2,5-dimethoxybenzenesulfonic acid (1,3-dioxo-2-isoindolyl) ester profile

ID Source	ID
PubMed CID	2201555
CHEMBL ID	1327417
CHEBI ID	94121

Synonym
2-{[(2,5-dimethoxyphenyl)sulfonyl]oxy}-1h-isoindole-1,3(2h)-dione
MLS000974398
smr000497901
CBKINASE1_018223
CBKINASE1_005823
BRD-K78701355-001-01-4
(1,3-dioxoisoindol-2-yl) 2,5-dimethoxybenzenesulfonate
bdbm50389873
cid_2201555
CHEMBL1327417 ,
HMS2819N15
CHEBI:94121
sr-01000273594
SR-01000273594-1
Q27165870
2,5-dimethoxybenzenesulfonic acid (1,3-dioxo-2-isoindolyl) ester

Class	Description
phthalimides	A dicarboximide that is phthalimide or derivatives obtained from it by the formal replacement of one or more hydrogens.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (26)

Potency Measurements

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, Beta-lactamase	Escherichia coli K-12	Potency	33.9972	0.0447	17.8581	100.0000	AID485294; AID485341
Chain A, JmjC domain-containing histone demethylation protein 3A	Homo sapiens (human)	Potency	89.1251	0.6310	35.7641	100.0000	AID504339
Luciferase	Photinus pyralis (common eastern firefly)	Potency	30.1313	0.0072	15.7588	89.3584	AID588342
glp-1 receptor, partial	Homo sapiens (human)	Potency	31.6228	0.0184	6.8060	14.1254	AID624417
thioredoxin reductase	Rattus norvegicus (Norway rat)	Potency	1.7783	0.1000	20.8793	79.4328	AID588453
TDP1 protein	Homo sapiens (human)	Potency	1.8845	0.0008	11.3822	44.6684	AID686978; AID686979
thioredoxin glutathione reductase	Schistosoma mansoni	Potency	0.6310	0.1000	22.9075	100.0000	AID485364
Smad3	Homo sapiens (human)	Potency	35.4813	0.0052	7.8098	29.0929	AID588855
regulator of G-protein signaling 4	Homo sapiens (human)	Potency	100.0000	0.5318	15.4358	37.6858	AID504845
pyruvate kinase	Leishmania mexicana mexicana	Potency	31.6228	0.3981	13.7447	31.6228	AID1721; AID1722
IDH1	Homo sapiens (human)	Potency	9.2000	0.0052	10.8652	35.4813	AID686970
euchromatic histone-lysine N-methyltransferase 2	Homo sapiens (human)	Potency	1.4125	0.0355	20.9770	89.1251	AID504332
vitamin D3 receptor isoform VDRA	Homo sapiens (human)	Potency	35.4813	0.3548	28.0659	89.1251	AID504847
chromobox protein homolog 1	Homo sapiens (human)	Potency	25.1189	0.0060	26.1688	89.1251	AID540317
serine/threonine-protein kinase PLK1	Homo sapiens (human)	Potency	11.9173	0.1683	16.4040	67.0158	AID720504
histone-lysine N-methyltransferase 2A isoform 2 precursor	Homo sapiens (human)	Potency	89.1251	0.0103	23.8567	63.0957	AID2662
DNA polymerase iota isoform a (long)	Homo sapiens (human)	Potency	22.3872	0.0501	27.0736	89.1251	AID588590
nuclear receptor ROR-gamma isoform 1	Mus musculus (house mouse)	Potency	6.7833	0.0079	8.2332	1,122.0200	AID2546; AID2551
geminin	Homo sapiens (human)	Potency	5.8433	0.0046	11.3741	33.4983	AID624296; AID624297
DNA dC->dU-editing enzyme APOBEC-3G isoform 1	Homo sapiens (human)	Potency	15.8489	0.0580	10.6949	26.6086	AID602310
Glycoprotein hormones alpha chain	Homo sapiens (human)	Potency	7.0795	4.4668	8.3448	10.0000	AID624291
Endothelin receptor type B	Rattus norvegicus (Norway rat)	Potency	31.6228	0.5623	15.1609	31.6228	AID1721
Endothelin-1 receptor	Rattus norvegicus (Norway rat)	Potency	31.6228	0.5623	15.1609	31.6228	AID1721
TAR DNA-binding protein 43	Homo sapiens (human)	Potency	28.1838	1.7783	16.2081	35.4813	AID652104
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
fatty acid synthase	Homo sapiens (human)	IC50 (µMol)	3.4550	0.1660	5.6472	18.2000	AID624326; AID624327
Vitamin D3 receptor	Homo sapiens (human)	IC50 (µMol)	37.6000	0.0000	0.4374	6.4300	AID677695
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (59)

Process	via Protein(s)	Taxonomy
G protein-coupled receptor signaling pathway	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of cell population proliferation	Glycoprotein hormones alpha chain	Homo sapiens (human)
hormone-mediated signaling pathway	Glycoprotein hormones alpha chain	Homo sapiens (human)
regulation of signaling receptor activity	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of steroid biosynthetic process	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of cell migration	Glycoprotein hormones alpha chain	Homo sapiens (human)
thyroid gland development	Glycoprotein hormones alpha chain	Homo sapiens (human)
luteinizing hormone secretion	Glycoprotein hormones alpha chain	Homo sapiens (human)
organ growth	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone signaling pathway	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of transcription by RNA polymerase II	Glycoprotein hormones alpha chain	Homo sapiens (human)
negative regulation of organ growth	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone secretion	Glycoprotein hormones alpha chain	Homo sapiens (human)
thyroid hormone generation	Glycoprotein hormones alpha chain	Homo sapiens (human)
negative regulation of DNA-templated transcription	Vitamin D3 receptor	Homo sapiens (human)
negative regulation of transcription by RNA polymerase II	Vitamin D3 receptor	Homo sapiens (human)
cell morphogenesis	Vitamin D3 receptor	Homo sapiens (human)
skeletal system development	Vitamin D3 receptor	Homo sapiens (human)
calcium ion transport	Vitamin D3 receptor	Homo sapiens (human)
intracellular calcium ion homeostasis	Vitamin D3 receptor	Homo sapiens (human)
lactation	Vitamin D3 receptor	Homo sapiens (human)
negative regulation of cell population proliferation	Vitamin D3 receptor	Homo sapiens (human)
positive regulation of gene expression	Vitamin D3 receptor	Homo sapiens (human)
negative regulation of keratinocyte proliferation	Vitamin D3 receptor	Homo sapiens (human)
positive regulation of vitamin D 24-hydroxylase activity	Vitamin D3 receptor	Homo sapiens (human)
positive regulation of bone mineralization	Vitamin D3 receptor	Homo sapiens (human)
phosphate ion transmembrane transport	Vitamin D3 receptor	Homo sapiens (human)
bile acid signaling pathway	Vitamin D3 receptor	Homo sapiens (human)
mRNA transcription by RNA polymerase II	Vitamin D3 receptor	Homo sapiens (human)
positive regulation of keratinocyte differentiation	Vitamin D3 receptor	Homo sapiens (human)
positive regulation of transcription by RNA polymerase II	Vitamin D3 receptor	Homo sapiens (human)
decidualization	Vitamin D3 receptor	Homo sapiens (human)
intestinal absorption	Vitamin D3 receptor	Homo sapiens (human)
apoptotic process involved in mammary gland involution	Vitamin D3 receptor	Homo sapiens (human)
positive regulation of apoptotic process involved in mammary gland involution	Vitamin D3 receptor	Homo sapiens (human)
regulation of calcidiol 1-monooxygenase activity	Vitamin D3 receptor	Homo sapiens (human)
mammary gland branching involved in pregnancy	Vitamin D3 receptor	Homo sapiens (human)
vitamin D receptor signaling pathway	Vitamin D3 receptor	Homo sapiens (human)
positive regulation of vitamin D receptor signaling pathway	Vitamin D3 receptor	Homo sapiens (human)
response to bile acid	Vitamin D3 receptor	Homo sapiens (human)
multicellular organism development	Vitamin D3 receptor	Homo sapiens (human)
cell differentiation	Vitamin D3 receptor	Homo sapiens (human)
negative regulation of protein phosphorylation	TAR DNA-binding protein 43	Homo sapiens (human)
mRNA processing	TAR DNA-binding protein 43	Homo sapiens (human)
RNA splicing	TAR DNA-binding protein 43	Homo sapiens (human)
negative regulation of gene expression	TAR DNA-binding protein 43	Homo sapiens (human)
regulation of protein stability	TAR DNA-binding protein 43	Homo sapiens (human)
positive regulation of insulin secretion	TAR DNA-binding protein 43	Homo sapiens (human)
response to endoplasmic reticulum stress	TAR DNA-binding protein 43	Homo sapiens (human)
positive regulation of protein import into nucleus	TAR DNA-binding protein 43	Homo sapiens (human)
regulation of circadian rhythm	TAR DNA-binding protein 43	Homo sapiens (human)
regulation of apoptotic process	TAR DNA-binding protein 43	Homo sapiens (human)
negative regulation by host of viral transcription	TAR DNA-binding protein 43	Homo sapiens (human)
rhythmic process	TAR DNA-binding protein 43	Homo sapiens (human)
regulation of cell cycle	TAR DNA-binding protein 43	Homo sapiens (human)
3'-UTR-mediated mRNA destabilization	TAR DNA-binding protein 43	Homo sapiens (human)
3'-UTR-mediated mRNA stabilization	TAR DNA-binding protein 43	Homo sapiens (human)
nuclear inner membrane organization	TAR DNA-binding protein 43	Homo sapiens (human)
amyloid fibril formation	TAR DNA-binding protein 43	Homo sapiens (human)
regulation of gene expression	TAR DNA-binding protein 43	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (21)

Process	via Protein(s)	Taxonomy
hormone activity	Glycoprotein hormones alpha chain	Homo sapiens (human)
protein binding	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone activity	Glycoprotein hormones alpha chain	Homo sapiens (human)
DNA-binding transcription factor activity	Vitamin D3 receptor	Homo sapiens (human)
vitamin D response element binding	Vitamin D3 receptor	Homo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specific	Vitamin D3 receptor	Homo sapiens (human)
DNA binding	Vitamin D3 receptor	Homo sapiens (human)
nuclear receptor activity	Vitamin D3 receptor	Homo sapiens (human)
protein binding	Vitamin D3 receptor	Homo sapiens (human)
zinc ion binding	Vitamin D3 receptor	Homo sapiens (human)
bile acid nuclear receptor activity	Vitamin D3 receptor	Homo sapiens (human)
nuclear retinoid X receptor binding	Vitamin D3 receptor	Homo sapiens (human)
calcitriol binding	Vitamin D3 receptor	Homo sapiens (human)
lithocholic acid binding	Vitamin D3 receptor	Homo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA binding	Vitamin D3 receptor	Homo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA binding	TAR DNA-binding protein 43	Homo sapiens (human)
DNA binding	TAR DNA-binding protein 43	Homo sapiens (human)
double-stranded DNA binding	TAR DNA-binding protein 43	Homo sapiens (human)
RNA binding	TAR DNA-binding protein 43	Homo sapiens (human)
mRNA 3'-UTR binding	TAR DNA-binding protein 43	Homo sapiens (human)
protein binding	TAR DNA-binding protein 43	Homo sapiens (human)
lipid binding	TAR DNA-binding protein 43	Homo sapiens (human)
identical protein binding	TAR DNA-binding protein 43	Homo sapiens (human)
pre-mRNA intronic binding	TAR DNA-binding protein 43	Homo sapiens (human)
molecular condensate scaffold activity	TAR DNA-binding protein 43	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (17)

Process	via Protein(s)	Taxonomy
extracellular region	Glycoprotein hormones alpha chain	Homo sapiens (human)
extracellular space	Glycoprotein hormones alpha chain	Homo sapiens (human)
Golgi lumen	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone complex	Glycoprotein hormones alpha chain	Homo sapiens (human)
pituitary gonadotropin complex	Glycoprotein hormones alpha chain	Homo sapiens (human)
extracellular space	Glycoprotein hormones alpha chain	Homo sapiens (human)
nucleus	Vitamin D3 receptor	Homo sapiens (human)
nucleus	Vitamin D3 receptor	Homo sapiens (human)
nucleoplasm	Vitamin D3 receptor	Homo sapiens (human)
cytosol	Vitamin D3 receptor	Homo sapiens (human)
RNA polymerase II transcription regulator complex	Vitamin D3 receptor	Homo sapiens (human)
chromatin	Vitamin D3 receptor	Homo sapiens (human)
receptor complex	Vitamin D3 receptor	Homo sapiens (human)
intracellular non-membrane-bounded organelle	TAR DNA-binding protein 43	Homo sapiens (human)
nucleus	TAR DNA-binding protein 43	Homo sapiens (human)
nucleoplasm	TAR DNA-binding protein 43	Homo sapiens (human)
perichromatin fibrils	TAR DNA-binding protein 43	Homo sapiens (human)
mitochondrion	TAR DNA-binding protein 43	Homo sapiens (human)
cytoplasmic stress granule	TAR DNA-binding protein 43	Homo sapiens (human)
nuclear speck	TAR DNA-binding protein 43	Homo sapiens (human)
interchromatin granule	TAR DNA-binding protein 43	Homo sapiens (human)
nucleoplasm	TAR DNA-binding protein 43	Homo sapiens (human)
chromatin	TAR DNA-binding protein 43	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (19)

Assay ID	Title	Year	Journal	Article
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1745845	Primary qHTS for Inhibitors of ATXN expression
AID504812	Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign	2010	Endocrinology, Jul, Volume: 151, Issue:7	A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID651635	Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID504810	Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign	2010	Endocrinology, Jul, Volume: 151, Issue:7	A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID677694	Permeability of the compound at pH 7.4 by PAMPA	2012	Journal of medicinal chemistry, May-24, Volume: 55, Issue:10	Discovery of the first irreversible small molecule inhibitors of the interaction between the vitamin D receptor and coactivators.
AID677695	Inhibition of LG190178-induced VDR-LBD interaction to Alexa Fluor 647-labeled SRC2-3 after 3 hrs by fluorescence polarization assay	2012	Journal of medicinal chemistry, May-24, Volume: 55, Issue:10	Discovery of the first irreversible small molecule inhibitors of the interaction between the vitamin D receptor and coactivators.
AID677696	Inhibition of VDR-LBD expressed in human HEK293T cells co-expressing GAL4-DBD assessed as inhibition of 1,25-(OH)2D3-induced transcription at 62.5 uM after 24 hrs by FRET based GeneBLAzer assay	2012	Journal of medicinal chemistry, May-24, Volume: 55, Issue:10	Discovery of the first irreversible small molecule inhibitors of the interaction between the vitamin D receptor and coactivators.
AID677697	Inhibition of VDR-LBD expressed in human HEK293T cells co-expressing GAL4-DBD assessed as inhibition of 1,25-(OH)2D3-induced transcription at 20.8 uM after 24 hrs by FRET based GeneBLAzer assay	2012	Journal of medicinal chemistry, May-24, Volume: 55, Issue:10	Discovery of the first irreversible small molecule inhibitors of the interaction between the vitamin D receptor and coactivators.
AID677699	Cytotoxicity against human HEK293T cells assessed as cell viability at 20.8 uM by Celltiter-Glo assay	2012	Journal of medicinal chemistry, May-24, Volume: 55, Issue:10	Discovery of the first irreversible small molecule inhibitors of the interaction between the vitamin D receptor and coactivators.
AID677693	Aqueous solubility of the compound in phosphate buffered saline at pH 7.4	2012	Journal of medicinal chemistry, May-24, Volume: 55, Issue:10	Discovery of the first irreversible small molecule inhibitors of the interaction between the vitamin D receptor and coactivators.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	1 (16.67)	29.6817
2010's	4 (66.67)	24.3611
2020's	1 (16.67)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	6 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
verapamil Verapamil: A calcium channel blocker that is a class IV anti-arrhythmia agent.. verapamil : A racemate comprising equimolar amounts of dexverapamil and (S)-verapamil. An L-type calcium channel blocker of the phenylalkylamine class, it is used (particularly as the hydrochloride salt) in the treatment of hypertension, angina pectoris and cardiac arrhythmia, and as a preventive medication for migraine.. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile : A tertiary amino compound that is 3,4-dimethoxyphenylethylamine in which the hydrogens attached to the nitrogen are replaced by a methyl group and a 4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl group.	2.07	1	aromatic ether; nitrile; polyether; tertiary amino compound
carbamazepine Carbamazepine: A dibenzazepine that acts as a sodium channel blocker. It is used as an anticonvulsant for the treatment of grand mal and psychomotor or focal SEIZURES. It may also be used in the management of BIPOLAR DISORDER, and has analgesic properties.. carbamazepine : A dibenzoazepine that is 5H-dibenzo[b,f]azepine carrying a carbamoyl substituent at the azepine nitrogen, used as an anticonvulsant.	2.07	1	dibenzoazepine; ureas	analgesic; anticonvulsant; antimanic drug; drug allergen; EC 3.5.1.98 (histone deacetylase) inhibitor; environmental contaminant; glutamate transporter activator; mitogen; non-narcotic analgesic; sodium channel blocker; xenobiotic
ranitidine [no description available]	2.07	1	aralkylamine

Condition	Indicated	Relationship Strength	Studies	Trials
Innate Inflammatory Response [description not available]	0	2.05	1	0
Inflammation A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.	0	2.05	1	0

2,5-dimethoxybenzenesulfonic acid (1,3-dioxo-2-isoindolyl) ester

Cross-References

Synonyms (16)

Drug Classes (1)

Protein Targets (26)

Potency Measurements

Inhibition Measurements

Biological Processes (59)

Molecular Functions (21)

Ceullar Components (17)

Bioassays (19)

Research

Studies (6)

Market Indicators

Research Demand Index: 12.35

Study Types

2,5-dimethoxybenzenesulfonic acid (1,3-dioxo-2-isoindolyl) ester

Cross-References

Synonyms (16)

Drug Classes (1)

Protein Targets (26)

Potency Measurements

Inhibition Measurements

Biological Processes (59)

Molecular Functions (21)

Ceullar Components (17)

Bioassays (19)

Research

Studies (6)

Market Indicators

Research Demand Index: 12.35

Study Types

Related Drugs (3)

Related Conditions (2)