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Compound Detail

CHEMBL153529

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COc1cc(OC)c2c(-c3ccc(OC)c(O)c3)cc(=O)oc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL153529
Phase Preclinical
Structure Type MOL
InChI Key KOAAZLIOOBKJEK-UHFFFAOYSA-N
6
Targets
11
Activities
1
Assay Types
1
PK Parameters
18
Publications
0
Known Names

Molecular Properties

328.3
MW (Da)
3.19
ALogP
6
HBA
1
HBD
78.1
PSA (Ų)
0.74
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C18H16O6
MW 328.32
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness 0.66

Activity Summary

IC50 11 meas. best 7.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CCRF-CEM
CHEMBL382
 IC50 7.08 7.08 83.0 4
K562
CHEMBL385
 IC50 7.06 7.03 88.0 2
ADMET
CHEMBL612558
 IC50 7.06 7.06 87.0 1
HBL-100
CHEMBL614811
 IC50 7.06 7.06 88.0 1
NCI-H460
CHEMBL396
 IC50 6.92 6.92 120.0 1
HCT-116
CHEMBL394
 IC50 6.68 6.595 210.0 2

Pharmacokinetic Data

Parameter Value Units Species
Ka 3.75 10'5/M Ovis aries

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CCRF-CEM IC50 = 83.0 nM 7.08 Inhibitory activity against CEM human leukemia cell line 14640552
CCRF-CEM IC50 = 83.0 nM 7.08 Cytotoxicity against human CEM cells 19914747
CCRF-CEM IC50 = 83.0 nM 7.08 Cytotoxicity against human CEM cells assessed as cell growth inhibition measured... 27155469
CCRF-CEM IC50 = 83.0 nM 7.08 Cytotoxicity against human CEM assessed as reduction in cell growth measured aft... 27494166
ADMET IC50 = 87.0 nM 7.06 Cytotoxicity against human HBL100 cells 19914747
HBL-100 IC50 = 88.0 nM 7.06 Cytotoxicity against human HBL100 cells after 72 hrs by MTT assay 21488686
K562 IC50 = 88.0 nM 7.06 Cytotoxicity against drug-resistant human K562 cells overexpressing P-gp after 4... 21488686
K562 IC50 = 100.0 nM 7.0 Cytotoxicity against drug-sensitive human K562 cells after 48 hrs by MTT assay 21488686
NCI-H460 IC50 = 120.0 nM 6.92 Cytotoxic activity against human non-small lung carcinoma cell line H460 16040242
HCT-116 IC50 = 210.0 nM 6.68 Cytotoxicity against drug-sensitive human HCT116 cells after 48 hrs by MTT assay 21488686
HCT-116 IC50 = 310.0 nM 6.51 Cytotoxicity against drug-resistant human HCT116 cells overexpressing BCRP after... 21488686

Literature References

PubMed DOI Target Context # Activities
21488686 10.1021/jm901826e HCT-116 6
21488686 10.1021/jm901826e K562 6
19914747 10.1016/j.ejmech.2009.10.022 Leishmania donovani 2
19914747 10.1016/j.ejmech.2009.10.022 Unchecked 2
21488686 10.1021/jm901826e Unchecked 2
21488686 10.1021/jm901826e HBL-100 1
27494166 10.1016/j.ejmech.2016.07.057 CCRF-CEM 1
27155469 10.1016/j.ejmech.2016.03.087 Unchecked 1
27155469 10.1016/j.ejmech.2016.03.087 CCRF-CEM 1
21488686 10.1021/jm901826e ATP-binding cassette sub-family B member 5 1
21488686 10.1021/jm901826e Broad substrate specificity ATP-binding cassette transporter ABCG2 1
14640552 10.1021/jm030903d CCRF-CEM 1
19914747 10.1016/j.ejmech.2009.10.022 ADMET 1
19914747 10.1016/j.ejmech.2009.10.022 CCRF-CEM 1
19914747 10.1016/j.ejmech.2009.10.022 Plasmodium falciparum 1
19914747 10.1016/j.ejmech.2009.10.022 THP-1 1
16040242 10.1016/j.bmcl.2005.06.045 DNA topoisomerase 1 1
16040242 10.1016/j.bmcl.2005.06.045 NCI-H460 1

Data from ChEMBL 36 via Core Engine