Page last updated: 2024-11-11

(((4-nitrophenyl)amino)(2,2,4,4-tetramethyl thiochroman-6-yl)amino) methane-1-thione

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Cross-References

ID SourceID
PubMed CID9844020
CHEMBL ID7075
SCHEMBL ID13417328
MeSH IDM0452372

Synonyms (17)

Synonym
thiourea,4-dihydro-2,2,4,4-tetramethyl-2h-1-benzothiopyran-6-yl)-n'-(4-nitrophenyl)-
methane-1-thione,2,4,4-tetrathiochroman-6-yl)amino]methane-1-thione
nsc726189
nsc-726189
sheta2
nsc-721689
sheta-2
CHEMBL7075 ,
SCHEMBL13417328
1-(4-nitrophenyl)-3-(2,2,4,4-tetramethylthiochroman-6-yl)thiourea
361483-66-1
thiourea, n-(3,4-dihydro-2,2,4,4-tetramethyl-2h-1-benzothiopyran-6-yl)-n'-(4-nitrophenyl)-
n-(3,4-dihydro-2,2,4,4-tetramethyl-2h-1-benzothiopyran-6-yl)-n'-(4-nitrophenyl)thiourea
S886C92NJ7 ,
bdbm50539102
unii-s886c92nj7
1-(4-nitrophenyl)-3-(2,2,4,4-tetramethyl-3h-thiochromen-6-yl)thiourea
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Prostaglandin G/H synthase 2Homo sapiens (human)Kd0.60000.00901.87258.4000AID1650539
Stress-70 protein, mitochondrialHomo sapiens (human)Kd0.60000.60000.60000.6000AID1650539
Sigma non-opioid intracellular receptor 1Cavia porcellus (domestic guinea pig)Kd0.60000.00200.20160.6000AID1650539
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (72)

Processvia Protein(s)Taxonomy
prostaglandin biosynthetic processProstaglandin G/H synthase 2Homo sapiens (human)
angiogenesisProstaglandin G/H synthase 2Homo sapiens (human)
response to oxidative stressProstaglandin G/H synthase 2Homo sapiens (human)
embryo implantationProstaglandin G/H synthase 2Homo sapiens (human)
learningProstaglandin G/H synthase 2Homo sapiens (human)
memoryProstaglandin G/H synthase 2Homo sapiens (human)
regulation of blood pressureProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of cell population proliferationProstaglandin G/H synthase 2Homo sapiens (human)
response to xenobiotic stimulusProstaglandin G/H synthase 2Homo sapiens (human)
response to nematodeProstaglandin G/H synthase 2Homo sapiens (human)
response to fructoseProstaglandin G/H synthase 2Homo sapiens (human)
response to manganese ionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of vascular endothelial growth factor productionProstaglandin G/H synthase 2Homo sapiens (human)
cyclooxygenase pathwayProstaglandin G/H synthase 2Homo sapiens (human)
bone mineralizationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of prostaglandin biosynthetic processProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of fever generationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of synaptic plasticityProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of synaptic transmission, dopaminergicProstaglandin G/H synthase 2Homo sapiens (human)
prostaglandin secretionProstaglandin G/H synthase 2Homo sapiens (human)
response to estradiolProstaglandin G/H synthase 2Homo sapiens (human)
response to lipopolysaccharideProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of peptidyl-serine phosphorylationProstaglandin G/H synthase 2Homo sapiens (human)
response to vitamin DProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to heatProstaglandin G/H synthase 2Homo sapiens (human)
response to tumor necrosis factorProstaglandin G/H synthase 2Homo sapiens (human)
maintenance of blood-brain barrierProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of protein import into nucleusProstaglandin G/H synthase 2Homo sapiens (human)
hair cycleProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of apoptotic processProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of nitric oxide biosynthetic processProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of cell cycleProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of vasoconstrictionProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of smooth muscle contractionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of smooth muscle contractionProstaglandin G/H synthase 2Homo sapiens (human)
decidualizationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of smooth muscle cell proliferationProstaglandin G/H synthase 2Homo sapiens (human)
regulation of inflammatory responseProstaglandin G/H synthase 2Homo sapiens (human)
brown fat cell differentiationProstaglandin G/H synthase 2Homo sapiens (human)
response to glucocorticoidProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of calcium ion transportProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of synaptic transmission, glutamatergicProstaglandin G/H synthase 2Homo sapiens (human)
response to fatty acidProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to mechanical stimulusProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to lead ionProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to ATPProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to hypoxiaProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to non-ionic osmotic stressProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to fluid shear stressProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of transforming growth factor beta productionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of cell migration involved in sprouting angiogenesisProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of fibroblast growth factor productionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of brown fat cell differentiationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of platelet-derived growth factor productionProstaglandin G/H synthase 2Homo sapiens (human)
cellular oxidant detoxificationProstaglandin G/H synthase 2Homo sapiens (human)
regulation of neuroinflammatory responseProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of intrinsic apoptotic signaling pathway in response to osmotic stressProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to homocysteineProstaglandin G/H synthase 2Homo sapiens (human)
response to angiotensinProstaglandin G/H synthase 2Homo sapiens (human)
protein export from nucleusStress-70 protein, mitochondrialHomo sapiens (human)
intracellular protein transportStress-70 protein, mitochondrialHomo sapiens (human)
inner mitochondrial membrane organizationStress-70 protein, mitochondrialHomo sapiens (human)
iron-sulfur cluster assemblyStress-70 protein, mitochondrialHomo sapiens (human)
erythrocyte differentiationStress-70 protein, mitochondrialHomo sapiens (human)
calcium import into the mitochondrionStress-70 protein, mitochondrialHomo sapiens (human)
negative regulation of apoptotic processStress-70 protein, mitochondrialHomo sapiens (human)
regulation of erythrocyte differentiationStress-70 protein, mitochondrialHomo sapiens (human)
negative regulation of erythrocyte differentiationStress-70 protein, mitochondrialHomo sapiens (human)
negative regulation of hematopoietic stem cell differentiationStress-70 protein, mitochondrialHomo sapiens (human)
negative regulation of hemopoiesisStress-70 protein, mitochondrialHomo sapiens (human)
protein refoldingStress-70 protein, mitochondrialHomo sapiens (human)
chaperone cofactor-dependent protein refoldingStress-70 protein, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (16)

Processvia Protein(s)Taxonomy
peroxidase activityProstaglandin G/H synthase 2Homo sapiens (human)
prostaglandin-endoperoxide synthase activityProstaglandin G/H synthase 2Homo sapiens (human)
protein bindingProstaglandin G/H synthase 2Homo sapiens (human)
enzyme bindingProstaglandin G/H synthase 2Homo sapiens (human)
heme bindingProstaglandin G/H synthase 2Homo sapiens (human)
protein homodimerization activityProstaglandin G/H synthase 2Homo sapiens (human)
metal ion bindingProstaglandin G/H synthase 2Homo sapiens (human)
oxidoreductase activity, acting on single donors with incorporation of molecular oxygen, incorporation of two atoms of oxygenProstaglandin G/H synthase 2Homo sapiens (human)
RNA bindingStress-70 protein, mitochondrialHomo sapiens (human)
protein bindingStress-70 protein, mitochondrialHomo sapiens (human)
ATP bindingStress-70 protein, mitochondrialHomo sapiens (human)
ubiquitin protein ligase bindingStress-70 protein, mitochondrialHomo sapiens (human)
unfolded protein bindingStress-70 protein, mitochondrialHomo sapiens (human)
ATP-dependent protein folding chaperoneStress-70 protein, mitochondrialHomo sapiens (human)
protein folding chaperoneStress-70 protein, mitochondrialHomo sapiens (human)
heat shock protein bindingStress-70 protein, mitochondrialHomo sapiens (human)
ATP hydrolysis activityStress-70 protein, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (20)

Processvia Protein(s)Taxonomy
nuclear inner membraneProstaglandin G/H synthase 2Homo sapiens (human)
nuclear outer membraneProstaglandin G/H synthase 2Homo sapiens (human)
cytoplasmProstaglandin G/H synthase 2Homo sapiens (human)
endoplasmic reticulumProstaglandin G/H synthase 2Homo sapiens (human)
endoplasmic reticulum lumenProstaglandin G/H synthase 2Homo sapiens (human)
endoplasmic reticulum membraneProstaglandin G/H synthase 2Homo sapiens (human)
caveolaProstaglandin G/H synthase 2Homo sapiens (human)
neuron projectionProstaglandin G/H synthase 2Homo sapiens (human)
protein-containing complexProstaglandin G/H synthase 2Homo sapiens (human)
neuron projectionProstaglandin G/H synthase 2Homo sapiens (human)
cytoplasmProstaglandin G/H synthase 2Homo sapiens (human)
mitochondrial matrixStress-70 protein, mitochondrialHomo sapiens (human)
nucleusStress-70 protein, mitochondrialHomo sapiens (human)
nucleolusStress-70 protein, mitochondrialHomo sapiens (human)
cytoplasmStress-70 protein, mitochondrialHomo sapiens (human)
mitochondrionStress-70 protein, mitochondrialHomo sapiens (human)
mitochondrial inner membraneStress-70 protein, mitochondrialHomo sapiens (human)
TIM23 mitochondrial import inner membrane translocase complexStress-70 protein, mitochondrialHomo sapiens (human)
mitochondrial matrixStress-70 protein, mitochondrialHomo sapiens (human)
focal adhesionStress-70 protein, mitochondrialHomo sapiens (human)
mitochondrial nucleoidStress-70 protein, mitochondrialHomo sapiens (human)
extracellular exosomeStress-70 protein, mitochondrialHomo sapiens (human)
SAM complexStress-70 protein, mitochondrialHomo sapiens (human)
MIB complexStress-70 protein, mitochondrialHomo sapiens (human)
mitochondrionStress-70 protein, mitochondrialHomo sapiens (human)
cytoplasmStress-70 protein, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (36)

Assay IDTitleYearJournalArticle
AID1192174Toxicity in rat2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID1202464Half life in mouse plasma at 22 degC2015European journal of medicinal chemistry, , Volume: 96Synthesis and evaluation of second generation Flex-Het scaffolds against the human ovarian cancer A2780 cell line.
AID49993Efficacy is growth inhibition activity at 10 uM concentration relative to the maximum activity observed for 4-HPR with Caov-3 cell line2004Journal of medicinal chemistry, Feb-12, Volume: 47, Issue:4
Synthesis of flexible sulfur-containing heteroarotinoids that induce apoptosis and reactive oxygen species with discrimination between malignant and benign cells.
AID1650537Antiproliferative activity against human A2780 cells assessed as cell growth inhibition measured after 72 hrs by CellTiter 96 non-radioactive cell proliferation assay2020Bioorganic & medicinal chemistry, 01-01, Volume: 28, Issue:1
Tetrahydroquinoline units in flexible heteroarotinoids (Flex-Hets) convey anti-cancer properties in A2780 ovarian cancer cells.
AID1192182Cytotoxicity against human LNCAP cells assessed as reduction in cell viability after 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID1192178Cytotoxicity against human T47D cells assessed as reduction in cell viability after 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID1421766Growth inhibition of human A2780 cells after 72 hrs by CellTiter-96 assay2018European journal of medicinal chemistry, Oct-05, Volume: 158Activity of oxygen-versus sulfur-containing analogs of the Flex-Het anticancer agent SHetA2.
AID145585Potency of compound was determined from ability to inhibit the growth of ovarian carcinoma OVCAR-3 cell line2004Journal of medicinal chemistry, Feb-12, Volume: 47, Issue:4
Synthesis of flexible sulfur-containing heteroarotinoids that induce apoptosis and reactive oxygen species with discrimination between malignant and benign cells.
AID1549824Toxicity in dog assessed as adverse effect level2019European journal of medicinal chemistry, May-15, Volume: 170Synthesis and biological evaluation of SHetA2 (NSC-721689) analogs against the ovarian cancer cell line A2780.
AID1202465Half life in mouse plasma at 37 degC2015European journal of medicinal chemistry, , Volume: 96Synthesis and evaluation of second generation Flex-Het scaffolds against the human ovarian cancer A2780 cell line.
AID1421765Toxicity in rat2018European journal of medicinal chemistry, Oct-05, Volume: 158Activity of oxygen-versus sulfur-containing analogs of the Flex-Het anticancer agent SHetA2.
AID1192180Cytotoxicity against human DU145 cells assessed as reduction in cell viability after 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID1549821Antiproliferative activity against human A2780 cells assessed as maximal growth inhibition at 0.16 to 10 mM after 72 hrs by CellTiter 96 Non-Rad cell proliferation assay kit method2019European journal of medicinal chemistry, May-15, Volume: 170Synthesis and biological evaluation of SHetA2 (NSC-721689) analogs against the ovarian cancer cell line A2780.
AID1650540Binding affinity to mortalin substrate binding domain (unknown origin) assessed as change in Gibbs free energy2020Bioorganic & medicinal chemistry, 01-01, Volume: 28, Issue:1
Tetrahydroquinoline units in flexible heteroarotinoids (Flex-Hets) convey anti-cancer properties in A2780 ovarian cancer cells.
AID1650539Binding affinity to mortalin substrate binding domain (unknown origin)2020Bioorganic & medicinal chemistry, 01-01, Volume: 28, Issue:1
Tetrahydroquinoline units in flexible heteroarotinoids (Flex-Hets) convey anti-cancer properties in A2780 ovarian cancer cells.
AID202523Efficacy is growth inhibition activity at 10 uM concentration relative to the maximum activity observed for 4-HPR with SK-OV-3 cell line2004Journal of medicinal chemistry, Feb-12, Volume: 47, Issue:4
Synthesis of flexible sulfur-containing heteroarotinoids that induce apoptosis and reactive oxygen species with discrimination between malignant and benign cells.
AID1549823Antiproliferative activity against human FT007 cells assessed as growth inhibition upto 8 uM after 72 hrs by CellTiter 96 Non-Rad cell proliferation assay kit method2019European journal of medicinal chemistry, May-15, Volume: 170Synthesis and biological evaluation of SHetA2 (NSC-721689) analogs against the ovarian cancer cell line A2780.
AID1192179Cytotoxicity against human MDA-MB-453 cells assessed as reduction in cell viability after 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID49994Potency of compound was determined from ability to inhibit the growth of ovarian carcinoma cell line Caov-32004Journal of medicinal chemistry, Feb-12, Volume: 47, Issue:4
Synthesis of flexible sulfur-containing heteroarotinoids that induce apoptosis and reactive oxygen species with discrimination between malignant and benign cells.
AID1192176Protein binding in plasma (unknown origin)2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID1192191Growth inhibition of human PC3 cells2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID1192175Systemic bioavailability in rat2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID1192177Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID202645Potency of compound was determined from ability to inhibit the growth of ovarian carcinoma SK-OV-3 cell line2004Journal of medicinal chemistry, Feb-12, Volume: 47, Issue:4
Synthesis of flexible sulfur-containing heteroarotinoids that induce apoptosis and reactive oxygen species with discrimination between malignant and benign cells.
AID1192188Growth inhibition of human T47D cells2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID1549822Antiproliferative activity against human A2780 cells assessed as reduction in cell growth after 72 hrs by CellTiter 96 Non-Rad cell proliferation assay kit method2019European journal of medicinal chemistry, May-15, Volume: 170Synthesis and biological evaluation of SHetA2 (NSC-721689) analogs against the ovarian cancer cell line A2780.
AID1421767Toxicity in dog2018European journal of medicinal chemistry, Oct-05, Volume: 158Activity of oxygen-versus sulfur-containing analogs of the Flex-Het anticancer agent SHetA2.
AID1192187Growth inhibition of human MCF7 cells2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID1202466Growth inhibition of human A2780 cells after 72 hrs by MTS dye based cell titer-96 non-rad cell proliferation assay2015European journal of medicinal chemistry, , Volume: 96Synthesis and evaluation of second generation Flex-Het scaffolds against the human ovarian cancer A2780 cell line.
AID1202468Growth inhibition of human A2780 cells after 72 hrs by MTS dye based cell titer-96 non-rad cell proliferation assay relative control2015European journal of medicinal chemistry, , Volume: 96Synthesis and evaluation of second generation Flex-Het scaffolds against the human ovarian cancer A2780 cell line.
AID1192181Cytotoxicity against human PC3 cells assessed as reduction in cell viability after 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID1192189Growth inhibition of human MDA-MB-453 cells2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID1192190Growth inhibition of human DU145 cells2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Synthesis and evaluation of the diarylthiourea analogs as novel anti-cancer agents.
AID1650538Antiproliferative activity against human A2780 cells assessed as cell growth inhibition at 2 to 8 uM measured after 72 hrs by CellTiter 96 non-radioactive cell proliferation assay relative to control2020Bioorganic & medicinal chemistry, 01-01, Volume: 28, Issue:1
Tetrahydroquinoline units in flexible heteroarotinoids (Flex-Hets) convey anti-cancer properties in A2780 ovarian cancer cells.
AID145584Efficacy is growth inhibition activity at 10 uM concentration relative to the maximum activity observed for 4-HPR with OVCAR-3 cell line2004Journal of medicinal chemistry, Feb-12, Volume: 47, Issue:4
Synthesis of flexible sulfur-containing heteroarotinoids that induce apoptosis and reactive oxygen species with discrimination between malignant and benign cells.
AID1421768Growth inhibition of human A2780 cells at 10 uM after 72 hrs by CellTiter-96 assay relative to control2018European journal of medicinal chemistry, Oct-05, Volume: 158Activity of oxygen-versus sulfur-containing analogs of the Flex-Het anticancer agent SHetA2.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (16.67)29.6817
2010's4 (66.67)24.3611
2020's1 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 13.26

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index13.26 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index5.21 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.26)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]