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Compound Detail

CHEMBL403183

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Cc1ccc(S(=O)(=O)/C=C/C#N)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL403183
Phase Preclinical
Structure Type MOL
InChI Key DOEWDSDBFRHVAP-KRXBUXKQSA-N
9
Targets
22
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

207.2
MW (Da)
1.81
ALogP
3
HBA
0
HBD
57.9
PSA (Ų)
0.69
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C10H9NO2S
MW 207.25
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness -0.49

Activity Summary

IC50 22 meas. best 6.09

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Replicase polyprotein 1ab
CHEMBL4523582
 IC50 6.09 6.09 820.0 1
SH-SY5Y
CHEMBL614910
 IC50 6.07 6.07 850.0 1
SK-N-AS
CHEMBL1075578
 IC50 5.91 5.91 1230.0 1
NACHT, LRR and PYD domains-containing protein 3
CHEMBL3779755
 IC50 5.81 5.365 1540.0 4
Unchecked
CHEMBL612545
 IC50 5.76 5.442 1720.0 10
Nuclear factor NF-kappa-B complex
CHEMBL2094258
 IC50 5.7 5.7 2000.0 1
Transcription factor p65
CHEMBL5533
 IC50 5.52 5.52 3000.0 1
HEK293
CHEMBL614818
 IC50 5.42 5.42 3800.0 1
RAW264.7
CHEMBL612557
 IC50 5.3 5.3 5000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Replicase polyprotein 1ab IC50 = 820.0 nM 6.09 SARS-CoV-2 3CL-Pro protease inhibition IC50 determined by FRET kind of response ... -
SH-SY5Y IC50 = 850.0 nM 6.07 Anticancer activity against human SH-SY5Y cells assessed as reduction in cell vi... 36208544
SK-N-AS IC50 = 1230.0 nM 5.91 Anticancer activity against human SK-N-AS cells assessed as reduction in cell vi... 36208544
NACHT, LRR and PYD domains-containing protein 3 IC50 = 1540.0 nM 5.81 Inhibition of NLRP3 in mouse J774A.1 cells assessed as reduction of IL-1beta pro... 37879043
NACHT, LRR and PYD domains-containing protein 3 IC50 = 1540.0 nM 5.81 Inhibition of NLRP3 in LPS/ATP induced mouse J774.A1 cells 37639823
Unchecked IC50 = 1720.0 nM 5.76 Inhibition of LPS-induced NF-kappaB activation in mouse RAW264.7 cells treated 3... 24315191
Unchecked IC50 = 2000.0 nM 5.7 Inhibition of TNFalpha-induced NF-kappaB activity (unknown origin) transfected i... 26343828
Nuclear factor NF-kappa-B complex IC50 = 2000.0 nM 5.7 Inhibition of TNF-alpha-induced NF-kappaB activity in HEK293 cells after 6 hrs b... 24992702
Unchecked IC50 = 2000.0 nM 5.7 Inhibition of TNF-alpha-induced NF-kappaB activity in HEK293 cells after 6 hrs b... 24533857
Unchecked IC50 = 2010.0 nM 5.7 Inhibition of TNFalpha-induced human NFkappaB activity in HEK293 cells incubated... 22712432
Unchecked IC50 = 2000.0 nM 5.7 Inhibition of TNFalpha-induced NF-kappaB activity expressed in human HEK 293 cel... 22850207
Transcription factor p65 IC50 = 3000.0 nM 5.52 Inhibition of TNF-alpha-stimulated human NF-kappaB p65 RelA subunit nuclear tran... 18024113
HEK293 IC50 = 3800.0 nM 5.42 Cytotoxicity against HEK293 cells 24533857
Unchecked IC50 = 5000.0 nM 5.3 Inhibition of TNFalpha-induced NFkappaB (unknown origin) activation expressed in... 23316950
Unchecked IC50 = 5000.0 nM 5.3 Inhibition of LPS-induced NF-kappaB activation in mouse RAW264.7 cells transfect... 36726314
RAW264.7 IC50 = 5000.0 nM 5.3 Antiinflammatory activity against mouse RAW264.7 cells stably transfected with l... 38634860
Unchecked IC50 = 5180.0 nM 5.29 Inhibition of LPS stimulated TNF-alpha production in mouse RAW264.7 macrophages ... 33601311
Unchecked IC50 = 9700.0 nM 5.01 Antiinflammatory activity in human 293/NFkB-Luc cells assessed as inhibition of ... 36746775
Unchecked IC50 = 11000.0 nM 4.96 Inhibition of TNFalpha-induced NFkappaB activation in human HEK293 cells after 6... 32163285
NACHT, LRR and PYD domains-containing protein 3 IC50 = 12000.0 nM 4.92 Inhibition of NLRP3 inflammasome activation in LPS-primed mouse NG5 cells assess... 31699536

Literature References

PubMed DOI Target Context # Activities
28410442 10.1021/acs.jmedchem.6b01624 NACHT, LRR and PYD domains-containing protein 3 7
35245662 10.1016/j.bmcl.2022.128652 Staphylococcus aureus 6
26691759 10.1016/j.bmcl.2015.11.096 NON-PROTEIN TARGET 5
30420328 10.1016/j.bmc.2018.10.035 U-937 4
27038497 10.1016/j.bmcl.2016.03.088 RAW264.7 4
23398362 10.1042/bj20121418 Protein kinase C beta type 4
24400858 10.1021/np400704b THP-1 4
23398362 10.1042/bj20121418 Cyclin-dependent kinase 5/CDK5 activator 1 4
23398362 10.1042/bj20121418 cGMP-dependent protein kinase 1 4
23398362 10.1042/bj20121418 Tyrosine-protein kinase Lck 4
28284806 10.1016/j.bmcl.2017.02.056 Transcription factor p65 4
23398362 10.1042/bj20121418 Serine/threonine-protein kinase mTOR 4
23398362 10.1042/bj20121418 Tyrosine-protein kinase HCK 4
23398362 10.1042/bj20121418 Insulin-like growth factor 1 receptor 4
23398362 10.1042/bj20121418 Insulin receptor 4
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 4
35245662 10.1016/j.bmcl.2022.128652 Pseudomonas aeruginosa 3
23398362 10.1042/bj20121418 Casein kinase I isoform gamma-3 2
23398362 10.1042/bj20121418 Casein kinase I isoform delta 2
23398362 10.1042/bj20121418 Serine/threonine-protein kinase 4 2

Data from ChEMBL 36 via Core Engine