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Compound Detail

CHEMBL429095

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O=C1C(SCCO)=C(SCCO)C(=O)c2ccccc21

Basic Information

ChEMBL ID CHEMBL429095
Phase Preclinical
Structure Type MOL
InChI Key MAASHDQFQDDECQ-UHFFFAOYSA-N
29
Targets
60
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

310.4
MW (Da)
1.73
ALogP
6
HBA
2
HBD
74.6
PSA (Ų)
0.83
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H14O4S2
MW 310.40
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness -0.11

Activity Summary

IC50 56 meas. best 7.66
EC50 3 meas. best 5.44
Kd 1 meas. best 5.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
M-phase inducer phosphatase 1
CHEMBL3775
IC50 7.66 6.258 22.0 5
M-phase inducer phosphatase 3
CHEMBL2378
IC50 7.25 7.18 56.9 2
M-phase inducer phosphatase 2
CHEMBL4804
IC50 7.0 5.8117 100.0 6
CHO
CHEMBL613853
IC50 6.32 6.32 479.4 1
MCF7
CHEMBL387
IC50 6.02 5.525 960.0 2
HL-60
CHEMBL383
IC50 6.0 6.0 1000.0 1
Dual specificity mitogen-activated protein kinase kinase 7
CHEMBL3530
Kd 5.96 5.96 1100.0 1
THP-1
CHEMBL614245
IC50 5.85 5.85 1400.0 1
A549
CHEMBL392
IC50 5.84 5.36 1450.0 2
Unchecked
CHEMBL612545
IC50 5.73 4.9133 1850.0 9
Toll-like receptor 9
CHEMBL5804
IC50 5.73 5.73 1869.0 1
Plasmodium falciparum
CHEMBL364
IC50 5.7 5.3143 1995.3 7
SK-MEL-28
CHEMBL614919
IC50 5.64 5.64 2300.0 1
Hs 683
CHEMBL612596
IC50 5.55 5.55 2800.0 1
Hexokinase HKDC1
CHEMBL1741200
IC50 5.5 5.295 3150.0 2
PC-3
CHEMBL390
IC50 5.47 5.47 3400.0 1
Unchecked
CHEMBL612545
EC50 5.44 5.265 3620.0 2
Jurkat
CHEMBL397
IC50 5.43 5.43 3700.0 1
U-937
CHEMBL612794
IC50 5.41 5.41 3900.0 1
MONO-MAC-6
CHEMBL2366062
IC50 5.38 5.38 4200.0 1
Protein S100-A4
CHEMBL2362976
EC50 5.12 5.12 7600.0 1
PBMC
CHEMBL613107
IC50 5.11 5.11 7800.0 1
SW982
CHEMBL2366238
IC50 5.1 5.1 7900.0 1
HeLa
CHEMBL399
IC50 5.07 5.02 8500.0 2
Beta Lactamase
CHEMBL1293246
IC50 4.92 4.92 12149.0 1
Apoptotic protease-activating factor 1
CHEMBL1795093
IC50 4.9 4.9 12700.0 1
Cysteine protease ATG4B
CHEMBL1741221
IC50 4.89 4.89 12800.0 1
LS174T
CHEMBL614097
IC50 4.74 4.74 18100.0 1
Phospholipase A2
CHEMBL4426
IC50 4.26 4.26 55500.0 1
Tyrosyl-DNA phosphodiesterase 2
CHEMBL2169736
IC50 4.15 4.15 71000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
M-phase inducer phosphatase 1 IC50 = 22.0 nM 7.66 Inhibition of human Cdc25A 21420867
M-phase inducer phosphatase 1 IC50 = 55.0 nM 7.26 Inhibition of recombinant human full length GST-tagged CDC25A expressed in Esche... 28431339
M-phase inducer phosphatase 3 IC50 = 56.9 nM 7.25 Inhibition of human Cdc25C 21420867
M-phase inducer phosphatase 3 IC50 = 78.0 nM 7.11 Inhibition of recombinant human full length GST-tagged CDC25C expressed in Esche... 28431339
M-phase inducer phosphatase 2 IC50 = 100.0 nM 7.0 Inhibition of GST tagged Cdc25B 17379514
M-phase inducer phosphatase 2 IC50 = 125.0 nM 6.9 Inhibition of human Cdc25B 21420867
CHO IC50 = 479.38 nM 6.32 PUBCHEM_BIOASSAY: Counterscreen for inhibitors of TLR9-MyD88 binding: Luminescen... -
M-phase inducer phosphatase 2 IC50 = 780.0 nM 6.11 Inhibition of recombinant Cdc25B (unknown origin) using OMFP as substrate measur... 31563013
MCF7 IC50 = 960.0 nM 6.02 Cytotoxicity against human MCF7 cells assessed as reduction in cell viability af... 28431339
HL-60 IC50 = 1000.0 nM 6.0 Cytotoxicity against human HL60 cells assessed as reduction in cell viability in... 31563013
Dual specificity mitogen-activated protein kinase kinase 7 Kd = 1100.0 nM 5.96 Binding affinity to MKK7 (unknown origin) expressed in HEK293 cells assessed as ... 31563013
M-phase inducer phosphatase 1 IC50 = 1400.0 nM 5.85 Inhibition of recombinant Cdc25A (unknown origin) using OMFP as substrate measur... 31563013
THP-1 IC50 = 1400.0 nM 5.85 Cytotoxicity against human THP1 cells assessed as reduction in cell viability in... 31563013
A549 IC50 = 1450.0 nM 5.84 Cytotoxicity against human A549 cells assessed as reduction in cell viability af... 28431339
Toll-like receptor 9 IC50 = 1869.0 nM 5.73 PUBCHEM_BIOASSAY: Fluorescence-based cell-based high throughput dose response as... -
Unchecked IC50 = 1850.0 nM 5.73 Cytotoxicity against human U373n cells assessed as reduction in cell viability a... 28431339
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Unchecked IC50 = 2150.0 nM 5.67 PubChem BioAssay. Fluorescence-based biochemical high throughput screening dose ... -
SK-MEL-28 IC50 = 2300.0 nM 5.64 Cytotoxicity against human SK-MEL-28 cells assessed as reduction in cell viabili... 28431339
Hs 683 IC50 = 2800.0 nM 5.55 Cytotoxicity against human Hs683 cells assessed as reduction in cell viability a... 28431339

Literature References

PubMed DOI Target Context # Activities
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
18789703 10.1016/j.bmc.2008.08.009 HeLa 5
21420867 10.1016/j.bmc.2011.02.047 M-phase inducer phosphatase 2 1
31563013 10.1016/j.ejmech.2019.111719 Neutrophil elastase 1
28431339 10.1016/j.ejmech.2017.04.012 Hs 683 1
28431339 10.1016/j.ejmech.2017.04.012 Unchecked 1
28431339 10.1016/j.ejmech.2017.04.012 PC-3 1
28431339 10.1016/j.ejmech.2017.04.012 MCF7 1
28431339 10.1016/j.ejmech.2017.04.012 A549 1
28431339 10.1016/j.ejmech.2017.04.012 M-phase inducer phosphatase 3 1
28431339 10.1016/j.ejmech.2017.04.012 M-phase inducer phosphatase 1 1
23859074 10.1021/jm400568p Tyrosyl-DNA phosphodiesterase 2 1
21420867 10.1016/j.bmc.2011.02.047 M-phase inducer phosphatase 3 1
17379514 10.1016/j.bmcl.2006.12.046 M-phase inducer phosphatase 2 1
21420867 10.1016/j.bmc.2011.02.047 M-phase inducer phosphatase 1 1
17417631 10.1038/nchembio873 Unchecked 1
19497739 10.1016/j.bmcl.2009.05.084 M-phase inducer phosphatase 2 1
19497739 10.1016/j.bmcl.2009.05.084 M-phase inducer phosphatase 1 1
18789703 10.1016/j.bmc.2008.08.009 M-phase inducer phosphatase 2 1
18714978 10.1021/jm701157g M-phase inducer phosphatase 2 1

Data from ChEMBL 36 via Core Engine