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Compound Detail

CHEMBL1164564

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COc1cc(C(=O)OCCCCCCCOC(=O)c2ccc(O)c(OC)c2)ccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1164564
Phase Preclinical
Structure Type MOL
InChI Key LCXOWQVFSXNYSJ-UHFFFAOYSA-N
10
Targets
12
Activities
1
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

432.5
MW (Da)
4.08
ALogP
8
HBA
2
HBD
111.5
PSA (Ų)
0.38
QED
0
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H28O8
MW 432.47
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness 0.15

Activity Summary

IC50 12 meas. best 6.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 6.7 6.7 200.0 1
B16-F10
CHEMBL612656
 IC50 5.0 5.0 10000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.36 4.3333 44000.0 3
PC-3
CHEMBL390
 IC50 4.36 4.36 44000.0 1
LoVo
CHEMBL614721
 IC50 4.36 4.36 44000.0 1
OE33
CHEMBL1075556
 IC50 4.33 4.33 47000.0 1
A549
CHEMBL392
 IC50 4.29 4.29 51000.0 1
MCF7
CHEMBL387
 IC50 4.25 4.25 56000.0 1
T98G
CHEMBL614775
 IC50 4.24 4.24 58000.0 1
NHDF
CHEMBL614200
 IC50 4.09 4.09 81000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 200.0 nM 6.7 Inhibition of recombinant human HDAC6 expressed in baculovirus infected sf9 cell... 29133060
B16-F10 IC50 = 10000.0 nM 5.0 Anticancer activity against mouse B16F10 cells after 24 hrs by MTT assay 20466556
LoVo IC50 = 44000.0 nM 4.36 Anticancer activity against human LoVo cells after 24 hrs by MTT assay 20466556
NON-PROTEIN TARGET IC50 = 44000.0 nM 4.36 Anticancer activity against human U373 cells after 24 hrs by MTT assay 20466556
PC-3 IC50 = 44000.0 nM 4.36 Anticancer activity against human PC3 cells after 24 hrs by MTT assay 20466556
NON-PROTEIN TARGET IC50 = 46000.0 nM 4.34 Anticancer activity against human OE21 cells after 24 hrs by MTT assay 20466556
OE33 IC50 = 47000.0 nM 4.33 Anticancer activity against human OE33 cells after 24 hrs by MTT assay 20466556
NON-PROTEIN TARGET IC50 = 50000.0 nM 4.3 Anticancer activity against human Hs683 cells after 24 hrs by MTT assay 20466556
A549 IC50 = 51000.0 nM 4.29 Anticancer activity against human A549 cells after 24 hrs by MTT assay 20466556
MCF7 IC50 = 56000.0 nM 4.25 Anticancer activity against human MCF7 cells after 24 hrs by MTT assay 20466556
T98G IC50 = 58000.0 nM 4.24 Anticancer activity against human T98G cells after 24 hrs by MTT assay 20466556
NHDF IC50 = 81000.0 nM 4.09 Cytotoxicity against human NHDF cells by MTT assay 20466556

Literature References

PubMed DOI Target Context # Activities
20466556 10.1016/j.bmc.2010.04.047 NON-PROTEIN TARGET 3
20466556 10.1016/j.bmc.2010.04.047 A549 1
20466556 10.1016/j.bmc.2010.04.047 LoVo 1
20466556 10.1016/j.bmc.2010.04.047 T98G 1
20466556 10.1016/j.bmc.2010.04.047 No relevant target 1
20466556 10.1016/j.bmc.2010.04.047 NHDF 1
20466556 10.1016/j.bmc.2010.04.047 ADMET 1
20466556 10.1016/j.bmc.2010.04.047 B16-F10 1
20466556 10.1016/j.bmc.2010.04.047 OE33 1
20466556 10.1016/j.bmc.2010.04.047 PC-3 1
20466556 10.1016/j.bmc.2010.04.047 MCF7 1
29133060 10.1016/j.ejmech.2017.10.040 Histone deacetylase 6 1

Data from ChEMBL 36 via Core Engine