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Compound Detail

CHEMBL149444

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COc1ccc(S(=O)(=O)Nc2ccc(/C=C/C(=O)Nc3ccccc3N)cc2)cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL149444
Phase Preclinical
Structure Type MOL
InChI Key DNINPOWJJPWIQI-NTEUORMPSA-N
9
Targets
13
Activities
1
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

453.5
MW (Da)
3.74
ALogP
6
HBA
3
HBD
119.8
PSA (Ų)
0.35
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H23N3O5S
MW 453.52
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -1.07

Activity Summary

IC50 13 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HCT-116
CHEMBL394
 IC50 6.0 6.0 1000.0 2
NCI-H446
CHEMBL612440
 IC50 5.7 5.7 2000.0 1
DU-145
CHEMBL613508
 IC50 5.52 5.52 3000.0 1
Histone deacetylase 1
CHEMBL325
 IC50 5.4 5.4 4000.0 3
MDA-MB-231
CHEMBL400
 IC50 5.3 5.3 5000.0 1
MCF7
CHEMBL387
 IC50 5.22 5.22 6000.0 1
T-24
CHEMBL614774
 IC50 5.22 5.22 6000.0 2
SW48
CHEMBL614055
 IC50 5.16 5.16 7000.0 1
A549
CHEMBL392
 IC50 5.05 5.05 9000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HCT-116 IC50 = 1000.0 nM 6.0 Inhibitory concentration against HCT116 cells proliferation 14613312
HCT-116 IC50 = 1000.0 nM 6.0 Inhibitory concentration against colon HCT116 cell line 12593661
NCI-H446 IC50 = 2000.0 nM 5.7 Inhibitory concentration against lung H446 cell line 12593661
DU-145 IC50 = 3000.0 nM 5.52 Inhibitory concentration against prostate DU145 cell line 12593661
Histone deacetylase 1 IC50 = 4000.0 nM 5.4 Inhibitory concentration against human Histone deacetylase 1 14613312
Histone deacetylase 1 IC50 = 4000.0 nM 5.4 Inhibitory activity on partially purified recombinant human Histone deacetylase ... 12593661
Histone deacetylase 1 IC50 = 4000.0 nM 5.4 Inhibition of Histone Deacetylase Enzymatic Assay: For deacetylase assays, 20,00... -
MDA-MB-231 IC50 = 5000.0 nM 5.3 Inhibitory concentration against breast MDA-MB-231 cell line 12593661
T-24 IC50 = 6000.0 nM 5.22 Inhibitory concentration against T24 cells proliferation 14613312
T-24 IC50 = 6000.0 nM 5.22 Inhibitory concentration against bladder T24 cell line 12593661
MCF7 IC50 = 6000.0 nM 5.22 Inhibitory concentration against breast MCF-7 cell line 12593661
SW48 IC50 = 7000.0 nM 5.16 Inhibitory concentration against colon SW48 cell line 12593661
A549 IC50 = 9000.0 nM 5.05 Inhibitory concentration against lung A549 cell line 12593661

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3301361 No relevant target 2
12593661 10.1021/jm020377a HCT-116 2
12593661 10.1021/jm020377a SW48 1
12593661 10.1021/jm020377a HMEC 1
12593661 10.1021/jm020377a Fibroblast MRHF cell line 1
12593661 10.1021/jm020377a MCF7 1
12593661 10.1021/jm020377a MDA-MB-231 1
12593661 10.1021/jm020377a DU-145 1
12593661 10.1021/jm020377a NCI-H446 1
12593661 10.1021/jm020377a A549 1
14613312 10.1021/jm0303094 Histone deacetylase 1 1
12593661 10.1021/jm020377a T-24 1
12593661 10.1021/jm020377a Unchecked 1
12593661 10.1021/jm020377a Histone deacetylase 1 1
14613312 10.1021/jm0303094 T-24 1
14613312 10.1021/jm0303094 HCT-116 1
14613312 10.1021/jm0303094 Histone deacetylase 4 1

Data from ChEMBL 36 via Core Engine