Page last updated: 2024-11-13

nsc 158393

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

NSC 158393: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID54686375
CHEMBL ID293914
SCHEMBL ID4385323
MeSH IDM0263720

Synonyms (11)

Synonym
nsc 158393
3-[[4-[bis(4-hydroxy-2-oxo-chromen-3-yl)methyl]phenyl]-(4-hydroxy-2-oxo-chromen-3-yl)methyl]-4-hydroxy-chromen-2-one
3,3',3'',3'''-(1,4-dimethylenophenyl)tetrakis[4-hydroxycoumarin]
nsc-158393
nsc158393
CHEMBL293914 ,
SCHEMBL4385323
AKOS024430169
3,3',3'',3'''-(1,4-phenylenedimethylidyne)tetrakis(4-hydroxycoumarin)
107421-16-9
3,3',3'',3'''-(1,4-phenylenebis(methanetriyl))tetrakis(4-hydroxy-2h-chromen-2-one)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (7)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
DNA topoisomerase 1Homo sapiens (human)IC50 (µMol)10.00000.02101.862610.0000AID56571
Gag-Pol polyproteinHuman immunodeficiency virus type 1 (NEW YORK-5 ISOLATE)IC50 (µMol)1.70000.00020.10421.7000AID1795255
NADHomo sapiens (human)IC50 (µMol)10.05500.00260.80763.4000AID304251; AID304252
Integrase Human immunodeficiency virus 2IC50 (µMol)1.00000.50001.43752.5000AID91586
Protease Human immunodeficiency virus 1IC50 (µMol)1.70000.00010.22487.3200AID162197
Integrase Human immunodeficiency virus 1IC50 (µMol)1.27140.00051.544310.0000AID91424; AID93531; AID93533; AID93543; AID93689; AID93695
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Reverse transcriptase/RNaseH Human immunodeficiency virus 1ID507.10000.00602.18989.0000AID198580
Protease Human immunodeficiency virus 1ID501.70000.00140.85491.7000AID162539; AID162540
Integrase Human immunodeficiency virus 1ID501.10000.70001.10001.5000AID91433; AID91434
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (48)

Processvia Protein(s)Taxonomy
DNA topological changeDNA topoisomerase 1Homo sapiens (human)
chromatin remodelingDNA topoisomerase 1Homo sapiens (human)
circadian rhythmDNA topoisomerase 1Homo sapiens (human)
response to xenobiotic stimulusDNA topoisomerase 1Homo sapiens (human)
programmed cell deathDNA topoisomerase 1Homo sapiens (human)
phosphorylationDNA topoisomerase 1Homo sapiens (human)
peptidyl-serine phosphorylationDNA topoisomerase 1Homo sapiens (human)
circadian regulation of gene expressionDNA topoisomerase 1Homo sapiens (human)
embryonic cleavageDNA topoisomerase 1Homo sapiens (human)
chromosome segregationDNA topoisomerase 1Homo sapiens (human)
DNA replicationDNA topoisomerase 1Homo sapiens (human)
protein polyubiquitinationNADHomo sapiens (human)
response to ischemiaNADHomo sapiens (human)
NADH oxidationNADHomo sapiens (human)
ubiquinone metabolic processNADHomo sapiens (human)
xenobiotic metabolic processNADHomo sapiens (human)
nitric oxide biosynthetic processNADHomo sapiens (human)
response to oxidative stressNADHomo sapiens (human)
synaptic transmission, cholinergicNADHomo sapiens (human)
response to nutrientNADHomo sapiens (human)
response to toxic substanceNADHomo sapiens (human)
response to hormoneNADHomo sapiens (human)
response to carbohydrateNADHomo sapiens (human)
response to amineNADHomo sapiens (human)
removal of superoxide radicalsNADHomo sapiens (human)
protein catabolic processNADHomo sapiens (human)
response to estradiolNADHomo sapiens (human)
response to lipopolysaccharideNADHomo sapiens (human)
response to testosteroneNADHomo sapiens (human)
cellular response to oxidative stressNADHomo sapiens (human)
negative regulation of protein catabolic processNADHomo sapiens (human)
vitamin E metabolic processNADHomo sapiens (human)
vitamin K metabolic processNADHomo sapiens (human)
negative regulation of apoptotic processNADHomo sapiens (human)
response to alkaloidNADHomo sapiens (human)
positive regulation of neuron apoptotic processNADHomo sapiens (human)
innate immune responseNADHomo sapiens (human)
cell redox homeostasisNADHomo sapiens (human)
response to ethanolNADHomo sapiens (human)
response to electrical stimulusNADHomo sapiens (human)
cellular response to hydrogen peroxideNADHomo sapiens (human)
NADPH oxidationNADHomo sapiens (human)
cellular response to metal ionNADHomo sapiens (human)
negative regulation of ferroptosisNADHomo sapiens (human)
response to tetrachloromethaneNADHomo sapiens (human)
response to L-glutamineNADHomo sapiens (human)
response to hydrogen sulfideNADHomo sapiens (human)
response to flavonoidNADHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (19)

Processvia Protein(s)Taxonomy
RNA polymerase II cis-regulatory region sequence-specific DNA bindingDNA topoisomerase 1Homo sapiens (human)
DNA bindingDNA topoisomerase 1Homo sapiens (human)
chromatin bindingDNA topoisomerase 1Homo sapiens (human)
double-stranded DNA bindingDNA topoisomerase 1Homo sapiens (human)
single-stranded DNA bindingDNA topoisomerase 1Homo sapiens (human)
RNA bindingDNA topoisomerase 1Homo sapiens (human)
DNA topoisomerase type I (single strand cut, ATP-independent) activityDNA topoisomerase 1Homo sapiens (human)
protein serine/threonine kinase activityDNA topoisomerase 1Homo sapiens (human)
protein bindingDNA topoisomerase 1Homo sapiens (human)
ATP bindingDNA topoisomerase 1Homo sapiens (human)
DNA binding, bendingDNA topoisomerase 1Homo sapiens (human)
protein domain specific bindingDNA topoisomerase 1Homo sapiens (human)
supercoiled DNA bindingDNA topoisomerase 1Homo sapiens (human)
RNA bindingNADHomo sapiens (human)
cytochrome-b5 reductase activity, acting on NAD(P)HNADHomo sapiens (human)
superoxide dismutase activityNADHomo sapiens (human)
protein bindingNADHomo sapiens (human)
NADPH dehydrogenase (quinone) activityNADHomo sapiens (human)
identical protein bindingNADHomo sapiens (human)
NADH:ubiquinone reductase (non-electrogenic) activityNADHomo sapiens (human)
NAD(P)H dehydrogenase (quinone) activityNADHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (14)

Processvia Protein(s)Taxonomy
nuclear chromosomeDNA topoisomerase 1Homo sapiens (human)
P-bodyDNA topoisomerase 1Homo sapiens (human)
fibrillar centerDNA topoisomerase 1Homo sapiens (human)
male germ cell nucleusDNA topoisomerase 1Homo sapiens (human)
nucleusDNA topoisomerase 1Homo sapiens (human)
nucleoplasmDNA topoisomerase 1Homo sapiens (human)
nucleolusDNA topoisomerase 1Homo sapiens (human)
perikaryonDNA topoisomerase 1Homo sapiens (human)
protein-DNA complexDNA topoisomerase 1Homo sapiens (human)
nucleolusDNA topoisomerase 1Homo sapiens (human)
nucleusNADHomo sapiens (human)
cytoplasmNADHomo sapiens (human)
cytosolNADHomo sapiens (human)
dendriteNADHomo sapiens (human)
neuronal cell bodyNADHomo sapiens (human)
synapseNADHomo sapiens (human)
cytosolNADHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (28)

Assay IDTitleYearJournalArticle
AID392083Antimicrobial activity against Staphylococcus aureus ATCC 6538 after 1 to 4 days2008European journal of medicinal chemistry, Nov, Volume: 43, Issue:11
Synthesis, structure, antimicrobial and antioxidant investigations of dicoumarol and related compounds.
AID93533Inhibitory activity against 3'-processing of DNA by HIV-1 integrase1997Journal of medicinal chemistry, Jan-17, Volume: 40, Issue:2
Coumarin-based inhibitors of HIV integrase.
AID71630Inhibitory activity against feline was measured immunodeficiency virus (FIV) using 3'-processing (3'-proc) assay..1996Journal of medicinal chemistry, Jun-21, Volume: 39, Issue:13
Antiretroviral agents as inhibitors of both human immunodeficiency virus type 1 integrase and protease.
AID93695Inhibitory concentration against purified recombinant integrase by strand transfer in vitro assay1997Journal of medicinal chemistry, Mar-14, Volume: 40, Issue:6
Discovery of HIV-1 integrase inhibitors by pharmacophore searching.
AID16327Delta Logarithm of Partition Coefficient value was determined.1997Journal of medicinal chemistry, Jan-17, Volume: 40, Issue:2
Coumarin-based inhibitors of HIV integrase.
AID56571Inhibitory activity against topoisomerase I.1996Journal of medicinal chemistry, Jun-21, Volume: 39, Issue:13
Antiretroviral agents as inhibitors of both human immunodeficiency virus type 1 integrase and protease.
AID304251Inhibition of human recombinant NQO12007Journal of medicinal chemistry, Dec-13, Volume: 50, Issue:25
Coumarin-based inhibitors of human NAD(P)H:quinone oxidoreductase-1. Identification, structure-activity, off-target effects and in vitro human pancreatic cancer toxicity.
AID91433Inhibitory concentration against HIV-1 Integrase 3' chain processing1996Journal of medicinal chemistry, May-10, Volume: 39, Issue:10
Discovery of novel, non-peptide HIV-1 protease inhibitors by pharmacophore searching.
AID162540Inhibitory concentration against HIV-1 Protease1996Journal of medicinal chemistry, May-10, Volume: 39, Issue:10
Discovery of novel, non-peptide HIV-1 protease inhibitors by pharmacophore searching.
AID93531Inhibitory activity against HIV-1 integrase1996Journal of medicinal chemistry, Jun-21, Volume: 39, Issue:13
Antiretroviral agents as inhibitors of both human immunodeficiency virus type 1 integrase and protease.
AID46573Inhibitory activity against HIV-1 infected CEM cells.1996Journal of medicinal chemistry, Jun-21, Volume: 39, Issue:13
Antiretroviral agents as inhibitors of both human immunodeficiency virus type 1 integrase and protease.
AID304252Inhibition of human recombinant NQO1 in presence of BSA2007Journal of medicinal chemistry, Dec-13, Volume: 50, Issue:25
Coumarin-based inhibitors of human NAD(P)H:quinone oxidoreductase-1. Identification, structure-activity, off-target effects and in vitro human pancreatic cancer toxicity.
AID162539Evaluated for the inhibition of HIV-1 Protease.1996Journal of medicinal chemistry, May-10, Volume: 39, Issue:10
Discovery of novel, non-peptide HIV-1 protease inhibitors by pharmacophore searching.
AID93689Inhibitory concentration against purified recombinant integrase by 3'-processing in vitro assay1997Journal of medicinal chemistry, Mar-14, Volume: 40, Issue:6
Discovery of HIV-1 integrase inhibitors by pharmacophore searching.
AID204950Inhibitory activity against simian was measured immunodeficiency virus (SIV) using 3'-processing (3'-proc)1996Journal of medicinal chemistry, Jun-21, Volume: 39, Issue:13
Antiretroviral agents as inhibitors of both human immunodeficiency virus type 1 integrase and protease.
AID162541Inhibitory concentration against Virion attachment; NI = No inhibition1996Journal of medicinal chemistry, May-10, Volume: 39, Issue:10
Discovery of novel, non-peptide HIV-1 protease inhibitors by pharmacophore searching.
AID91434Inhibitory concentration against HIV-1 Integrase 3' chain transfer1996Journal of medicinal chemistry, May-10, Volume: 39, Issue:10
Discovery of novel, non-peptide HIV-1 protease inhibitors by pharmacophore searching.
AID392086Antioxidant activity assessed as ABTS radical scavenging activity by TEAC method2008European journal of medicinal chemistry, Nov, Volume: 43, Issue:11
Synthesis, structure, antimicrobial and antioxidant investigations of dicoumarol and related compounds.
AID91424Integration of DNA by HIV -1 integrase1997Journal of medicinal chemistry, Jan-17, Volume: 40, Issue:2
Coumarin-based inhibitors of HIV integrase.
AID392082Acute toxicity in mouse at 2 mg/kg2008European journal of medicinal chemistry, Nov, Volume: 43, Issue:11
Synthesis, structure, antimicrobial and antioxidant investigations of dicoumarol and related compounds.
AID157408Cytotoxicitic activity against XTT induced cytotoxicity in human PBLs cells1996Journal of medicinal chemistry, May-10, Volume: 39, Issue:10
Discovery of novel, non-peptide HIV-1 protease inhibitors by pharmacophore searching.
AID157401Antiviral activity against HIV virus induced infection in human PBLs cells1996Journal of medicinal chemistry, May-10, Volume: 39, Issue:10
Discovery of novel, non-peptide HIV-1 protease inhibitors by pharmacophore searching.
AID198580Inhibitory concentration against Reverse Transcriptase1996Journal of medicinal chemistry, May-10, Volume: 39, Issue:10
Discovery of novel, non-peptide HIV-1 protease inhibitors by pharmacophore searching.
AID162197Inhibitory activity against HIV-1 Protease.1996Journal of medicinal chemistry, Jun-21, Volume: 39, Issue:13
Antiretroviral agents as inhibitors of both human immunodeficiency virus type 1 integrase and protease.
AID224444Inhibition of compound against p7 nucleocapsid fluorescence intensity of the zinc finger ); NI = No inhibition1996Journal of medicinal chemistry, May-10, Volume: 39, Issue:10
Discovery of novel, non-peptide HIV-1 protease inhibitors by pharmacophore searching.
AID91586Inhibitory activity against HIV-2 Integrase was measured using 3'-processing (3'-proc) assay.1996Journal of medicinal chemistry, Jun-21, Volume: 39, Issue:13
Antiretroviral agents as inhibitors of both human immunodeficiency virus type 1 integrase and protease.
AID93543Inhibitory activity against HIV-1 integrase1996Journal of medicinal chemistry, Jun-21, Volume: 39, Issue:13
Antiretroviral agents as inhibitors of both human immunodeficiency virus type 1 integrase and protease.
AID1795255Protease Inhibition Assay from Article 10.1021/jm950874+: \\Discovery of novel, non-peptide HIV-1 protease inhibitors by pharmacophore searching.\\1996Journal of medicinal chemistry, May-10, Volume: 39, Issue:10
Discovery of novel, non-peptide HIV-1 protease inhibitors by pharmacophore searching.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's5 (62.50)18.2507
2000's3 (37.50)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]