Page last updated: 2024-11-06

1-((2-hydroxyethoxy)methyl)-6-(phenylthio)thymine

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Description

1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)thymine : A pyrimidone that is thymine which is substituted at positions 1 and 6 by a (2-hydroxyethoxy)methyl group and a phenylsulfanyl group, respectively. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID64993
CHEMBL ID31871
CHEBI ID43060
SCHEMBL ID384288
MeSH IDM0171310

Synonyms (29)

Synonym
hmptt
123027-56-5
6-hept
1-(2-hydroxyethoxymethyl)-5-methyl-6-phenylsulfanyl-pyrimidine-2,4-dione
hept
1-(2ohetome)-6-(phs)t
1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine
1-(2-hydroxyethyloxymethyl)-6-phenyl thiothymine
1RTI
1-((2-hydroxyethoxy)methyl)-6-phenylthiothymine
1-((2-hydroxyethoxy)methyl)-5-methyl-6-(phenylthio)-2,4(1h,3h)-pyrimidinedione
1-((2-hydroxyethoxy)methyl)-6-(phenylthio)thymine
chebi:43060 ,
CHEMBL31871 ,
DB07892
1-(2-hydroxyethoxymethyl)-5-methyl-6-phenylsulfanylpyrimidine-2,4-dione
1-(2-hydroxy-ethoxymethyl)-5-methyl-6-phenylsulfanyl-1h-pyrimidine-2,4-dione
1-((2-hydroxyethoxy)methyl)-5-methyl-6-(phenylthio)pyrimidine-2,4(1h,3h)-dione
1-(2-hydroxy-ethoxymethyl)-5-methyl-6-phenylsulfanyl-1h-pyrimidine-2,4-dione(hept)
(hept) 1-(2-hydroxy-ethoxymethyl)-5-methyl-6-phenylsulfanyl-1h-pyrimidine-2,4-dione
1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)-thymine
bdbm50004152
1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)thymine
1-[(2-hydroxyethoxy)methyl]-5-methyl-6-(phenylsulfanyl)pyrimidine-2,4(1h,3h)-dione
1-[(2-hydroxyethoxy)methyl]-6-phenylthiothymine
SCHEMBL384288
DTXSID80153841
Q27097100
AKOS040746890
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
HIV-1 reverse transcriptase inhibitorAn entity which inhibits the activity of HIV-1 reverse transcriptase.
antiviral drugA substance used in the prophylaxis or therapy of virus diseases.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (3)

ClassDescription
pyrimidoneA pyrimidine carrying one or more oxo substituents.
aryl sulfideAny organic sulfide in which the sulfur is attached to at least one aromatic group.
primary alcoholA primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (7)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain B, Hiv-1 Reverse TranscriptaseHuman immunodeficiency virus 1IC50 (µMol)17.00000.08008.540017.0000AID977608
Chain A, Hiv-1 Reverse TranscriptaseHuman immunodeficiency virus 1IC50 (µMol)17.00000.08008.540017.0000AID977608
Chain A, Hiv-1 Reverse TranscriptaseHuman immunodeficiency virus 1IC50 (µMol)17.00000.08008.540017.0000AID977608
Chain A, Hiv-1 Reverse TranscriptaseHuman immunodeficiency virus 1IC50 (µMol)17.00000.08008.540017.0000AID977608
Chain B, Hiv-1 Reverse TranscriptaseHuman immunodeficiency virus 1IC50 (µMol)17.00000.08008.540017.0000AID977608
Gag-Pol polyproteinHIV-1 M:B_HXB2RIC50 (µMol)17.00000.00060.91418.3200AID1795396
Reverse transcriptase/RNaseH Human immunodeficiency virus 1IC50 (µMol)139.69500.00011.076810.0000AID104448; AID104452; AID198238; AID198389; AID198390; AID198565; AID199103; AID199671
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Reverse transcriptase/RNaseH Human immunodeficiency virus 1EC50 (µMol)7.00000.00040.61539.7000AID200003
[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 1Activity7.00000.00091.30738.0000AID199980
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (2)

Processvia Protein(s)Taxonomy
viral life cycleGag-Pol polyproteinHIV-1 M:B_HXB2R
establishment of integrated proviral latencyGag-Pol polyproteinHIV-1 M:B_HXB2R
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (2)

Processvia Protein(s)Taxonomy
peptidase activityGag-Pol polyproteinHIV-1 M:B_HXB2R
integrase activityGag-Pol polyproteinHIV-1 M:B_HXB2R
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (82)

Assay IDTitleYearJournalArticle
AID104577Cytotoxic concentration required to reduce the viability of mock-infected MT-4 cells by 50%1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
A new class of HIV-1-specific 6-substituted acyclouridine derivatives: synthesis and anti-HIV-1 activity of 5- or 6-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID352591Selectivity index, ratio of CC50 for human MT4 cells to IC50 for HIV1 3B2009European journal of medicinal chemistry, Mar, Volume: 44, Issue:3
Synthesis and in vitro anti-HIV evaluation of a new series of 6-arylmethyl-substituted S-DABOs as potential non-nucleoside HIV-1 reverse transcriptase inhibitors.
AID281485Antiviral activity against wild type HIV1 3B in MT4 cells after 4 days by MTT method2007Journal of medicinal chemistry, Apr-19, Volume: 50, Issue:8
Synthesis and anti-HIV-1 activity evaluation of 5-alkyl-2-alkylthio-6-(arylcarbonyl or alpha-cyanoarylmethyl)-3,4-dihydropyrimidin-4(3H)-ones as novel non-nucleoside HIV-1 reverse transcriptase inhibitors.
AID232750Selectivity index is the ratio between CC50 for MT-4 cells and IC50 against HIV-1 infection2004Bioorganic & medicinal chemistry letters, Jun-21, Volume: 14, Issue:12
5-Alkyl-2-[(aryl and alkyloxylcarbonylmethyl)thio]-6-(1-naphthylmethyl) pyrimidin-4(3H)-ones as an unique HIV reverse transcriptase inhibitors of S-DABO series.
AID198238Inhibitory activity against HIV-1 reverse transcriptase1996Journal of medicinal chemistry, Apr-12, Volume: 39, Issue:8
Complexes of HIV-1 reverse transcriptase with inhibitors of the HEPT series reveal conformational changes relevant to the design of potent non-nucleoside inhibitors.
AID1125802Antiviral activity against HIV1 3B infected in human MT4 cells assessed as protection from cytopathic effect2014European journal of medicinal chemistry, Apr-22, Volume: 77QSAR models for HEPT derivates as NNRTI inhibitors based on Monte Carlo method.
AID200003Inhibition of HIV-1 reverse transcriptase at 37 degree Centigrade2001Journal of medicinal chemistry, Jan-18, Volume: 44, Issue:2
Estimation of binding affinities for HEPT and nevirapine analogues with HIV-1 reverse transcriptase via Monte Carlo simulations.
AID106965Concentration required to achieve 50% protection of MT-4 cells against cytopathic effect of HIV-11989Journal of medicinal chemistry, Dec, Volume: 32, Issue:12
A novel lead for specific anti-HIV-1 agents: 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine.
AID352588Antiviral activity against HIV1 3B infected in human MT4 cells assessed as inhibition of virus-induced cytopathic effect after 4 days by MTT assay2009European journal of medicinal chemistry, Mar, Volume: 44, Issue:3
Synthesis and in vitro anti-HIV evaluation of a new series of 6-arylmethyl-substituted S-DABOs as potential non-nucleoside HIV-1 reverse transcriptase inhibitors.
AID106964Concentration of compound required to achieve 50% protection of MT-4 cells against HIV-1 virus induced cytopathic effect1991Journal of medicinal chemistry, Apr, Volume: 34, Issue:4
Specific anti-HIV-1 "acyclonucleosides" which cannot be phosphorylated: synthesis of some deoxy analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine.
AID89169Inhibitory activity against HIV-1 (HTLV-IIIRF strain) replication in MT-4 cells1991Journal of medicinal chemistry, Apr, Volume: 34, Issue:4
Synthesis and anti-HIV activity of 2-, 3-, and 4-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID198389Inhibitory effect on HIV-1 reverse transcriptase activity using poly(rA)-oligo(dT) template primer1989Journal of medicinal chemistry, Dec, Volume: 32, Issue:12
A novel lead for specific anti-HIV-1 agents: 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine.
AID83577Cytotoxic concentration required to reduce the viability of mock-infected MT-4 cells (HIV-1 HTLV-IIIB strain) by 50% was determined on 4th day after virus infection.1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
A new class of HIV-1-specific 6-substituted acyclouridine derivatives: synthesis and anti-HIV-1 activity of 5- or 6-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID46620Concentration which reduces the cell viability by 50% (CEM-SS / MT-4)1997Journal of medicinal chemistry, Jun-06, Volume: 40, Issue:12
Synthesis and anti-HIV activity of novel N-1 side chain-modified analogs of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID53666Inhibitory activity against DNA polymerase-alpha derived from peripheral blood mononuclear cells1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Activity of acyclic 6-(phenylselenenyl)pyrimidine nucleosides against human immunodeficiency viruses in primary lymphocytes.
AID83263Concentration of compound required to reduce the viability of mock-infected HIV-2 (LAV-2ROD)/MT-4 cells by 50%1992Journal of medicinal chemistry, Jan-24, Volume: 35, Issue:2
Structure-activity relationships of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine analogues: effect of substitutions at the C-6 phenyl ring and at the C-5 position on anti-HIV-1 activity.
AID89165Cytotoxic concentration of compound required to incorporate [5-3H]-Urd into RNA of mock infected peripheral blood lymphocytes in HIV-1 (HTLV-IIIB)by 50%1991Journal of medicinal chemistry, Apr, Volume: 34, Issue:4
Synthesis and anti-HIV activity of 2-, 3-, and 4-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID80887Effective concentration required to achieve 50% protection of MT-4 cells against the cytopathic effect of HIV-1 (HTLV-IIIB strain) and determined on 4th day after virus infection.1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
A new class of HIV-1-specific 6-substituted acyclouridine derivatives: synthesis and anti-HIV-1 activity of 5- or 6-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID45854Cytotoxic concentration for inhibition of HTLB-IIIB replication in CEM cells.1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis and anti-HIV-1 activity of a series of 1-alkoxy-5-alkyl-6-(arylthio)uracils.
AID89166Cytotoxic concentration of compound required to reduce the viability of mock infected MT-4 cells against the HIV-1 (HTLV-IIIB)induced cytopathic effect1991Journal of medicinal chemistry, Apr, Volume: 34, Issue:4
Synthesis and anti-HIV activity of 2-, 3-, and 4-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID198565Inhibition of HIV-1 reverse transcriptase (RT)1995Journal of medicinal chemistry, Nov-10, Volume: 38, Issue:23
A new series of pyridinone derivatives as potent non-nucleoside human immunodeficiency virus type 1 specific reverse transcriptase inhibitors.
AID83100Concentration of compound required to reduce the viability of mock-infected PBL(peripheral blood lymphocytes) cells. by 50%1992Journal of medicinal chemistry, Jan-24, Volume: 35, Issue:2
Structure-activity relationships of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine analogues: effect of substitutions at the C-6 phenyl ring and at the C-5 position on anti-HIV-1 activity.
AID155468The compound was tested for toxicity in peripheral blood mononuclear cells.1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Activity of acyclic 6-(phenylselenenyl)pyrimidine nucleosides against human immunodeficiency viruses in primary lymphocytes.
AID104274Effective concentration required for 50% protection of MT-4 cells against the cytopathic effect of HIV-11992Journal of medicinal chemistry, Dec-11, Volume: 35, Issue:25
Synthesis and antiviral activity of deoxy analogs of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT) as potent and selective anti-HIV-1 agents.
AID89308Inhibitory activity against HIV-2(LAV-2EHO strain) replication in MT-4 cells1991Journal of medicinal chemistry, Apr, Volume: 34, Issue:4
Synthesis and anti-HIV activity of 2-, 3-, and 4-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID199671Inhibition of HIV-1 reverse transcriptase from peripheral blood mononuclear cells.1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Activity of acyclic 6-(phenylselenenyl)pyrimidine nucleosides against human immunodeficiency viruses in primary lymphocytes.
AID235889Ratio of effective concentration to that of cytotoxic concentration against HIV-1 induced cytopathogenicity in MT-4 cells1992Journal of medicinal chemistry, Jul-24, Volume: 35, Issue:15
3'-Spiro nucleosides, a new class of specific human immunodeficiency virus type 1 inhibitors: synthesis and antiviral activity of [2'-5'-bis-O-(tert-butyldimethylsilyl)-beta-D-xylo- and -ribofuranose]-3'-spiro-5"-[4"-amino-1",2"-oxathiole 2",2"-dioxide] (
AID104938Cytotoxic concentration required to reduce the viability of mock-infected MT-4 cells by 50%1995Journal of medicinal chemistry, Jul-21, Volume: 38, Issue:15
Synthesis and antiviral activity of 6-benzyl analogs of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT) as potent and selective anti-HIV-1 agents.
AID105892Effective concentration required to achieve 50% inhibition of HIV-1 multiplication in human T-4 lymphoblastoid cell line MT-4 IIIB1997Journal of medicinal chemistry, Jun-06, Volume: 40, Issue:12
Synthesis and anti-HIV activity of novel N-1 side chain-modified analogs of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID80886Effective concentration required to achieve 50% protection of MT-4 cells against the cytopathic effect of HIV-1 (HTLV-IIIB). 1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
A new class of HIV-1-specific 6-substituted acyclouridine derivatives: synthesis and anti-HIV-1 activity of 5- or 6-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID248354Concentration required to inhibit 50% viral production of human immunodeficiency virus type 1 (HIV-1-IIIB)2005Journal of medicinal chemistry, Apr-07, Volume: 48, Issue:7
Hierarchical database screenings for HIV-1 reverse transcriptase using a pharmacophore model, rigid docking, solvation docking, and MM-PB/SA.
AID83108Concentration required to achieve 50% protection of MT-4 cells against the cytopathic effect of HIV-1.1992Journal of medicinal chemistry, Jan-24, Volume: 35, Issue:2
Structure-activity relationships of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine analogues: effect of substitutions at the C-6 phenyl ring and at the C-5 position on anti-HIV-1 activity.
AID199980Inhibitory activity against human immunodeficiency virus type 1 reverse transcriptase (HIV-1 RT)2002Journal of medicinal chemistry, Jul-04, Volume: 45, Issue:14
Prediction of activity for nonnucleoside inhibitors with HIV-1 reverse transcriptase based on Monte Carlo simulations.
AID89309Inhibitory activity against HIV-2(LAV-2ROD strain) replication in MT-4 cells1991Journal of medicinal chemistry, Apr, Volume: 34, Issue:4
Synthesis and anti-HIV activity of 2-, 3-, and 4-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID287164Antiviral activity against HIV2 ROD in MT4 cells after 4 days by MTT method2007European journal of medicinal chemistry, Feb, Volume: 42, Issue:2
Synthesis and anti-HIV activity evaluation of 1-[(alkenyl or alkynyl or alkyloxy)methyl]-5-alkyl-6-(1-naphthoyl)-2,4-pyrimidinediones as novel non-nucleoside HIV-1 reverse transcriptase inhibitors.
AID199103Inhibitory concentration required to inhibit the HIV-1 reverse transcriptase activity2004Journal of medicinal chemistry, Feb-12, Volume: 47, Issue:4
Computer-aided design, synthesis, and anti-HIV-1 activity in vitro of 2-alkylamino-6-[1-(2,6-difluorophenyl)alkyl]-3,4-dihydro-5-alkylpyrimidin-4(3H)-ones as novel potent non-nucleoside reverse transcriptase inhibitors, also active against the Y181C varia
AID217434Antiviral activity against Vero cells, infected with HSV-1.1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Activity of acyclic 6-(phenylselenenyl)pyrimidine nucleosides against human immunodeficiency viruses in primary lymphocytes.
AID106609Cytotoxic concentration that reduces the MT-4 cell viability by 50%2004Bioorganic & medicinal chemistry letters, Jun-21, Volume: 14, Issue:12
5-Alkyl-2-[(aryl and alkyloxylcarbonylmethyl)thio]-6-(1-naphthylmethyl) pyrimidin-4(3H)-ones as an unique HIV reverse transcriptase inhibitors of S-DABO series.
AID46175Effective concentration for inhibition of HTLB-IIIB replication in CEM cells.1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis and anti-HIV-1 activity of a series of 1-alkoxy-5-alkyl-6-(arylthio)uracils.
AID287166Selectivity index, ratio of CC50 for MT4 cells to IC50 for HIV1 3B2007European journal of medicinal chemistry, Feb, Volume: 42, Issue:2
Synthesis and anti-HIV activity evaluation of 1-[(alkenyl or alkynyl or alkyloxy)methyl]-5-alkyl-6-(1-naphthoyl)-2,4-pyrimidinediones as novel non-nucleoside HIV-1 reverse transcriptase inhibitors.
AID105124Compound was evaluated for effective concentration required to achieve 50% protection of MT-4 cells against cytopathic effect of HIV-11995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Design and synthesis of novel inhibitors of HIV-1 reverse transcriptase.
AID81255Concentration required to inhibit HIV-1 induced cytopathicity in human MT-4 lymphocyte cells.1992Journal of medicinal chemistry, Jul-24, Volume: 35, Issue:15
3'-Spiro nucleosides, a new class of specific human immunodeficiency virus type 1 inhibitors: synthesis and antiviral activity of [2'-5'-bis-O-(tert-butyldimethylsilyl)-beta-D-xylo- and -ribofuranose]-3'-spiro-5"-[4"-amino-1",2"-oxathiole 2",2"-dioxide] (
AID666972Cytotoxicity against human MT4 cells after 5 days by MTT assay2012European journal of medicinal chemistry, Aug, Volume: 54Diverse combinatorial design, synthesis and in vitro evaluation of new HEPT analogues as potential non-nucleoside HIV-1 reverse transcription inhibitors.
AID104452Inhibitory concentration against SO561945 (HIV 1 mutant RT) viral infection of MT-4 cells2004Bioorganic & medicinal chemistry letters, Jun-21, Volume: 14, Issue:12
5-Alkyl-2-[(aryl and alkyloxylcarbonylmethyl)thio]-6-(1-naphthylmethyl) pyrimidin-4(3H)-ones as an unique HIV reverse transcriptase inhibitors of S-DABO series.
AID235634Selectivity index is the ratio of CC50/EC501989Journal of medicinal chemistry, Dec, Volume: 32, Issue:12
A novel lead for specific anti-HIV-1 agents: 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine.
AID235878Ratio of EC50/CC501992Journal of medicinal chemistry, Jan-24, Volume: 35, Issue:2
Structure-activity relationships of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine analogues: effect of substitutions at the C-6 phenyl ring and at the C-5 position on anti-HIV-1 activity.
AID217744The compound was tested for toxicity in Vero cells.1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Activity of acyclic 6-(phenylselenenyl)pyrimidine nucleosides against human immunodeficiency viruses in primary lymphocytes.
AID104448Concentration required to protect the cell against HIV-1 strain IIIB viral cytopathogenicity by 50% in MT-4 cells2004Bioorganic & medicinal chemistry letters, Jun-21, Volume: 14, Issue:12
5-Alkyl-2-[(aryl and alkyloxylcarbonylmethyl)thio]-6-(1-naphthylmethyl) pyrimidin-4(3H)-ones as an unique HIV reverse transcriptase inhibitors of S-DABO series.
AID104450Concentration required to protect the cell against HIV-2 strain ROD viral cytopathogenicity by 50% in MT-4 cells; NA denotes not active2004Bioorganic & medicinal chemistry letters, Jun-21, Volume: 14, Issue:12
5-Alkyl-2-[(aryl and alkyloxylcarbonylmethyl)thio]-6-(1-naphthylmethyl) pyrimidin-4(3H)-ones as an unique HIV reverse transcriptase inhibitors of S-DABO series.
AID83101Concentration required inhibit HIV-1 (HTLV-IIIb strain) replication in PBL(peripheral blood lymphocytes) cells.1992Journal of medicinal chemistry, Jan-24, Volume: 35, Issue:2
Structure-activity relationships of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine analogues: effect of substitutions at the C-6 phenyl ring and at the C-5 position on anti-HIV-1 activity.
AID157572Antiviral activity against human peripheral blood mononuclear cells, infected with HIV-2(strain ROD-2).1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Activity of acyclic 6-(phenylselenenyl)pyrimidine nucleosides against human immunodeficiency viruses in primary lymphocytes.
AID46198Inhibitory effect against HIV-2 replication in CEM /TK-(thymidine kinase deficient) cells.1995Journal of medicinal chemistry, May-12, Volume: 38, Issue:10
Synthesis and anti-HIV activity of [AZT]-[TSAO-T] and [AZT]-[HEPT] dimers as potential multifunctional inhibitors of HIV-1 reverse transcriptase.
AID352590Cytotoxicity against human MT4 cells by MTT assay2009European journal of medicinal chemistry, Mar, Volume: 44, Issue:3
Synthesis and in vitro anti-HIV evaluation of a new series of 6-arylmethyl-substituted S-DABOs as potential non-nucleoside HIV-1 reverse transcriptase inhibitors.
AID352589Antiviral activity against HIV2 ROD infected in human MT4 cells assessed as inhibition of virus-induced cytopathic effect after 4 days by MTT assay2009European journal of medicinal chemistry, Mar, Volume: 44, Issue:3
Synthesis and in vitro anti-HIV evaluation of a new series of 6-arylmethyl-substituted S-DABOs as potential non-nucleoside HIV-1 reverse transcriptase inhibitors.
AID666971Antiviral activity against HIV1 NL4-3 infected in human MT4 cells assessed as inhibition of virus-induced cytopathic effect after 5 days2012European journal of medicinal chemistry, Aug, Volume: 54Diverse combinatorial design, synthesis and in vitro evaluation of new HEPT analogues as potential non-nucleoside HIV-1 reverse transcription inhibitors.
AID287163Antiviral activity against HIV1 3B in MT4 cells after 4 days by MTT method2007European journal of medicinal chemistry, Feb, Volume: 42, Issue:2
Synthesis and anti-HIV activity evaluation of 1-[(alkenyl or alkynyl or alkyloxy)methyl]-5-alkyl-6-(1-naphthoyl)-2,4-pyrimidinediones as novel non-nucleoside HIV-1 reverse transcriptase inhibitors.
AID198390Inhibitory effect on HIV-1 reverse transcriptase activity using poly(rC)-oligo(dG) template primer1989Journal of medicinal chemistry, Dec, Volume: 32, Issue:12
A novel lead for specific anti-HIV-1 agents: 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine.
AID46619Effective concentration required to achieve 50% inhibition of HIV-1 multiplication in human T-4 lymphoblastoid cell line CEM-SS/LAI1997Journal of medicinal chemistry, Jun-06, Volume: 40, Issue:12
Synthesis and anti-HIV activity of novel N-1 side chain-modified analogs of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID287165Cytotoxicity against MT4 cells after 4 days by MTT method2007European journal of medicinal chemistry, Feb, Volume: 42, Issue:2
Synthesis and anti-HIV activity evaluation of 1-[(alkenyl or alkynyl or alkyloxy)methyl]-5-alkyl-6-(1-naphthoyl)-2,4-pyrimidinediones as novel non-nucleoside HIV-1 reverse transcriptase inhibitors.
AID281486Cytotoxicity against MT4 cells after 4 days by MTT method2007Journal of medicinal chemistry, Apr-19, Volume: 50, Issue:8
Synthesis and anti-HIV-1 activity evaluation of 5-alkyl-2-alkylthio-6-(arylcarbonyl or alpha-cyanoarylmethyl)-3,4-dihydropyrimidin-4(3H)-ones as novel non-nucleoside HIV-1 reverse transcriptase inhibitors.
AID106599Cytotoxic concentration of compound required to reduce the viability of mock-infected MT-4 cells by 50%1989Journal of medicinal chemistry, Dec, Volume: 32, Issue:12
A novel lead for specific anti-HIV-1 agents: 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine.
AID157570Antiviral activity against human peripheral blood mononuclear cells, infected with HIV-1(strain LAV).1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Activity of acyclic 6-(phenylselenenyl)pyrimidine nucleosides against human immunodeficiency viruses in primary lymphocytes.
AID46199Inhibitory effect against HIV-2 replication in CEM cells.1995Journal of medicinal chemistry, May-12, Volume: 38, Issue:10
Synthesis and anti-HIV activity of [AZT]-[TSAO-T] and [AZT]-[HEPT] dimers as potential multifunctional inhibitors of HIV-1 reverse transcriptase.
AID89168Inhibitory activity against HIV-1 (HTLV-IIIB strain) replication in peripheral blood lymphocytes1991Journal of medicinal chemistry, Apr, Volume: 34, Issue:4
Synthesis and anti-HIV activity of 2-, 3-, and 4-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID235683Selectivity Index measured as the ratio of EC50 to that of CC50 values.1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
A new class of HIV-1-specific 6-substituted acyclouridine derivatives: synthesis and anti-HIV-1 activity of 5- or 6-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID106589Concentration required to reduce human MT-4 cell viability by 50%.1992Journal of medicinal chemistry, Jul-24, Volume: 35, Issue:15
3'-Spiro nucleosides, a new class of specific human immunodeficiency virus type 1 inhibitors: synthesis and antiviral activity of [2'-5'-bis-O-(tert-butyldimethylsilyl)-beta-D-xylo- and -ribofuranose]-3'-spiro-5"-[4"-amino-1",2"-oxathiole 2",2"-dioxide] (
AID105513Effective concentration required to achieve 50% protection of MT-4 cells against the cytopathic effect of HIV-1 virus.1995Journal of medicinal chemistry, Jul-21, Volume: 38, Issue:15
Synthesis and antiviral activity of 6-benzyl analogs of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT) as potent and selective anti-HIV-1 agents.
AID231665CC50/EC50 ratio expressed as selectivity index(SI)1991Journal of medicinal chemistry, Apr, Volume: 34, Issue:4
Specific anti-HIV-1 "acyclonucleosides" which cannot be phosphorylated: synthesis of some deoxy analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine.
AID225321Concentration required to reduce viability of mock-infected MT-4 cells1992Journal of medicinal chemistry, Dec-11, Volume: 35, Issue:25
Synthesis and antiviral activity of deoxy analogs of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT) as potent and selective anti-HIV-1 agents.
AID666973Selectivity index, ratio of CC50 for human MT4 cells to EC50 for HIV1 NL4-32012European journal of medicinal chemistry, Aug, Volume: 54Diverse combinatorial design, synthesis and in vitro evaluation of new HEPT analogues as potential non-nucleoside HIV-1 reverse transcription inhibitors.
AID235557Ratio of the EC50 against HIV-1 infected MT-4 cells and CC50 against mock infected MT-4 cells.1992Journal of medicinal chemistry, Dec-11, Volume: 35, Issue:25
Synthesis and antiviral activity of deoxy analogs of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT) as potent and selective anti-HIV-1 agents.
AID106587Concentration of compound required to reduce the viability of mock infected MT-4 cells against HIV-1 by 50%1991Journal of medicinal chemistry, Apr, Volume: 34, Issue:4
Specific anti-HIV-1 "acyclonucleosides" which cannot be phosphorylated: synthesis of some deoxy analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine.
AID89167Inhibitory activity against HIV-1 (HTLV-IIIB strain) replication in MT-4 cells1991Journal of medicinal chemistry, Apr, Volume: 34, Issue:4
Synthesis and anti-HIV activity of 2-, 3-, and 4-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID80888Effective concentration required to achieve 50% protection of MT-4 cells against the cytopathic effect of HIV-1 (HTLV-IIIRF strain) and determined on 4th day after virus infection.1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
A new class of HIV-1-specific 6-substituted acyclouridine derivatives: synthesis and anti-HIV-1 activity of 5- or 6-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID106588Concentration required to reduce the viability of mock-infected MT-4 cells by 50%.1992Journal of medicinal chemistry, Jan-24, Volume: 35, Issue:2
Structure-activity relationships of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine analogues: effect of substitutions at the C-6 phenyl ring and at the C-5 position on anti-HIV-1 activity.
AID83118Effective concentration required to achieve 50% protection of MT-4 cells against the cytopathic effect of HIV-2 (LAV-2ROD strain) and determined on 4th day after virus infection.1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
A new class of HIV-1-specific 6-substituted acyclouridine derivatives: synthesis and anti-HIV-1 activity of 5- or 6-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID83117Effective concentration required to achieve 50% protection of MT-4 cells against the cytopathic effect of HIV-2 ((LAV-2EHO strain) and determined on 4th day after virus infection.1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
A new class of HIV-1-specific 6-substituted acyclouridine derivatives: synthesis and anti-HIV-1 activity of 5- or 6-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT).
AID281489Selectivity index, CC50 for MT4 cells/IC50 for HIV1 3B2007Journal of medicinal chemistry, Apr-19, Volume: 50, Issue:8
Synthesis and anti-HIV-1 activity evaluation of 5-alkyl-2-alkylthio-6-(arylcarbonyl or alpha-cyanoarylmethyl)-3,4-dihydropyrimidin-4(3H)-ones as novel non-nucleoside HIV-1 reverse transcriptase inhibitors.
AID83264Concentration required inhibit HIV-2 (LAV-2ROD)replication in MT-4 cells.1992Journal of medicinal chemistry, Jan-24, Volume: 35, Issue:2
Structure-activity relationships of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine analogues: effect of substitutions at the C-6 phenyl ring and at the C-5 position on anti-HIV-1 activity.
AID235678Selectivity Index measured as ratio of CC50 to that of EC50.1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis and anti-HIV-1 activity of a series of 1-alkoxy-5-alkyl-6-(arylthio)uracils.
AID977608Experimentally measured binding affinity data (IC50) for protein-ligand complexes derived from PDB1995Nature structural biology, Apr, Volume: 2, Issue:4
High resolution structures of HIV-1 RT from four RT-inhibitor complexes.
AID1795396HIV-1 RT Assay from Article 10.1021/jm0309856: \\Computer-aided design, synthesis, and anti-HIV-1 activity in vitro of 2-alkylamino-6-[1-(2,6-difluorophenyl)alkyl]-3,4-dihydro-5-alkylpyrimidin-4(3H)-ones as novel potent non-nucleoside reverse transcriptase2004Journal of medicinal chemistry, Feb-12, Volume: 47, Issue:4
Computer-aided design, synthesis, and anti-HIV-1 activity in vitro of 2-alkylamino-6-[1-(2,6-difluorophenyl)alkyl]-3,4-dihydro-5-alkylpyrimidin-4(3H)-ones as novel potent non-nucleoside reverse transcriptase inhibitors, also active against the Y181C varia
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (75)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (2.67)18.7374
1990's38 (50.67)18.2507
2000's26 (34.67)29.6817
2010's7 (9.33)24.3611
2020's2 (2.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.49

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 Index11.49 (24.57)
Research Supply Index4.37 (2.92)
Research Growth Index5.86 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.49)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews7 (8.97%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other71 (91.03%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]