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Compound Detail

CHEMBL5563252

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COc1cc(OC)c(/C=C/S(=O)(=O)Cc2ccc(OC)c(NCC(=O)NO)c2)c(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5563252
Phase Preclinical
Structure Type MOL
InChI Key SONVWPLFNTVESG-BQYQJAHWSA-N
22
Targets
22
Activities
1
Assay Types
12
PK Parameters
20
Publications
0
Known Names

Molecular Properties

466.5
MW (Da)
2.22
ALogP
9
HBA
3
HBD
132.4
PSA (Ų)
0.34
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H26N2O8S
MW 466.51
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -0.37

Activity Summary

IC50 22 meas. best 8.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 3
CHEMBL1829
 IC50 8.05 8.05 9.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 8.0 8.0 10.0 1
Histone deacetylase 1
CHEMBL325
 IC50 7.94 7.94 11.4 1
Serine/threonine-protein kinase PLK1
CHEMBL3024
 IC50 7.75 7.75 17.9 1
K562
CHEMBL385
 IC50 7.7 7.7 20.0 1
HT-29
CHEMBL384
 IC50 7.4 7.4 40.0 1
NCI-H1975
CHEMBL614348
 IC50 7.3 7.3 50.0 1
PANC-1
CHEMBL614139
 IC50 7.3 7.3 50.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 7.17 7.17 67.0 1
Histone deacetylase 11
CHEMBL3310
 IC50 7.14 7.14 72.5 1
Histone deacetylase 4
CHEMBL3524
 IC50 7.12 7.12 75.0 1
Histone deacetylase 5
CHEMBL2563
 IC50 7.12 7.12 75.1 1
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 7.11 7.11 77.5 1
MV4-11
CHEMBL613835
 IC50 7.1 7.1 80.0 1
Histone deacetylase 9
CHEMBL4145
 IC50 7.08 7.08 83.7 1
Histone deacetylase 8
CHEMBL3192
 IC50 7.05 7.05 88.6 1
A549
CHEMBL392
 IC50 7.05 7.05 90.0 1
Histone deacetylase 7
CHEMBL2716
 IC50 6.92 6.92 121.3 1
SGC-7901
CHEMBL614909
 IC50 6.77 6.77 170.0 1
MCF7
CHEMBL387
 IC50 6.62 6.62 240.0 1
A-431
CHEMBL614069
 IC50 6.26 6.26 550.0 1
HepG2
CHEMBL395
 IC50 6.0 6.0 990.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 5190.0 ng.hr.mL-1 Rattus norvegicus
AUC 5200.0 ng.hr.mL-1 Rattus norvegicus
CL 13.99 mL.min-1.kg-1 Homo sapiens
CL 449.81 mL.min-1.kg-1 Rattus norvegicus
CL 191.01 mL.min-1.kg-1 Mus musculus
Cmax 2.8 ug.mL-1 Rattus norvegicus
MRT 1.34 hr Rattus norvegicus
T1/2 2.071 hr Homo sapiens
T1/2 0.092 hr Rattus norvegicus
T1/2 0.4762 hr Mus musculus
T1/2 0.772 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 3 IC50 = 8.97 nM 8.05 Inhibition of HDAC3 (unknown origin) 38261411
Histone deacetylase 2 IC50 = 9.97 nM 8.0 Inhibition of HDAC2 (unknown origin) 38261411
Histone deacetylase 1 IC50 = 11.37 nM 7.94 Inhibition of HDAC1 (unknown origin) 38261411
Serine/threonine-protein kinase PLK1 IC50 = 17.85 nM 7.75 Inhibition of PLK1 (unknown origin) 38261411
K562 IC50 = 20.0 nM 7.7 Cytotoxicity against human K562 cells assessed as inhibition of cell growth incu... 38261411
HT-29 IC50 = 40.0 nM 7.4 Cytotoxicity against human HT-29 cells assessed as inhibition of cell growth inc... 38261411
NCI-H1975 IC50 = 50.0 nM 7.3 Cytotoxicity against human NCI-H1975 cells assessed as inhibition of cell growth... 38261411
PANC-1 IC50 = 50.0 nM 7.3 Cytotoxicity against human PANC-1 cells assessed as inhibition of cell growth in... 38261411
Histone deacetylase 6 IC50 = 67.04 nM 7.17 Inhibition of HDAC6 (unknown origin) 38261411
Histone deacetylase 11 IC50 = 72.54 nM 7.14 Inhibition of HDAC11 (unknown origin) 38261411
Histone deacetylase 5 IC50 = 75.14 nM 7.12 Inhibition of HDAC5 (unknown origin) 38261411
Histone deacetylase 4 IC50 = 75.05 nM 7.12 Inhibition of HDAC4 (unknown origin) 38261411
Polyamine deacetylase HDAC10 IC50 = 77.55 nM 7.11 Inhibition of HDAC10 (unknown origin) 38261411
MV4-11 IC50 = 80.0 nM 7.1 Cytotoxicity against human MV4-11 cells assessed as inhibition of cell growth in... 38261411
Histone deacetylase 9 IC50 = 83.67 nM 7.08 Inhibition of HDAC9 (unknown origin) 38261411
A549 IC50 = 90.0 nM 7.05 Cytotoxicity against human A549 cells assessed as inhibition of cell growth incu... 38261411
Histone deacetylase 8 IC50 = 88.64 nM 7.05 Inhibition of HDAC8 (unknown origin) 38261411
Histone deacetylase 7 IC50 = 121.28 nM 6.92 Inhibition of HDAC7 (unknown origin) 38261411
SGC-7901 IC50 = 170.0 nM 6.77 Cytotoxicity against human SGC-7901 cells assessed as inhibition of cell growth ... 38261411
MCF7 IC50 = 240.0 nM 6.62 Cytotoxicity against human MCF7 cells assessed as inhibition of cell growth incu... 38261411

Literature References

PubMed DOI Target Context # Activities
38261411 10.1021/acs.jmedchem.3c01941 Unchecked 26
38261411 10.1021/acs.jmedchem.3c01941 ADMET 22
38261411 10.1021/acs.jmedchem.3c01941 PANC-1 11
38261411 10.1021/acs.jmedchem.3c01941 HT-29 9
38261411 10.1021/acs.jmedchem.3c01941 Histone deacetylase 3 5
38261411 10.1021/acs.jmedchem.3c01941 Serine/threonine-protein kinase PLK1 3
38261411 10.1021/acs.jmedchem.3c01941 K562 3
38261411 10.1021/acs.jmedchem.3c01941 NCI-H1975 3
38261411 10.1021/acs.jmedchem.3c01941 Histone deacetylase 6 2
38261411 10.1021/acs.jmedchem.3c01941 Histone deacetylase 1 2
38261411 10.1021/acs.jmedchem.3c01941 MCF7 1
38261411 10.1021/acs.jmedchem.3c01941 L02 1
38261411 10.1021/acs.jmedchem.3c01941 HepG2 1
38261411 10.1021/acs.jmedchem.3c01941 SGC-7901 1
38261411 10.1021/acs.jmedchem.3c01941 A-431 1
38261411 10.1021/acs.jmedchem.3c01941 MV4-11 1
38261411 10.1021/acs.jmedchem.3c01941 Histone deacetylase 2 1
38261411 10.1021/acs.jmedchem.3c01941 Histone deacetylase 8 1
38261411 10.1021/acs.jmedchem.3c01941 A549 1
38261411 10.1021/acs.jmedchem.3c01941 Histone deacetylase 5 1

Data from ChEMBL 36 via Core Engine