Page last updated: 2024-12-08

l 731988

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

Description

L 731988: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID475513
CHEMBL ID50605
SCHEMBL ID4936294
MeSH IDM0357035

Synonyms (20)

Synonym
4-[1-(4-fluorobenzyl)-1h-pyrrol-2-yl]-2,4-dioxobutanoic acid
l-731988
251922-77-7
l 731988
l-731,988
4-{1-[(4-fluorophenyl)methyl]-1h-pyrrol-2-yl}-2,4-dioxobutanoic acid
chembl50605 ,
bdbm23399
4-[1-[(4-fluorophenyl)methyl]pyrrol-2-yl]-2,4-dioxobutanoic acid
1h-pyrrole-2-butanoic acid, 1-((4-fluorophenyl)methyl)-alpha,gamma-dioxo-
but7tvb8dp ,
4-(1-(4-fluoro-benzyl)-1h-pyrrol-2-yl)-2,4-dioxo-butyric acid
unii-but7tvb8dp
SCHEMBL4936294
1h-pyrrole-2-butanoic acid, 1-[(4-fluorophenyl)methyl]-alpha,gamma-dioxo-
4-(1-((4-fluorophenyl)methyl)-1h-pyrrol-2-yl)-2,4-dioxobutanoic acid
1-((4-fluorophenyl)methyl)-.alpha.,.gamma.-dioxo-1h-pyrrole-2-butanoic acid
l731988
2651276-21-8
1h-pyrrole-2-butanoic acid, 1-((4-fluorophenyl)methyl)-.alpha.,.gamma.-dioxo-
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Gag-Pol polyproteinHIV-1 M:B_HXB2RIC50 (µMol)0.03700.00060.91418.3200AID1798319
Cytochrome P450 3A4Homo sapiens (human)IC50 (µMol)0.17000.00011.753610.0000AID666263
Cytochrome P450 2C8Homo sapiens (human)IC50 (µMol)0.17000.00081.88487.9000AID666263
Integrase Human immunodeficiency virus 1IC50 (µMol)1.89500.00051.544310.0000AID1628228; AID264920; AID264930; AID361637; AID394562; AID394563; AID666263; AID93359; AID93678
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (25)

Processvia Protein(s)Taxonomy
viral life cycleGag-Pol polyproteinHIV-1 M:B_HXB2R
establishment of integrated proviral latencyGag-Pol polyproteinHIV-1 M:B_HXB2R
lipid hydroxylationCytochrome P450 3A4Homo sapiens (human)
lipid metabolic processCytochrome P450 3A4Homo sapiens (human)
steroid catabolic processCytochrome P450 3A4Homo sapiens (human)
xenobiotic metabolic processCytochrome P450 3A4Homo sapiens (human)
steroid metabolic processCytochrome P450 3A4Homo sapiens (human)
cholesterol metabolic processCytochrome P450 3A4Homo sapiens (human)
androgen metabolic processCytochrome P450 3A4Homo sapiens (human)
estrogen metabolic processCytochrome P450 3A4Homo sapiens (human)
alkaloid catabolic processCytochrome P450 3A4Homo sapiens (human)
monoterpenoid metabolic processCytochrome P450 3A4Homo sapiens (human)
calcitriol biosynthetic process from calciolCytochrome P450 3A4Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 3A4Homo sapiens (human)
vitamin D metabolic processCytochrome P450 3A4Homo sapiens (human)
vitamin D catabolic processCytochrome P450 3A4Homo sapiens (human)
retinol metabolic processCytochrome P450 3A4Homo sapiens (human)
retinoic acid metabolic processCytochrome P450 3A4Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 3A4Homo sapiens (human)
aflatoxin metabolic processCytochrome P450 3A4Homo sapiens (human)
oxidative demethylationCytochrome P450 3A4Homo sapiens (human)
lipid hydroxylationCytochrome P450 2C8Homo sapiens (human)
organic acid metabolic processCytochrome P450 2C8Homo sapiens (human)
xenobiotic metabolic processCytochrome P450 2C8Homo sapiens (human)
steroid metabolic processCytochrome P450 2C8Homo sapiens (human)
estrogen metabolic processCytochrome P450 2C8Homo sapiens (human)
epoxygenase P450 pathwayCytochrome P450 2C8Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 2C8Homo sapiens (human)
retinol metabolic processCytochrome P450 2C8Homo sapiens (human)
retinoic acid metabolic processCytochrome P450 2C8Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 2C8Homo sapiens (human)
icosanoid biosynthetic processCytochrome P450 2C8Homo sapiens (human)
oxidative demethylationCytochrome P450 2C8Homo sapiens (human)
omega-hydroxylase P450 pathwayCytochrome P450 2C8Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (27)

Processvia Protein(s)Taxonomy
peptidase activityGag-Pol polyproteinHIV-1 M:B_HXB2R
integrase activityGag-Pol polyproteinHIV-1 M:B_HXB2R
monooxygenase activityCytochrome P450 3A4Homo sapiens (human)
steroid bindingCytochrome P450 3A4Homo sapiens (human)
iron ion bindingCytochrome P450 3A4Homo sapiens (human)
protein bindingCytochrome P450 3A4Homo sapiens (human)
steroid hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
retinoic acid 4-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
oxidoreductase activityCytochrome P450 3A4Homo sapiens (human)
oxygen bindingCytochrome P450 3A4Homo sapiens (human)
enzyme bindingCytochrome P450 3A4Homo sapiens (human)
heme bindingCytochrome P450 3A4Homo sapiens (human)
vitamin D3 25-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
caffeine oxidase activityCytochrome P450 3A4Homo sapiens (human)
quinine 3-monooxygenase activityCytochrome P450 3A4Homo sapiens (human)
testosterone 6-beta-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
1-alpha,25-dihydroxyvitamin D3 23-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
anandamide 8,9 epoxidase activityCytochrome P450 3A4Homo sapiens (human)
anandamide 11,12 epoxidase activityCytochrome P450 3A4Homo sapiens (human)
anandamide 14,15 epoxidase activityCytochrome P450 3A4Homo sapiens (human)
aromatase activityCytochrome P450 3A4Homo sapiens (human)
vitamin D 24-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
estrogen 16-alpha-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
estrogen 2-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
1,8-cineole 2-exo-monooxygenase activityCytochrome P450 3A4Homo sapiens (human)
monooxygenase activityCytochrome P450 2C8Homo sapiens (human)
iron ion bindingCytochrome P450 2C8Homo sapiens (human)
protein bindingCytochrome P450 2C8Homo sapiens (human)
arachidonic acid epoxygenase activityCytochrome P450 2C8Homo sapiens (human)
retinoic acid 4-hydroxylase activityCytochrome P450 2C8Homo sapiens (human)
caffeine oxidase activityCytochrome P450 2C8Homo sapiens (human)
aromatase activityCytochrome P450 2C8Homo sapiens (human)
estrogen 16-alpha-hydroxylase activityCytochrome P450 2C8Homo sapiens (human)
heme bindingCytochrome P450 2C8Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygenCytochrome P450 2C8Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
cytoplasmCytochrome P450 3A4Homo sapiens (human)
endoplasmic reticulum membraneCytochrome P450 3A4Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 3A4Homo sapiens (human)
endoplasmic reticulum membraneCytochrome P450 2C8Homo sapiens (human)
plasma membraneCytochrome P450 2C8Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 2C8Homo sapiens (human)
cytoplasmCytochrome P450 2C8Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 2C8Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (38)

Assay IDTitleYearJournalArticle
AID542442Growth inhibition of human PBMC cells cocultured with irradiated HTLV-1 positive MT2 cells at 100 uM after 14 days2008Antimicrobial agents and chemotherapy, Oct, Volume: 52, Issue:10
Inhibitors of strand transfer that prevent integration and inhibit human T-cell leukemia virus type 1 early replication.
AID536854Cytotoxicity against human MT2 cells assessed as concentration required to 50% inhibition of cell growth relative to control2010Journal of medicinal chemistry, Nov-25, Volume: 53, Issue:22
Design, synthesis, and biological evaluation of novel hybrid dicaffeoyltartaric/diketo acid and tetrazole-substituted L-chicoric acid analogue inhibitors of human immunodeficiency virus type 1 integrase.
AID104984Effective concentration required to reduce the exponential growth of MT-4/KB cells2004Bioorganic & medicinal chemistry letters, Apr-05, Volume: 14, Issue:7
6-aryl-2,4-dioxo-5-hexenoic acids, novel integrase inhibitors active against HIV-1 multiplication in cell-based assays.
AID161727In vitro inhibition of (HIV-1 IIIB) replication.2000Journal of medicinal chemistry, Dec-28, Volume: 43, Issue:26
4-Aryl-2,4-dioxobutanoic acid inhibitors of HIV-1 integrase and viral replication in cells.
AID536856Antiviral activity against HIV LAI infected in human MT2 cells assessed as protection against virus-induced cytopathic effect2010Journal of medicinal chemistry, Nov-25, Volume: 53, Issue:22
Design, synthesis, and biological evaluation of novel hybrid dicaffeoyltartaric/diketo acid and tetrazole-substituted L-chicoric acid analogue inhibitors of human immunodeficiency virus type 1 integrase.
AID542452Inhibition of HTLV-1 integrase strand transfer activity in PBMC cells at 50 uM measured on day 212008Antimicrobial agents and chemotherapy, Oct, Volume: 52, Issue:10
Inhibitors of strand transfer that prevent integration and inhibit human T-cell leukemia virus type 1 early replication.
AID542444Growth inhibition of human PBMC cells cocultured with irradiated HTLV-1 positive MT2 cells at 50 uM after 21 days2008Antimicrobial agents and chemotherapy, Oct, Volume: 52, Issue:10
Inhibitors of strand transfer that prevent integration and inhibit human T-cell leukemia virus type 1 early replication.
AID542445Growth inhibition of human PBMC cells cocultured with irradiated HTLV-1 positive MT2 cells at 100 uM after 21 days2008Antimicrobial agents and chemotherapy, Oct, Volume: 52, Issue:10
Inhibitors of strand transfer that prevent integration and inhibit human T-cell leukemia virus type 1 early replication.
AID542438Growth inhibition of human PBMC cells cocultured with irradiated HTLV-1 positive MT2 cells at 50 uM after 7 days2008Antimicrobial agents and chemotherapy, Oct, Volume: 52, Issue:10
Inhibitors of strand transfer that prevent integration and inhibit human T-cell leukemia virus type 1 early replication.
AID365653Antiviral activity against HIV1-infected in human H9/HTLV 3B cells after 4 days2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
Novel quinolinonyl diketo acid derivatives as HIV-1 integrase inhibitors: design, synthesis, and biological activities.
AID542441Growth inhibition of human PBMC cells cocultured with irradiated HTLV-1 positive MT2 cells at 50 uM after 14 days2008Antimicrobial agents and chemotherapy, Oct, Volume: 52, Issue:10
Inhibitors of strand transfer that prevent integration and inhibit human T-cell leukemia virus type 1 early replication.
AID394566Cytotoxicity against p53 deficient human HCT116 cells after 72 hrs by MTT assay2009Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7
Design and synthesis of novel dihydroquinoline-3-carboxylic acids as HIV-1 integrase inhibitors.
AID394562Inhibition of HIV1 integrase 3' processing activity by PAGE2009Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7
Design and synthesis of novel dihydroquinoline-3-carboxylic acids as HIV-1 integrase inhibitors.
AID310942Antiviral activity against human immunodeficiency virus 1 in cell culture2007European journal of medicinal chemistry, Sep, Volume: 42, Issue:9
Development of integrase inhibitors for treatment of AIDS: an overview.
AID232776Selectivity index was determined2004Bioorganic & medicinal chemistry letters, Apr-05, Volume: 14, Issue:7
6-aryl-2,4-dioxo-5-hexenoic acids, novel integrase inhibitors active against HIV-1 multiplication in cell-based assays.
AID93678Inhibitory activity against HIV-1 integrase.2004Bioorganic & medicinal chemistry letters, Apr-05, Volume: 14, Issue:7
6-aryl-2,4-dioxo-5-hexenoic acids, novel integrase inhibitors active against HIV-1 multiplication in cell-based assays.
AID394563Inhibition of HIV1 integrase strand transfer activity by PAGE2009Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7
Design and synthesis of novel dihydroquinoline-3-carboxylic acids as HIV-1 integrase inhibitors.
AID542446Growth inhibition of human PBMC cells cocultured with irradiated HTLV-1 positive MT2 cells at 250 uM after 21 days2008Antimicrobial agents and chemotherapy, Oct, Volume: 52, Issue:10
Inhibitors of strand transfer that prevent integration and inhibit human T-cell leukemia virus type 1 early replication.
AID394565Cytotoxicity against human HCT116 cells expressing p53 after 72 hrs by MTT assay2009Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7
Design and synthesis of novel dihydroquinoline-3-carboxylic acids as HIV-1 integrase inhibitors.
AID542437Cytotoxic activity against human PBMC cells2008Antimicrobial agents and chemotherapy, Oct, Volume: 52, Issue:10
Inhibitors of strand transfer that prevent integration and inhibit human T-cell leukemia virus type 1 early replication.
AID542450Inhibition of HTLV-1 integrase strand transfer activity in PBMC cells at 100 uM measured on day 142008Antimicrobial agents and chemotherapy, Oct, Volume: 52, Issue:10
Inhibitors of strand transfer that prevent integration and inhibit human T-cell leukemia virus type 1 early replication.
AID212877Cytotoxic concentration required to reduce the viability of mock-infected cells was determined by using MTT assay2004Bioorganic & medicinal chemistry letters, Apr-05, Volume: 14, Issue:7
6-aryl-2,4-dioxo-5-hexenoic acids, novel integrase inhibitors active against HIV-1 multiplication in cell-based assays.
AID542443Growth inhibition of human PBMC cells cocultured with irradiated HTLV-1 positive MT2 cells at 250 uM after 14 days2008Antimicrobial agents and chemotherapy, Oct, Volume: 52, Issue:10
Inhibitors of strand transfer that prevent integration and inhibit human T-cell leukemia virus type 1 early replication.
AID1628228Inhibition of HIV integrase pre-incubated for 10 mins before addition of oligo-5'-biotin ATGTGGAAAATCTCTAGCA annealed with ACTGCTAGAGATTTTCCACAT 3'-Cy5) substrate2016Journal of medicinal chemistry, Mar-24, Volume: 59, Issue:6
3-Hydroxypyrimidine-2,4-diones as Selective Active Site Inhibitors of HIV Reverse Transcriptase-Associated RNase H: Design, Synthesis, and Biochemical Evaluations.
AID542451Inhibition of HTLV-1 integrase strand transfer activity in PBMC cells at 100 uM measured on day 212008Antimicrobial agents and chemotherapy, Oct, Volume: 52, Issue:10
Inhibitors of strand transfer that prevent integration and inhibit human T-cell leukemia virus type 1 early replication.
AID536857Inhibition of HIV NL4-3 recombinant histidine-tagged integrase strand transfer activity expressed in Escherichia coli BL21 (DE3)2010Journal of medicinal chemistry, Nov-25, Volume: 53, Issue:22
Design, synthesis, and biological evaluation of novel hybrid dicaffeoyltartaric/diketo acid and tetrazole-substituted L-chicoric acid analogue inhibitors of human immunodeficiency virus type 1 integrase.
AID264930Inhibition of HIV integrase2006Bioorganic & medicinal chemistry letters, Jun-01, Volume: 16, Issue:11
Triketoacid inhibitors of HIV-integrase: a new chemotype useful for probing the integrase pharmacophore.
AID93359Inhibition of recombinant HIV-1 Integrase in strand transfer enzyme assay.2000Journal of medicinal chemistry, Dec-28, Volume: 43, Issue:26
4-Aryl-2,4-dioxobutanoic acid inhibitors of HIV-1 integrase and viral replication in cells.
AID542440Growth inhibition of human PBMC cells cocultured with irradiated HTLV-1 positive MT2 cells at 250 uM after 7 days2008Antimicrobial agents and chemotherapy, Oct, Volume: 52, Issue:10
Inhibitors of strand transfer that prevent integration and inhibit human T-cell leukemia virus type 1 early replication.
AID536853Cytotoxicity against human MT2 cells assessed as concentration required to 5% inhibition of cell growth relative to control2010Journal of medicinal chemistry, Nov-25, Volume: 53, Issue:22
Design, synthesis, and biological evaluation of novel hybrid dicaffeoyltartaric/diketo acid and tetrazole-substituted L-chicoric acid analogue inhibitors of human immunodeficiency virus type 1 integrase.
AID394564Selectivity index, ratio of IC50 for HIV1 integrase 3' processing activity to IC50 for HIV1 integrase strand transfer activity2009Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7
Design and synthesis of novel dihydroquinoline-3-carboxylic acids as HIV-1 integrase inhibitors.
AID264920Inhibition of HIV1 recombinant integrase2006Bioorganic & medicinal chemistry letters, Jun-01, Volume: 16, Issue:11
Triketoacid inhibitors of HIV-integrase: a new chemotype useful for probing the integrase pharmacophore.
AID666263Inhibition of HIV1 integrase-mediated strand transfer2011ACS medicinal chemistry letters, Oct-05, Volume: 2, Issue:12
Discovery of a Potent HIV Integrase Inhibitor that Leads to a Prodrug with Significant anti-HIV Activity.
AID666287Antiviral activity against HIV1 infected in human MT4 cells2011ACS medicinal chemistry letters, Oct-05, Volume: 2, Issue:12
Discovery of a Potent HIV Integrase Inhibitor that Leads to a Prodrug with Significant anti-HIV Activity.
AID361637Inhibition of recombinant HIV1 integrase strand transfer activity by high throughput electrochemiluminescent assay in presence of magnesium2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
Novel quinolinonyl diketo acid derivatives as HIV-1 integrase inhibitors: design, synthesis, and biological activities.
AID542439Growth inhibition of human PBMC cells cocultured with irradiated HTLV-1 positive MT2 cells at 100 uM after 7 days2008Antimicrobial agents and chemotherapy, Oct, Volume: 52, Issue:10
Inhibitors of strand transfer that prevent integration and inhibit human T-cell leukemia virus type 1 early replication.
AID536855Inhibition of HIV NL4-3 recombinant histidine-tagged integrase 3'-end processing activity expressed in Escherichia coli BL21 (DE3)2010Journal of medicinal chemistry, Nov-25, Volume: 53, Issue:22
Design, synthesis, and biological evaluation of novel hybrid dicaffeoyltartaric/diketo acid and tetrazole-substituted L-chicoric acid analogue inhibitors of human immunodeficiency virus type 1 integrase.
AID1798319Integrase 3-End Joining Assay from Article 10.1016/j.jmb.2008.04.054: \\Modeling, analysis, and validation of a novel HIV integrase structure provide insights into the binding modes of potent integrase inhibitors.\\2008Journal of molecular biology, Jul-11, Volume: 380, Issue:3
Modeling, analysis, and validation of a novel HIV integrase structure provide insights into the binding modes of potent integrase inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (20)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's17 (85.00)29.6817
2010's3 (15.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.84

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 Index11.84 (24.57)
Research Supply Index3.04 (2.92)
Research Growth Index4.88 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.84)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (10.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other18 (90.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]