Compounds > nsc 158393
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nsc 158393

Description

NSC 158393: structure given in first source [MeSH]

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)

Protein Targets (7)

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
DNA topoisomerase 1Homo sapiens (human)IC5010.0000AID56571
Gag-Pol polyproteinHuman immunodeficiency virus type 1 (NEW YORK-5 ISOLATE)IC501.7000AID1795255
NADHomo sapiens (human)IC5010.0550AID304251; AID304252
Integrase Human immunodeficiency virus 2IC501.0000AID91586
Protease Human immunodeficiency virus 1IC501.7000AID162197
Integrase Human immunodeficiency virus 1IC501.2714AID91424; AID93531; AID93533; AID93543; AID93689; AID93695

Other Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Reverse transcriptase/RNaseH Human immunodeficiency virus 1ID507.1000AID198580
Protease Human immunodeficiency virus 1ID501.7000AID162539; AID162540
Integrase Human immunodeficiency virus 1ID501.1000AID91433; AID91434

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
ISSN: 0223-5234		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		Coumarin-based inhibitors of HIV integrase.
AID56571Inhibitory activity against topoisomerase I.1996Journal of medicinal chemistry, Jun-21, Volume: 39, Issue:13
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0223-5234		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
ISSN: 0022-2623		Coumarin-based inhibitors of HIV integrase.
AID392082Acute toxicity in mouse at 2 mg/kg2008European journal of medicinal chemistry, Nov, Volume: 43, Issue:11
ISSN: 0223-5234		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		Discovery of novel, non-peptide HIV-1 protease inhibitors by pharmacophore searching.

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

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%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
lawsone
1
1996199628.0low001000
glycol salicylate
1
phenols;
primary alcohol;
salicylates		1997199727.0medium001000
flavaspidic acid
1
1996199628.0medium001000
salicylurate
1
N-acylglycine;
secondary carboxamide		human xenobiotic metabolite;
uremic toxin		1997199727.0low001000
hydrocortisone hemisuccinate
1
dicarboxylic acid monoester;
hemisuccinate;
tertiary alpha-hydroxy ketone		1996199628.0medium001000
zidovudine triphosphate
1
1996199628.0low001000
esculin
1
beta-D-glucoside;
hydroxycoumarin		antioxidant;
metabolite		1997199727.0low001000
palitantin
1
1997199727.0medium001000
dicumarol
2
hydroxycoumarinanticoagulant;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
Hsp90 inhibitor;
vitamin K antagonist		1997200722.0medium001100
4,7-Dihydroxy-2H-1-benzopyran-2-one
1
hydroxycoumarin1997199727.0medium001000
4-hydroxycoumarin
2
hydroxycoumarin1997199727.0medium002000
ethyl biscoumacetate
1
hydroxycoumarin1996199628.0low001000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
curcumin
1
aromatic ether;
beta-diketone;
diarylheptanoid;
enone;
polyphenol		anti-inflammatory agent;
antifungal agent;
antineoplastic agent;
biological pigment;
contraceptive drug;
dye;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
EC 1.8.1.9 (thioredoxin reductase) inhibitor;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
flavouring agent;
food colouring;
geroprotector;
hepatoprotective agent;
immunomodulator;
iron chelator;
ligand;
lipoxygenase inhibitor;
metabolite;
neuroprotective agent;
nutraceutical;
radical scavenger		1997199727.0low001000
naphthoquinones
1
1996199628.0low001000
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Cancer of Pancreas0
1
2007200717.0high000100
Pancreatic Neoplasms0
1
2007200717.0high000100

Safety/Toxicity (1)

ArticleYear
Coumarin-based inhibitors of human NAD(P)H:quinone oxidoreductase-1. Identification, structure-activity, off-target effects and in vitro human pancreatic cancer toxicity.
Journal of medicinal chemistry, , Dec-13, Volume: 50, Issue:25		2007