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Compound Detail

CHEMBL402341

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Oc1ccc(-c2cc(=S)ss2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL402341
Phase Preclinical
Structure Type MOL
InChI Key IWBBKLMHAILHAR-UHFFFAOYSA-N
11
Targets
15
Activities
2
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

226.3
MW (Da)
3.91
ALogP
4
HBA
1
HBD
20.2
PSA (Ų)
0.59
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C9H6OS3
MW 226.35
Aromatic Rings 2
Heavy Atoms 13
NP-Likeness 0.08

Activity Summary

IC50 13 meas. best 6.35
EC50 2 meas. best 5.23

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase
CHEMBL2093865
 IC50 6.35 6.35 450.0 2
Aorta
CHEMBL613606
 EC50 5.23 5.0 5900.0 2
HeLa
CHEMBL399
 IC50 5.19 5.19 6480.0 1
DU-145
CHEMBL613508
 IC50 4.9 4.9 12710.0 1
HepG2
CHEMBL395
 IC50 4.86 4.86 13760.0 1
L02
CHEMBL4296457
 IC50 4.78 4.78 16790.0 1
HL-60
CHEMBL383
 IC50 4.59 4.59 25900.0 1
A549
CHEMBL392
 IC50 4.56 4.3067 27570.0 3
MDA-MB-231
CHEMBL400
 IC50 4.48 4.48 33190.0 1
HT-29
CHEMBL384
 IC50 4.46 4.46 35000.0 1
Caco-2
CHEMBL614058
 IC50 4.45 4.45 35470.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 14100.0 nM -
Cmax 1800.0 nM -
Cmax 1000.0 nM -
T1/2 0.065 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase IC50 = 450.0 nM 6.35 Inhibition of human HDAC in HeLa cells 18294844
Histone deacetylase IC50 = 450.0 nM 6.35 Inhibition of HDAC in human HeLa cells extracts after 60 mins by fluorescence as... 20576572
Aorta EC50 = 5900.0 nM 5.23 Vasodilatory activity at endothelium denuded Wistar rat thoracic aorta assessed ... 21688846
HeLa IC50 = 6480.0 nM 5.19 Antiproliferative activity against human HeLa cells assessed as reduction in cel... 37329677
DU-145 IC50 = 12710.0 nM 4.9 Antiproliferative activity against human DU-145 cells assessed as reduction in c... 37329677
HepG2 IC50 = 13760.0 nM 4.86 Antiproliferative activity against human HepG2 cells assessed as reduction in ce... 37329677
L02 IC50 = 16790.0 nM 4.78 Antiproliferative activity against human L02 cells assessed as reduction in cell... 37329677
Aorta EC50 = 17000.0 nM 4.77 Vasodilatory activity at endothelium denuded Wistar rat thoracic aorta assessed ... 21688846
HL-60 IC50 = 25900.0 nM 4.59 Antiproliferative activity against human HL60 cells after 72 hrs by MTT assay 29635169
A549 IC50 = 27570.0 nM 4.56 Antiproliferative activity against human A549 cells assessed as reduction in cel... 37329677
MDA-MB-231 IC50 = 33190.0 nM 4.48 Antiproliferative activity against human MDA-MB-231 cells assessed as reduction ... 37329677
HT-29 IC50 = 35000.0 nM 4.46 Cytotoxicity against human HT-29 cells assessed as growth inhibition after 24 hr... 24273639
Caco-2 IC50 = 35470.0 nM 4.45 Antiproliferative activity against human Caco2 cells after 72 hrs by MTT assay 29635169
A549 IC50 = 66000.0 nM 4.18 Antiproliferative activity against human A549 cells after 3 days 18294844
A549 IC50 = 66000.0 nM 4.18 Antiproliferative activity against human A549 cells after 48 hrs 20576572

Literature References

PubMed DOI Target Context # Activities
19233645 10.1016/j.bmcl.2009.02.007 Oryctolagus cuniculus 18
38283220 10.1039/d3md00447c Thoracic aorta 6
33984803 10.1016/j.ejmech.2021.113517 ADMET 4
27618541 10.1016/j.bmc.2016.08.060 HT-22 4
20392547 10.1016/j.ejmech.2010.03.029 No relevant target 3
- 10.1039/C3MD00323J Unchecked 3
28646655 10.1016/j.ejmech.2017.06.012 No relevant target 2
20576572 10.1016/j.bmc.2010.05.011 Histone deacetylase 2
20481594 10.1021/jm100425v Rattus norvegicus 2
21688846 10.1021/jm2004514 Aorta 2
18294844 10.1016/j.bmcl.2008.02.007 Histone deacetylase 2
21688846 10.1021/jm2004514 NON-PROTEIN TARGET 1
29635169 10.1016/j.ejmech.2018.04.009 Caco-2 1
29635169 10.1016/j.ejmech.2018.04.009 SGC-7901 1
29635169 10.1016/j.ejmech.2018.04.009 Bel-7402 1
25455499 10.1016/j.bmcl.2014.10.005 SH-SY5Y 1
24273639 10.1039/c3md00185g HT-29 1
38104376 10.1016/j.ejmech.2023.116024 MDA-MB-231 1
20576572 10.1016/j.bmc.2010.05.011 A549 1
18294844 10.1016/j.bmcl.2008.02.007 No relevant target 1

Data from ChEMBL 36 via Core Engine