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Compound Detail

CHEMBL3235463

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O=C(/C=C/c1ccc(-c2ccc(O)c(C34CC5CC(CC(C5)C3)C4)c2)cc1)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3235463
Phase Preclinical
Structure Type MOL
InChI Key UGGXMNLTFKYUMB-FPYGCLRLSA-N
12
Targets
13
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

389.5
MW (Da)
5.05
ALogP
3
HBA
3
HBD
69.6
PSA (Ų)
0.39
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H27NO3
MW 389.50
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness 0.31

Activity Summary

IC50 13 meas. best 6.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HCT-116
CHEMBL394
 IC50 6.24 6.24 580.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.08 5.985 830.0 2
IGROV-1
CHEMBL613984
 IC50 5.96 5.96 1100.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 5.58 5.58 2640.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 5.55 5.55 2800.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 5.16 5.16 6960.0 1
Histone deacetylase 9
CHEMBL4145
 IC50 4.38 4.38 41400.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 4.25 4.25 55600.0 1
Histone deacetylase 11
CHEMBL3310
 IC50 4.24 4.24 57200.0 1
Histone deacetylase 4
CHEMBL3524
 IC50 4.21 4.21 61400.0 1
Histone deacetylase 7
CHEMBL2716
 IC50 4.12 4.12 75100.0 1
Histone deacetylase 5
CHEMBL2563
 IC50 4.11 4.11 78400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HCT-116 IC50 = 580.0 nM 6.24 Antiproliferative activity against human HCT116 cells assessed as growth inhibit... 24742384
NON-PROTEIN TARGET IC50 = 830.0 nM 6.08 Antiproliferative activity against human H460 cells assessed as growth inhibitio... 24742384
IGROV-1 IC50 = 1100.0 nM 5.96 Antiproliferative activity against human IGROV1 cells assessed as growth inhibit... 24742384
NON-PROTEIN TARGET IC50 = 1300.0 nM 5.89 Antiproliferative activity against p53 defective cis-platinum-resistant human IG... 24742384
Histone deacetylase 2 IC50 = 2640.0 nM 5.58 Inhibition of HDAC2 in human HeLa cells using KI-104 as substrate after 40 mins ... 24742384
Histone deacetylase 6 IC50 = 2800.0 nM 5.55 Inhibition of human HDAC6 using fluorogenic tetrapeptide RHKKAc as substrate 24742384
Histone deacetylase 8 IC50 = 6960.0 nM 5.16 Inhibition of human HDAC8 using fluorogenic tetrapeptide RHKKAc as substrate 24742384
Histone deacetylase 9 IC50 = 41400.0 nM 4.38 Inhibition of human HDAC9 using fluorogenic tetrapeptide RHKKAc as substrate 24742384
Histone deacetylase 3 IC50 = 55600.0 nM 4.25 Inhibition of human HDAC3 complexed with NCOR2 using fluorogenic tetrapeptide RH... 24742384
Histone deacetylase 11 IC50 = 57200.0 nM 4.24 Inhibition of human HDAC11 using fluorogenic tetrapeptide RHKKAc as substrate 24742384
Histone deacetylase 4 IC50 = 61400.0 nM 4.21 Inhibition of human HDAC4 using fluorogenic tetrapeptide RHKKAc as substrate 24742384
Histone deacetylase 7 IC50 = 75100.0 nM 4.12 Inhibition of human HDAC7 using fluorogenic tetrapeptide RHKKAc as substrate 24742384
Histone deacetylase 5 IC50 = 78400.0 nM 4.11 Inhibition of human HDAC5 using fluorogenic tetrapeptide RHKKAc as substrate 24742384

Literature References

PubMed DOI Target Context # Activities
24742384 10.1016/j.ejmech.2014.04.021 NON-PROTEIN TARGET 2
24742384 10.1016/j.ejmech.2014.04.021 HCT-116 1
24742384 10.1016/j.ejmech.2014.04.021 IGROV-1 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 2 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 6 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 9 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 3 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 11 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 4 1
24742384 10.1016/j.ejmech.2014.04.021 Histone deacetylase 8 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 1 1
24742384 10.1016/j.ejmech.2014.04.021 Polyamine deacetylase HDAC10 1

Data from ChEMBL 36 via Core Engine