Page last updated: 2024-11-12

gs-9148

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

Description

GS-9148: anti-HiV; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID15958718
CHEMBL ID252036
SCHEMBL ID970418
MeSH IDM0519514

Synonyms (19)

Synonym
gs-9148
phosphonic acid, [[[(2r,5r)-5-(6-amino-9h-purin-9-yl)-4-fluoro-2,5-dihydro-2-furanyl]oxy]methyl]-
[(2r,5r)-5-(6-aminopurin-9-yl)-4-fluoro-2,5-dihydrofuran-2-yl]oxymethylphosphonic acid
gs9148
2'-fd4ap
fd4ap
CHEMBL252036 ,
SCHEMBL970418
bdbm50478100
a8oh1kw2tz ,
(5-(6-amino-purin-9-yl)-4-fluoro-2,5-dihydro-furan-2-yloxymethyl)phosphonic acid
gs 9148
phosphonic acid, p-((((2r,5r)-5-(6-amino-9h-purin-9-yl)-4-fluoro-2,5-dihydro-2-furanyl)oxy)methyl)-
unii-a8oh1kw2tz
875608-25-6
({[(2r,5r)-5-(6-amino-9h-purin-9-yl)-4-fluoro-2,5-dihydrofuran-2-yl]oxy}methyl)phosphonic acid
Q27466952
phosphonic acid, ((((2r,5r)-5-(6-amino-9h-purin-9-yl)-4-fluoro-2,5-dihydro-2-furanyl)oxy)methyl)-
AKOS040745821

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Following oral dosing (3mg/kg) in Beagle dogs, high levels (>9."( Discovery of GS-9131: Design, synthesis and optimization of amidate prodrugs of the novel nucleoside phosphonate HIV reverse transcriptase (RT) inhibitor GS-9148.
Birkus, G; Boojamra, CG; Cihlar, T; Desai, MC; Douglas, JL; Gao, Y; Grant, D; Hui, HC; Laflamme, G; Lin, KY; Mackman, RL; Markevitch, DY; McDermott, M; Mishra, R; Pakdaman, R; Petrakovsky, OV; Ray, AS; Vela, JE; Zhang, L, 2010
)
0.56
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Reverse transcriptase/RNaseH Human immunodeficiency virus 1IC50 (µMol)1.90000.00011.076810.0000AID320326; AID393069
[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)
Solute carrier family 22 member 6Homo sapiens (human)Km259.00000.42004.61839.3000AID544648
Solute carrier family 22 member 8Homo sapiens (human)Km1,216.00000.34501.32173.1000AID544649
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (14)

Processvia Protein(s)Taxonomy
monoatomic anion transportSolute carrier family 22 member 6Homo sapiens (human)
response to organic cyclic compoundSolute carrier family 22 member 6Homo sapiens (human)
inorganic anion transportSolute carrier family 22 member 6Homo sapiens (human)
organic anion transportSolute carrier family 22 member 6Homo sapiens (human)
prostaglandin transportSolute carrier family 22 member 6Homo sapiens (human)
alpha-ketoglutarate transportSolute carrier family 22 member 6Homo sapiens (human)
xenobiotic transportSolute carrier family 22 member 6Homo sapiens (human)
sodium-independent organic anion transportSolute carrier family 22 member 6Homo sapiens (human)
transmembrane transportSolute carrier family 22 member 6Homo sapiens (human)
metanephric proximal tubule developmentSolute carrier family 22 member 6Homo sapiens (human)
renal tubular secretionSolute carrier family 22 member 6Homo sapiens (human)
monoatomic ion transportSolute carrier family 22 member 8Homo sapiens (human)
response to toxic substanceSolute carrier family 22 member 8Homo sapiens (human)
inorganic anion transportSolute carrier family 22 member 8Homo sapiens (human)
prostaglandin transportSolute carrier family 22 member 8Homo sapiens (human)
xenobiotic transportSolute carrier family 22 member 8Homo sapiens (human)
transmembrane transportSolute carrier family 22 member 8Homo sapiens (human)
transport across blood-brain barrierSolute carrier family 22 member 8Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (11)

Processvia Protein(s)Taxonomy
solute:inorganic anion antiporter activitySolute carrier family 22 member 6Homo sapiens (human)
protein bindingSolute carrier family 22 member 6Homo sapiens (human)
organic anion transmembrane transporter activitySolute carrier family 22 member 6Homo sapiens (human)
prostaglandin transmembrane transporter activitySolute carrier family 22 member 6Homo sapiens (human)
alpha-ketoglutarate transmembrane transporter activitySolute carrier family 22 member 6Homo sapiens (human)
antiporter activitySolute carrier family 22 member 6Homo sapiens (human)
transmembrane transporter activitySolute carrier family 22 member 6Homo sapiens (human)
chloride ion bindingSolute carrier family 22 member 6Homo sapiens (human)
identical protein bindingSolute carrier family 22 member 6Homo sapiens (human)
xenobiotic transmembrane transporter activitySolute carrier family 22 member 6Homo sapiens (human)
sodium-independent organic anion transmembrane transporter activitySolute carrier family 22 member 6Homo sapiens (human)
solute:inorganic anion antiporter activitySolute carrier family 22 member 8Homo sapiens (human)
organic anion transmembrane transporter activitySolute carrier family 22 member 8Homo sapiens (human)
prostaglandin transmembrane transporter activitySolute carrier family 22 member 8Homo sapiens (human)
xenobiotic transmembrane transporter activitySolute carrier family 22 member 8Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (7)

Processvia Protein(s)Taxonomy
plasma membraneSolute carrier family 22 member 6Homo sapiens (human)
caveolaSolute carrier family 22 member 6Homo sapiens (human)
basal plasma membraneSolute carrier family 22 member 6Homo sapiens (human)
basolateral plasma membraneSolute carrier family 22 member 6Homo sapiens (human)
extracellular exosomeSolute carrier family 22 member 6Homo sapiens (human)
protein-containing complexSolute carrier family 22 member 6Homo sapiens (human)
plasma membraneSolute carrier family 22 member 8Homo sapiens (human)
basolateral plasma membraneSolute carrier family 22 member 8Homo sapiens (human)
apical plasma membraneSolute carrier family 22 member 8Homo sapiens (human)
extracellular exosomeSolute carrier family 22 member 8Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (36)

Assay IDTitleYearJournalArticle
AID478949Antiviral activity against HIV1 3B infected in human MT2 cells assessed as inhibition of virus-induced cytopathic effect after 5 days by XTT assay2010Bioorganic & medicinal chemistry, May-15, Volume: 18, Issue:10
Discovery of GS-9131: Design, synthesis and optimization of amidate prodrugs of the novel nucleoside phosphonate HIV reverse transcriptase (RT) inhibitor GS-9148.
AID544654Cellular uptake in BHK21 cells expressing hOAT3 at 10 uM by liquid scintillation counting relative to control2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID544659Cellular uptake in human HEK293T cells expressing MRP4 efflux transporter assessed as accumulation of GS-9148 metabolite at 5 uM by liquid scintillation counting relative to control2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID544662Drug level in dog kidney at 10 mg/kg, po after 24 hrs by liquid scintillation counting2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID544649Activity of human OAT3 transfected in BHK-21 cells2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID544656Cellular uptake in BHK21 cells expressing hOAT3 at 10 uM by liquid scintillation counting in presence of 500 uM of probenecid relative to control2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID544667Activity of human OAT3 transfected in BHK-21 cells measured per 10'6 cells2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID393070Antiviral activity against HIV1 3a infected human MT2 cells assessed as inhibition of viral-induced cytopathic effect after 3 days by XTT assay2009Bioorganic & medicinal chemistry, Feb-15, Volume: 17, Issue:4
Design, synthesis, and anti-HIV activity of 4'-modified carbocyclic nucleoside phosphonate reverse transcriptase inhibitors.
AID313875Cytotoxicity against human MT2 cells2008Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3
Synthesis and anti-HIV activity of 2'-fluorine modified nucleoside phosphonates: analogs of GS-9148.
AID544653Cellular uptake in CHO cells expressing hOAT1 at 10 uM by liquid scintillation counting relative to control2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID544651Cytotoxicity against CHO cells expressing hOAT1 after 120 hrs by Cell-Titer Glo assay2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID544666Activity of human OAT1 transfected in CHO cells measured per 10'6 cells2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID544658Cellular uptake in human HEK293T cells expressing MRP4 efflux transporter at 1 uM by liquid scintillation counting in presence of 30 uM efflux inhibitor MK-571 relative to control2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID478946Drug metabolism in Beagle dog assessed as ratio of GS-9148 level in PBMC to plasma at 3 mg/kg, po up to 20 mins2010Bioorganic & medicinal chemistry, May-15, Volume: 18, Issue:10
Discovery of GS-9131: Design, synthesis and optimization of amidate prodrugs of the novel nucleoside phosphonate HIV reverse transcriptase (RT) inhibitor GS-9148.
AID320327Cytotoxicity against human MT2 cells2008Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3
Synthesis and anti-HIV activity of GS-9148 (2'-Fd4AP), a novel nucleoside phosphonate HIV reverse transcriptase inhibitor.
AID393073Antiviral activity against HIV1 3a with reverse transcriptase M184V mutation in human MT2 cells assessed as inhibition of viral-induced cytopathic effect by XTT assay relative to wild type2009Bioorganic & medicinal chemistry, Feb-15, Volume: 17, Issue:4
Design, synthesis, and anti-HIV activity of 4'-modified carbocyclic nucleoside phosphonate reverse transcriptase inhibitors.
AID544652Ratio of CC50 for CHO cells to CC50 for CHO cells expressing hOAT1 after 120 hrs by Cell-Titer Glo assay2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID320330Antiviral activity against HIV with reverse transcriptase M184V mutation assessed as fold resistance relative to wild type2008Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3
Synthesis and anti-HIV activity of GS-9148 (2'-Fd4AP), a novel nucleoside phosphonate HIV reverse transcriptase inhibitor.
AID478937Cytotoxicity against human HepG2 cells assessed as inhibition of cellular DNA replication after 14 days2010Bioorganic & medicinal chemistry, May-15, Volume: 18, Issue:10
Discovery of GS-9131: Design, synthesis and optimization of amidate prodrugs of the novel nucleoside phosphonate HIV reverse transcriptase (RT) inhibitor GS-9148.
AID320329Antiviral activity against HIV with reverse transcriptase 6TAMs mutation assessed as fold resistance relative to wild type2008Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3
Synthesis and anti-HIV activity of GS-9148 (2'-Fd4AP), a novel nucleoside phosphonate HIV reverse transcriptase inhibitor.
AID393071Cytotoxicity against human MT2 cells after 5 days2009Bioorganic & medicinal chemistry, Feb-15, Volume: 17, Issue:4
Design, synthesis, and anti-HIV activity of 4'-modified carbocyclic nucleoside phosphonate reverse transcriptase inhibitors.
AID393072Antiviral activity against HIV1 3a with reverse transcriptase K65R mutation in human MT2 cells assessed as inhibition of viral-induced cytopathic effect by XTT assay relative to wild type2009Bioorganic & medicinal chemistry, Feb-15, Volume: 17, Issue:4
Design, synthesis, and anti-HIV activity of 4'-modified carbocyclic nucleoside phosphonate reverse transcriptase inhibitors.
AID313874Antiviral activity against HIV1 3B in MT2 cells2008Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3
Synthesis and anti-HIV activity of 2'-fluorine modified nucleoside phosphonates: analogs of GS-9148.
AID544648Activity of human OAT1 transfected in CHO cells2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID478935Cytotoxicity against human MT2 cells after 5 days by XTT assay2010Bioorganic & medicinal chemistry, May-15, Volume: 18, Issue:10
Discovery of GS-9131: Design, synthesis and optimization of amidate prodrugs of the novel nucleoside phosphonate HIV reverse transcriptase (RT) inhibitor GS-9148.
AID544661Drug level in dog kidney at 3 mg/kg, po after 24 hrs by liquid scintillation counting2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID393069Inhibition on HIV1 reverse transcriptase p66/p512009Bioorganic & medicinal chemistry, Feb-15, Volume: 17, Issue:4
Design, synthesis, and anti-HIV activity of 4'-modified carbocyclic nucleoside phosphonate reverse transcriptase inhibitors.
AID320326Inhibition of wild type HIV 3B reverse transcriptase in MT2 cells2008Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3
Synthesis and anti-HIV activity of GS-9148 (2'-Fd4AP), a novel nucleoside phosphonate HIV reverse transcriptase inhibitor.
AID544657Cellular uptake in human HEK293T cells expressing MRP4 efflux transporter at 1 uM by liquid scintillation counting relative to control2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID320328Antiviral activity against HIV with reverse transcriptase K65R mutation assessed as fold resistance relative to wild type2008Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3
Synthesis and anti-HIV activity of GS-9148 (2'-Fd4AP), a novel nucleoside phosphonate HIV reverse transcriptase inhibitor.
AID544650Cytotoxicity against CHO cells after 120 hrs by Cell-Titer Glo assay2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID544663Renal clearance in dog urine at 3 mg/kg, po2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID544655Cellular uptake in CHO cells expressing hOAT1 at 10 uM by liquid scintillation counting in presence of 500 uM of probenecid relative to control2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID544664AUC (0 to 24 hrs) in dog at 3 mg/kg, po2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID544665Drug excretion in dog urine at 3 mg/kg, po2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Novel nucleotide human immunodeficiency virus reverse transcriptase inhibitor GS-9148 with a low nephrotoxic potential: characterization of renal transport and accumulation.
AID320325Antiviral activity against wild type HIV1 3B in MT2 cells2008Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3
Synthesis and anti-HIV activity of GS-9148 (2'-Fd4AP), a novel nucleoside phosphonate HIV reverse transcriptase inhibitor.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's6 (54.55)29.6817
2010's5 (45.45)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: 13.29

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 Index13.29 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index4.33 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.29)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (18.18%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (81.82%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]