Compounds > cyclosaligenyl-2',3'-didehydro-2',3'-dideoxythymidine monophosphate
Page last updated: 2024-12-08

cyclosaligenyl-2',3'-didehydro-2',3'-dideoxythymidine monophosphate

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

Cross-References

ID SourceID
PubMed CID465614
CHEMBL ID375767
MeSH IDM0372186

Synonyms (8)

Synonym
cyclosal-d4tmp
5-methyl-1-[(2r,5s)-5-[(2-oxo-4h-1,3,2$l^{5}-benzodioxaphosphinin-2-yl)oxymethyl]-2,5-dihydrofuran-2-yl]pyrimidine-2,4-dione
5-methyl-1-{5-[(2-oxo(4h-benzo[e]1,3,2-dioxaphosphan-2-yloxy))methyl](2-2,5-dihydrofuryl)}-1,3-dihydropyrimidine-2,4-dione
CHEMBL375767 ,
cycosal-d4tmp
bdbm50206637
5-methyl-1-[(2r,5r)-5-(2-oxo-4h-2lambda5-benzo[1,3,2]dioxaphosphinin-2-yloxy)-2,5-dihydro-furan-2-yl]-1h-pyrimidine-2,4-dione
5-methyl-1-[(2r,5s)-5-[(2-oxo-4h-1,3,2lambda5-benzodioxaphosphinin-2-yl)oxymethyl]-2,5-dihydrofuran-2-yl]pyrimidine-2,4-dione
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AcetylcholinesteraseElectrophorus electricus (electric eel)IC50 (µMol)50.00000.00000.94539.9400AID31009
CholinesteraseHomo sapiens (human)IC50 (µMol)0.77000.00001.559910.0000AID280803; AID44291
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (12)

Processvia Protein(s)Taxonomy
xenobiotic metabolic processCholinesteraseHomo sapiens (human)
learningCholinesteraseHomo sapiens (human)
negative regulation of cell population proliferationCholinesteraseHomo sapiens (human)
neuroblast differentiationCholinesteraseHomo sapiens (human)
peptide hormone processingCholinesteraseHomo sapiens (human)
response to alkaloidCholinesteraseHomo sapiens (human)
cocaine metabolic processCholinesteraseHomo sapiens (human)
negative regulation of synaptic transmissionCholinesteraseHomo sapiens (human)
response to glucocorticoidCholinesteraseHomo sapiens (human)
response to folic acidCholinesteraseHomo sapiens (human)
choline metabolic processCholinesteraseHomo sapiens (human)
acetylcholine catabolic processCholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
amyloid-beta bindingCholinesteraseHomo sapiens (human)
catalytic activityCholinesteraseHomo sapiens (human)
acetylcholinesterase activityCholinesteraseHomo sapiens (human)
cholinesterase activityCholinesteraseHomo sapiens (human)
protein bindingCholinesteraseHomo sapiens (human)
hydrolase activity, acting on ester bondsCholinesteraseHomo sapiens (human)
enzyme bindingCholinesteraseHomo sapiens (human)
choline bindingCholinesteraseHomo sapiens (human)
identical protein bindingCholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
extracellular regionCholinesteraseHomo sapiens (human)
nuclear envelope lumenCholinesteraseHomo sapiens (human)
endoplasmic reticulum lumenCholinesteraseHomo sapiens (human)
blood microparticleCholinesteraseHomo sapiens (human)
plasma membraneCholinesteraseHomo sapiens (human)
extracellular spaceCholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (33)

Assay IDTitleYearJournalArticle
AID280803Inhibition of human serum BChE2007Journal of medicinal chemistry, Mar-22, Volume: 50, Issue:6
Bis-cycloSal-d4T-monophosphates: drugs that deliver two molecules of bioactive nucleotides.
AID280851Hydrolysis half life in human serum at pH 6.82007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Enzymatically activated cycloSal-d4T-monophosphates: The third generation of cycloSal-pronucleotides.
AID26709Half-life period was measured in RPMI-1640 culture medium at 37 degree C without FCS.1998Journal of medicinal chemistry, Apr-23, Volume: 41, Issue:9
cycloSal-2',3'-dideoxy-2',3'-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system.
AID391216Stability in human serum assessed as hydrolysis half life at pH 6.82008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
Intracellular trapping of cycloSal-pronucleotides: modification of prodrugs with amino acid esters.
AID26701Half-life period was measured in 30 mM TRIS buffer at pH 6.9 at 37 degree C1998Journal of medicinal chemistry, Apr-23, Volume: 41, Issue:9
cycloSal-2',3'-dideoxy-2',3'-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system.
AID46823Antiviral activity was measured on HIV-2 in wild-type CEM/O cells1998Journal of medicinal chemistry, Apr-23, Volume: 41, Issue:9
cycloSal-2',3'-dideoxy-2',3'-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system.
AID391218Antiviral activity against HIV2 ROD in thymidine kinase deficient human CEM cells2008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
Intracellular trapping of cycloSal-pronucleotides: modification of prodrugs with amino acid esters.
AID280853Antiviral activity against HIV2 ROD in CEM/0 cells2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Enzymatically activated cycloSal-d4T-monophosphates: The third generation of cycloSal-pronucleotides.
AID391214Stability in 25 mM phosphate buffer assessed as hydrolysis half life at pH 7.32008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
Intracellular trapping of cycloSal-pronucleotides: modification of prodrugs with amino acid esters.
AID46996Antiviral activity was measured on HIV-2 in mutant thymidine kinase-deficient CEM/TK- cells1998Journal of medicinal chemistry, Apr-23, Volume: 41, Issue:9
cycloSal-2',3'-dideoxy-2',3'-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system.
AID280806Antiviral activity against H1V2 in TK-deficient CEM cells2007Journal of medicinal chemistry, Mar-22, Volume: 50, Issue:6
Bis-cycloSal-d4T-monophosphates: drugs that deliver two molecules of bioactive nucleotides.
AID31009Inhibitory activity towards Electrophorus electricus acetylcholinesterase2004Journal of medicinal chemistry, May-20, Volume: 47, Issue:11
Interaction of cycloSal-pronucleotides with cholinesterases from different origins. A structure-activity relationship.
AID26705Half-life period was measured in 30 mM sodium phosphate buffer at pH 7.3 at 37 degree C1998Journal of medicinal chemistry, Apr-23, Volume: 41, Issue:9
cycloSal-2',3'-dideoxy-2',3'-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system.
AID46819Antiviral activity was measured on HIV-1 in wild-type CEM/O cells1998Journal of medicinal chemistry, Apr-23, Volume: 41, Issue:9
cycloSal-2',3'-dideoxy-2',3'-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system.
AID46008Anti-HIV-1 activity tested in human lymphocytic CEM cells2004Journal of medicinal chemistry, May-20, Volume: 47, Issue:11
Interaction of cycloSal-pronucleotides with cholinesterases from different origins. A structure-activity relationship.
AID391215Stability in human CEM cell extract assessed as hydrolysis half life at pH 6.92008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
Intracellular trapping of cycloSal-pronucleotides: modification of prodrugs with amino acid esters.
AID391220Cytotoxicity against human CEM cells2008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
Intracellular trapping of cycloSal-pronucleotides: modification of prodrugs with amino acid esters.
AID391219Antiviral activity against HIV2 ROD in human CEM cells2008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
Intracellular trapping of cycloSal-pronucleotides: modification of prodrugs with amino acid esters.
AID21064Partition coefficient was measured.1998Journal of medicinal chemistry, Apr-23, Volume: 41, Issue:9
cycloSal-2',3'-dideoxy-2',3'-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system.
AID391217Antiviral activity against HIV1 in human CEM cells2008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
Intracellular trapping of cycloSal-pronucleotides: modification of prodrugs with amino acid esters.
AID46818The cytotoxicity was measured on wild type CEM/O cells.1998Journal of medicinal chemistry, Apr-23, Volume: 41, Issue:9
cycloSal-2',3'-dideoxy-2',3'-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system.
AID26703Half-life period was measured in 30 mM sodium borate buffer at pH 8.9 at 37 degree C1998Journal of medicinal chemistry, Apr-23, Volume: 41, Issue:9
cycloSal-2',3'-dideoxy-2',3'-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system.
AID280804Antiviral activity against HIV1 in CEM/0 cells2007Journal of medicinal chemistry, Mar-22, Volume: 50, Issue:6
Bis-cycloSal-d4T-monophosphates: drugs that deliver two molecules of bioactive nucleotides.
AID280807Cytotoxicity against CEM/0 cells2007Journal of medicinal chemistry, Mar-22, Volume: 50, Issue:6
Bis-cycloSal-d4T-monophosphates: drugs that deliver two molecules of bioactive nucleotides.
AID280805Antiviral activity against H1V2 in CEM/0 cells2007Journal of medicinal chemistry, Mar-22, Volume: 50, Issue:6
Bis-cycloSal-d4T-monophosphates: drugs that deliver two molecules of bioactive nucleotides.
AID280854Antiviral activity against HIV2 ROD in CEM/TK- cells2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Enzymatically activated cycloSal-d4T-monophosphates: The third generation of cycloSal-pronucleotides.
AID280802Hydrolytic stability in 25 mM phosphate buffer at pH 7.3, 37 degC2007Journal of medicinal chemistry, Mar-22, Volume: 50, Issue:6
Bis-cycloSal-d4T-monophosphates: drugs that deliver two molecules of bioactive nucleotides.
AID280849Hydrolysis half life in CEM cell extracts at pH 6.92007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Enzymatically activated cycloSal-d4T-monophosphates: The third generation of cycloSal-pronucleotides.
AID280852Antiviral activity against HIV1 in CEM/0 cells2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Enzymatically activated cycloSal-d4T-monophosphates: The third generation of cycloSal-pronucleotides.
AID280848Chemical stability in phosphate buffer at pH 7.32007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Enzymatically activated cycloSal-d4T-monophosphates: The third generation of cycloSal-pronucleotides.
AID280850Hydrolysis half life in RPMI-1650/FCS medium at pH 7.62007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Enzymatically activated cycloSal-d4T-monophosphates: The third generation of cycloSal-pronucleotides.
AID26707Half-life period was measured in RPMI-1640 culture medium at 37 degree C with 10% heat-inactivated fetal calf serum..1998Journal of medicinal chemistry, Apr-23, Volume: 41, Issue:9
cycloSal-2',3'-dideoxy-2',3'-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system.
AID44291Inhibitory activity towards human butyrylcholinesterase2004Journal of medicinal chemistry, May-20, Volume: 47, Issue:11
Interaction of cycloSal-pronucleotides with cholinesterases from different origins. A structure-activity relationship.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (20.00)18.2507
2000's4 (80.00)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]

Market Indicators

Research Demand Index: 13.03

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 Index13.03 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.82 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.03)

All Compounds (24.57)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
salicyl alcohol
salicyl alcohol: RN given refers to parent cpd; saligenin is the aglycone of salicin; structure; it is oxidatively metabolized to gentisic acid. salicyl alcohol : A hydroxybenzyl alcohol that is phenol substituted by a hydroxymethyl group at C-2.		1.9910aromatic primary alcohol;
hydroxybenzyl alcohol		human urinary metabolite
stavudine
Stavudine: A dideoxynucleoside analog that inhibits reverse transcriptase and has in vitro activity against HIV.. stavudine : A nucleoside analogue obtained by formal dehydration across positions 2 and 3 of thymidine. An inhibitor of HIV-1 reverse transcriptase		2.9440dihydrofuran;
nucleoside analogue;
organic molecular entity		antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor
zidovudine
Zidovudine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia.. zidovudine : A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase.		1.9910azide;
pyrimidine 2',3'-dideoxyribonucleoside		antimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor
ConditionIndicatedRelationship StrengthStudiesTrials