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Compound Detail

CHEMBL5080049

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COc1ccc(S(=O)(=O)n2ccc(/C=C/C(=O)NO)c2)cc1NC(=O)c1[nH]c(C)c2c1CCCCC2=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5080049
Phase Preclinical
Structure Type MOL
InChI Key DBVNJIZWSYAIOO-JXMROGBWSA-N
14
Targets
16
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

526.6
MW (Da)
3.05
ALogP
8
HBA
4
HBD
159.6
PSA (Ų)
0.16
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H26N4O7S
MW 526.57
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness -0.84

Activity Summary

IC50 10 meas. best 7.34
Kd 6 meas. best 6.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 7.34 7.34 46.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 7.19 7.19 64.0 1
Histone deacetylase 1
CHEMBL325
 IC50 7.03 7.03 93.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 6.68 6.68 208.0 1
Bromodomain-containing protein 2
CHEMBL1293289
 Kd 6.64 6.075 230.0 2
Bromodomain-containing protein 7
CHEMBL3085622
 Kd 6.64 6.64 230.0 1
Bromodomain-containing protein 4
CHEMBL1163125
 Kd 6.1 6.1 790.0 1
Bromodomain-containing protein 3
CHEMBL1795186
 Kd 5.82 5.625 1500.0 2
TALL-1
CHEMBL2366254
 IC50 5.63 5.63 2330.0 1
K562
CHEMBL385
 IC50 5.54 5.54 2900.0 1
HL-60
CHEMBL383
 IC50 5.33 5.33 4630.0 1
HPBALL
CHEMBL4296435
 IC50 5.2 5.2 6310.0 1
HAL-01
CHEMBL2366142
 IC50 5.19 5.19 6410.0 1
REH
CHEMBL2366320
 IC50 5.01 5.01 9760.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 46.0 nM 7.34 Inhibition of human recombinant HDAC6 assessed as fluorescence using fluorogenic... 34582215
Histone deacetylase 3 IC50 = 64.0 nM 7.19 Inhibition of human HDAC3 assessed as target activity using fluorogenic substrat... 34582215
Histone deacetylase 1 IC50 = 93.0 nM 7.03 Inhibition of human recombinant HDAC1 assessed as fluorescence using fluorogenic... 34582215
Histone deacetylase 2 IC50 = 208.0 nM 6.68 Inhibition of human HDAC2 assessed as target activity using fluorogenic substrat... 34582215
Bromodomain-containing protein 2 Kd = 230.0 nM 6.64 Binding affinity to human BRD2 domain 1 assessed as dissociation constant by iso... 34582215
Bromodomain-containing protein 7 Kd = 230.0 nM 6.64 Binding affinity to human BRD7 assessed as dissociation constant by isothermal t... 34582215
Bromodomain-containing protein 4 Kd = 790.0 nM 6.1 Binding affinity to human BRD4 domain 1 (unknown origin) assessed as dissociatio... 34582215
Bromodomain-containing protein 3 Kd = 1500.0 nM 5.82 Binding affinity to human BRD3 domain 1 assessed as dissociation constant by iso... 34582215
TALL-1 IC50 = 2330.0 nM 5.63 Anticancer activity against human TALL-1 cells assessed as cell growth inhibitio... 34582215
K562 IC50 = 2900.0 nM 5.54 Anticancer activity against human K562 cells assessed as cell growth inhibition ... 34582215
Bromodomain-containing protein 2 Kd = 3100.0 nM 5.51 Binding affinity to human BRD2 domain 2 assessed as dissociation constant by iso... 34582215
Bromodomain-containing protein 3 Kd = 3750.0 nM 5.43 Binding affinity to human BRD3 domain 2 assessed as dissociation constant by iso... 34582215
HL-60 IC50 = 4630.0 nM 5.33 Anticancer activity against human HL-60 cells assessed as cell growth inhibition... 34582215
HPBALL IC50 = 6310.0 nM 5.2 Anticancer activity against human HPBALL cells assessed as cell growth inhibitio... 34582215
HAL-01 IC50 = 6410.0 nM 5.19 Anticancer activity against human HAL-01 cells assessed as cell growth inhibitio... 34582215
REH IC50 = 9760.0 nM 5.01 Anticancer activity against human REH cells assessed as cell growth inhibition b... 34582215

Literature References

PubMed DOI Target Context # Activities
34582215 10.1021/acs.jmedchem.1c01119 HPBALL 7
34582215 10.1021/acs.jmedchem.1c01119 Histone deacetylase 3
34582215 10.1021/acs.jmedchem.1c01119 Bromodomain-containing protein 3 2
34582215 10.1021/acs.jmedchem.1c01119 Bromodomain-containing protein 2 2
34582215 10.1021/acs.jmedchem.1c01119 HL-60 2
34582215 10.1021/acs.jmedchem.1c01119 TALL-1 2
34582215 10.1021/acs.jmedchem.1c01119 K562 2
34582215 10.1021/acs.jmedchem.1c01119 MOLT-4 1
34582215 10.1021/acs.jmedchem.1c01119 Bromodomain-containing protein 4 1
34582215 10.1021/acs.jmedchem.1c01119 Histone deacetylase 6 1
34582215 10.1021/acs.jmedchem.1c01119 Histone deacetylase 1 1
34582215 10.1021/acs.jmedchem.1c01119 Bromodomain-containing protein 7 1
34582215 10.1021/acs.jmedchem.1c01119 Histone deacetylase 2 1
34582215 10.1021/acs.jmedchem.1c01119 Histone deacetylase 3 1
34582215 10.1021/acs.jmedchem.1c01119 HAL-01 1
34582215 10.1021/acs.jmedchem.1c01119 REH 1

Data from ChEMBL 36 via Core Engine