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

CHEMBL593229

AUREUSIDIN
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
O=C1/C(=C/c2ccc(O)c(O)c2)Oc2cc(O)cc(O)c21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL593229
Name AUREUSIDIN
Phase Preclinical
Structure Type MOL
InChI Key WBEFUVAYFSOUEA-PQMHYQBVSA-N
10
Targets
14
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

286.2
MW (Da)
2.13
ALogP
6
HBA
4
HBD
107.2
PSA (Ų)
0.47
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H10O6
MW 286.24
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness 1.03

Activity Summary

IC50 9 meas. best 5.46
Ki 4 meas. best 6.1
EC50 1 meas. best 4.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 4
CHEMBL3524
 Ki 6.1 6.1 800.0 1
Histone deacetylase 2
CHEMBL1937
 Ki 5.78 5.78 1660.0 1
Histone deacetylase 7
CHEMBL2716
 Ki 5.78 5.78 1660.0 1
Histone deacetylase 8
CHEMBL3192
 Ki 5.78 5.78 1660.0 1
Cyclin-dependent kinase 5/CDK5 activator 1
CHEMBL1907600
 IC50 5.46 5.39 3500.0 2
Unchecked
CHEMBL612545
 IC50 5.32 5.295 4810.0 2
HT-22
CHEMBL614316
 EC50 4.92 4.92 11900.0 1
Histone deacetylase
CHEMBL2093865
 IC50 4.73 4.73 18500.0 1
Histone deacetylase 1
CHEMBL325
 IC50 4.42 4.42 38000.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 4.41 4.41 38900.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 4.31 4.31 48500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 4 Ki = 800.0 nM 6.1 Inhibition of human HDAC4 in HeLa cells extract incubated for 5 mins followed by... 36126323
Histone deacetylase 2 Ki = 1660.0 nM 5.78 Inhibition of human HDAC2 in HeLa cells extract incubated for 5 mins followed by... 36126323
Histone deacetylase 7 Ki = 1660.0 nM 5.78 Inhibition of human HDAC7 in HeLa cells extract incubated for 5 mins followed by... 36126323
Histone deacetylase 8 Ki = 1660.0 nM 5.78 Inhibition of human HDAC8 in HeLa cells extract incubated for 5 mins followed by... 36126323
Cyclin-dependent kinase 5/CDK5 activator 1 IC50 = 3500.0 nM 5.46 Inhibition of CDK5/p25 (unknown origin) after 30 mins by SDS-PAGE analysis 23927974
Cyclin-dependent kinase 5/CDK5 activator 1 IC50 = 4810.0 nM 5.32 Inhibition of CDK5/p25 (unknown origin)-mediated incorporation of gamma33P into ... 23927974
Unchecked IC50 = 4810.0 nM 5.32 Inhibition of CDK5/p25 (unknown origin) 33271454
Unchecked IC50 = 5400.0 nM 5.27 Inhibition of HCV genotype 1b J4 N-terminal His-tagged NS5Bdelta21 polymerase ex... 21699179
HT-22 EC50 = 11900.0 nM 4.92 Neuroprotective activity against glutamate induced-neurotoxicity in mouse HT-22 ... 36126323
Histone deacetylase IC50 = 18500.0 nM 4.73 Inhibition of HDAC in human HeLa cell extract after 15 mins by fluorescence assa... 25455492
Histone deacetylase 1 IC50 = 38000.0 nM 4.42 Inhibition of HDAC1 (unknown origin) after 15 mins by fluorescence assay 25455492
Histone deacetylase 2 IC50 = 38900.0 nM 4.41 Inhibition of HDAC2 (unknown origin) after 15 mins by fluorescence assay 25455492
Histone deacetylase 6 IC50 = 48500.0 nM 4.31 Inhibition of HDAC6 (unknown origin) after 15 mins by fluorescence assay 25455492

Literature References

PubMed DOI Target Context # Activities
23927974 10.1016/j.bmcl.2013.07.020 Cyclin-dependent kinase 5/CDK5 activator 1 7
19853459 10.1016/j.bmc.2009.10.002 Radical scavenging activity 4
19853459 10.1016/j.bmc.2009.10.002 NON-PROTEIN TARGET 3
25455492 10.1016/j.bmcl.2014.10.019 Histone deacetylase 3
35101652 10.1016/j.ejmech.2022.114139 Unchecked 3
36126323 10.1021/acs.jmedchem.2c01150 HT-22 2
21699179 10.1021/jm200242p Unchecked 2
25455492 10.1016/j.bmcl.2014.10.019 ADMET 1
36126323 10.1021/acs.jmedchem.2c01150 Histone deacetylase 7 1
36126323 10.1021/acs.jmedchem.2c01150 Histone deacetylase 2 1
36126323 10.1021/acs.jmedchem.2c01150 Histone deacetylase 4 1
33271454 10.1016/j.bmc.2020.115895 Unchecked 1
25455492 10.1016/j.bmcl.2014.10.019 Retinoic acid receptor beta 1
25455492 10.1016/j.bmcl.2014.10.019 NAD-dependent protein deacetylase sirtuin-2 1
25455492 10.1016/j.bmcl.2014.10.019 HepG2 1
25455492 10.1016/j.bmcl.2014.10.019 MCF7 1
19853459 10.1016/j.bmc.2009.10.002 Unchecked 1
25455492 10.1016/j.bmcl.2014.10.019 Histone deacetylase 6 1
25455492 10.1016/j.bmcl.2014.10.019 Histone deacetylase 2 1
25455492 10.1016/j.bmcl.2014.10.019 Histone deacetylase 1 1

Data from ChEMBL 36 via Core Engine