50% inhibition of growth of human colon tumor HCT 1... 11714613
A549 IC50 = 4.3 nM 8.37 Concentration which produces 50% inhibition of growth of human lung carcinoma ce... 11714613
MCF7 IC50 = 1800.0 nM 5.75 Cytotoxicity activity against human MCF7 cells assessed as reduction in cell via... 30396033

Literature References

PubMed DOI Target Context # Activities
11714613 10.1016/s0960-894x(01)00622-9 B16 4
11714613 10.1016/s0960-894x(01)00622-9 HCT-116 1
11714613 10.1016/s0960-894x(01)00622-9 MCF7 1
11714613 10.1016/s0960-894x(01)00622-9 A549 1
11714613 10.1016/s0960-894x(01)00622-9 PC-3 1
30396033 10.1016/j.ejmech.2018.10.054 MCF7 1
31669850 10.1016/j.ejmech.2019.111784 A549 1
31669850 10.1016/j.ejmech.2019.111784 MCF7 1
31669850 10.1016/j.ejmech.2019.111784 HCT-116 1
31669850 10.1016/j.ejmech.2019.111784 B16 1
31669850 10.1016/j.ejmech.2019.111784 PC-3 1

Data from ChEMBL 36 via Core Engine