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Compound Detail

CHEMBL5563126

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COc1cc(OC)c(/C=C/S(=O)(=O)Cc2ccc(OC)c(NC(=O)CCC(=O)NO)c2)c(OC)c1

Basic Information

ChEMBL ID CHEMBL5563126
Phase Preclinical
Structure Type MOL
InChI Key AUWBCLDCSRIWGM-MDZDMXLPSA-N
22
Targets
22
Activities
1
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

508.6
MW (Da)
2.53
ALogP
9
HBA
3
HBD
149.5
PSA (Ų)
0.29
QED
1
Ro5 Violations
12
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H28N2O9S
MW 508.55
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -0.33

Activity Summary

IC50 22 meas. best 8.02

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 3
CHEMBL1829
IC50 8.02 8.02 9.6 1
Histone deacetylase 1
CHEMBL325
IC50 7.94 7.94 11.5 1
Histone deacetylase 2
CHEMBL1937
IC50 7.71 7.71 19.6 1
K562
CHEMBL385
IC50 7.7 7.7 20.0 1
Serine/threonine-protein kinase PLK1
CHEMBL3024
IC50 7.69 7.69 20.5 1
Histone deacetylase 6
CHEMBL1865
IC50 7.1 7.1 79.9 1
NCI-H1975
CHEMBL614348
IC50 7.1 7.1 80.0 1
Polyamine deacetylase HDAC10
CHEMBL5103
IC50 7.09 7.09 81.8 1
Histone deacetylase 4
CHEMBL3524
IC50 7.08 7.08 84.1 1
Histone deacetylase 11
CHEMBL3310
IC50 7.06 7.06 86.4 1
Histone deacetylase 8
CHEMBL3192
IC50 7.05 7.05 89.8 1
Histone deacetylase 9
CHEMBL4145
IC50 7.04 7.04 91.3 1
PANC-1
CHEMBL614139
IC50 6.96 6.96 110.0 1
HT-29
CHEMBL384
IC50 6.92 6.92 120.0 1
Histone deacetylase 5
CHEMBL2563
IC50 6.84 6.84 145.1 1
MV4-11
CHEMBL613835
IC50 6.82 6.82 150.0 1
Histone deacetylase 7
CHEMBL2716
IC50 6.73 6.73 184.4 1
A549
CHEMBL392
IC50 6.68 6.68 210.0 1
MCF7
CHEMBL387
IC50 6.62 6.62 240.0 1
SGC-7901
CHEMBL614909
IC50 6.58 6.58 260.0 1
A-431
CHEMBL614069
IC50 6.48 6.48 330.0 1
HepG2
CHEMBL395
IC50 5.78 5.78 1680.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 36.25 mL.min-1.kg-1 Homo sapiens
CL 70.15 mL.min-1.kg-1 Rattus norvegicus
CL 379.25 mL.min-1.kg-1 Mus musculus
T1/2 0.7992 hr Homo sapiens
T1/2 0.59 hr Rattus norvegicus
T1/2 0.2398 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 3 IC50 = 9.61 nM 8.02 Inhibition of HDAC3 (unknown origin) 38261411
Histone deacetylase 1 IC50 = 11.47 nM 7.94 Inhibition of HDAC1 (unknown origin) 38261411
Histone deacetylase 2 IC50 = 19.58 nM 7.71 Inhibition of HDAC2 (unknown origin) 38261411
K562 IC50 = 20.0 nM 7.7 Cytotoxicity against human K562 cells assessed as inhibition of cell growth incu... 38261411
Serine/threonine-protein kinase PLK1 IC50 = 20.5 nM 7.69 Inhibition of PLK1 (unknown origin) 38261411
NCI-H1975 IC50 = 80.0 nM 7.1 Cytotoxicity against human NCI-H1975 cells assessed as inhibition of cell growth... 38261411
Histone deacetylase 6 IC50 = 79.9 nM 7.1 Inhibition of HDAC6 (unknown origin) 38261411
Polyamine deacetylase HDAC10 IC50 = 81.75 nM 7.09 Inhibition of HDAC10 (unknown origin) 38261411
Histone deacetylase 4 IC50 = 84.13 nM 7.08 Inhibition of HDAC4 (unknown origin) 38261411
Histone deacetylase 11 IC50 = 86.37 nM 7.06 Inhibition of HDAC11 (unknown origin) 38261411
Histone deacetylase 8 IC50 = 89.76 nM 7.05 Inhibition of HDAC8 (unknown origin) 38261411
Histone deacetylase 9 IC50 = 91.28 nM 7.04 Inhibition of HDAC9 (unknown origin) 38261411
PANC-1 IC50 = 110.0 nM 6.96 Cytotoxicity against human PANC-1 cells assessed as inhibition of cell growth in... 38261411
HT-29 IC50 = 120.0 nM 6.92 Cytotoxicity against human HT-29 cells assessed as inhibition of cell growth inc... 38261411
Histone deacetylase 5 IC50 = 145.05 nM 6.84 Inhibition of HDAC5 (unknown origin) 38261411
MV4-11 IC50 = 150.0 nM 6.82 Cytotoxicity against human MV4-11 cells assessed as inhibition of cell growth in... 38261411
Histone deacetylase 7 IC50 = 184.36 nM 6.73 Inhibition of HDAC7 (unknown origin) 38261411
A549 IC50 = 210.0 nM 6.68 Cytotoxicity against human A549 cells assessed as inhibition of cell growth incu... 38261411
MCF7 IC50 = 240.0 nM 6.62 Cytotoxicity against human MCF7 cells assessed as inhibition of cell growth incu... 38261411
SGC-7901 IC50 = 260.0 nM 6.58 Cytotoxicity against human SGC-7901 cells assessed as inhibition of cell growth ... 38261411

Literature References

Data from ChEMBL 36 via Core Engine