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Compound Detail

CHEMBL538364

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COc1ccc(-c2ccc(/C=C/C=C/C(=O)NO)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL538364
Phase Preclinical
Structure Type MOL
InChI Key FXNPBRHKCIZIAB-ZUVMSYQZSA-N
5
Targets
7
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

295.3
MW (Da)
3.44
ALogP
3
HBA
2
HBD
58.6
PSA (Ų)
0.38
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 C18H17NO3
MW 295.34
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness 0.26

Activity Summary

IC50 7 meas. best 6.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
IGROV-1
CHEMBL613984
 IC50 6.24 6.06 570.0 3
Histone deacetylase 8
CHEMBL3192
 IC50 5.81 5.81 1560.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.7 5.7 2010.0 1
HCT-116
CHEMBL394
 IC50 5.62 5.62 2400.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 5.49 5.49 3260.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
IGROV-1 IC50 = 570.0 nM 6.24 Antiproliferative activity against human IGROV1 cells after 72 hrs 19084294
IGROV-1 IC50 = 570.0 nM 6.24 Antiproliferative activity against human IGROV1 cells assessed as growth inhibit... 24742384
Histone deacetylase 8 IC50 = 1560.0 nM 5.81 Inhibition of human HDAC8 using fluorogenic tetrapeptide RHKKAc as substrate 24742384
IGROV-1 IC50 = 2010.0 nM 5.7 Antiproliferative activity against cisplatin-resistant human IGROV1 cells after ... 19084294
NON-PROTEIN TARGET IC50 = 2010.0 nM 5.7 Antiproliferative activity against p53 defective cis-platinum-resistant human IG... 24742384
HCT-116 IC50 = 2400.0 nM 5.62 Antiproliferative activity against human HCT116 cells assessed as growth inhibit... 24742384
Histone deacetylase 6 IC50 = 3260.0 nM 5.49 Inhibition of human HDAC6 using fluorogenic tetrapeptide RHKKAc as substrate 24742384

Literature References

PubMed DOI Target Context # Activities
19084294 10.1016/j.ejmech.2008.11.005 Histone deacetylase 6
19084294 10.1016/j.ejmech.2008.11.005 Histone deacetylase 6 6
19084294 10.1016/j.ejmech.2008.11.005 IGROV-1 4
19084294 10.1016/j.ejmech.2008.11.005 Mus musculus 2
24742384 10.1016/j.ejmech.2014.04.021 IGROV-1 2
24742384 10.1016/j.ejmech.2014.04.021 NON-PROTEIN TARGET 2
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 2 1
24742384 10.1016/j.ejmech.2014.04.021 Polyamine deacetylase HDAC10 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 9 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 7 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 5 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 4 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 3 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 1 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 6 1
24742384 10.1016/j.ejmech.2014.04.021 HCT-116 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 8 1
19084294 10.1016/j.ejmech.2008.11.005 HCT-116 1
19084294 10.1016/j.ejmech.2008.11.005 NB-4 1
19084294 10.1016/j.ejmech.2008.11.005 Histone deacetylase 2 1

Data from ChEMBL 36 via Core Engine