Page last updated: 2024-10-15

cb 3717

Cross-References

ID SourceID
PubMed CID135438608
CHEMBL ID389051
CHEBI ID3258
SCHEMBL ID6579718
SCHEMBL ID9224063
MeSH IDM0099305

Synonyms (28)

Synonym
(2s)-2-[[4-[(2-amino-4-oxo-3h-quinazolin-6-yl)methyl-prop-2-ynyl-amino]benzoyl]amino]pentanedioic acid
pddf
(s)-2-[(1-{4-[(2-amino-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-phenyl}-methanoyl)-amino]-pentanedioic acid
cb-3717 ,
76849-19-9
cb3 ,
10-propargyl-5,8-dideazafolic acid
cb3717
DB03541
chembl389051 ,
bdbm18771
(2s)-2-[(4-{[(2-amino-4-oxo-1,4-dihydroquinazolin-6-yl)methyl](prop-2-yn-1-yl)amino}phenyl)formamido]pentanedioic acid
chebi:3258 ,
TCMDC-131823 ,
AC1L9EKK ,
(2s)-2-[[4-[(2-amino-4-oxo-1h-quinazolin-6-yl)methyl-prop-2-ynylamino]benzoyl]amino]pentanedioic acid
2-[[4-[(2-amino-4-oxo-1h-quinazolin-6-yl)methyl-prop-2-ynylamino]benzoyl]amino]pentanedioic acid
SCHEMBL6579718
SCHEMBL9224063
(2s)-2-[[4-[(2-amino-4-oxo-1h-quinazolin-6-yl)methyl-prop-2-ynyl-amino]benzoyl]amino]pentanedioic acid
n-(4-(n-((2-amino-4-hydroxy-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl)-l-glutamic acid
n-[(4-{[(2-amino-4-oxo-1,4-dihydroquinazolin-6-yl)methyl](prop-2-yn-1-yl)amino}phenyl)carbonyl]-l-glutamic acid
n-(4-(n-(2-amino-4-hydroxy-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl-l-glutamic acid
Q27094477
(2s)-2-[[4-[(2-amino-4-oxo-3h-quinazolin-6-yl)methyl-prop-2-ynylamino]benzoyl]amino]pentanedioic acid
cid 443388
PD006828
AKOS040746670

Dosage Studied

ExcerptReference
" Compound 3,3-bis(3,5-dibromo-4-hydroxyphenyl)-1H,3H-naphtho[1,2-c]furan-1-one (5) showed significant antibacterial activity, no in vitro toxicity, and dose-response effects against Staphylococcus epidermidis (MIC=0."( Antibacterial agent discovery using thymidylate synthase biolibrary screening.
Barlocco, D; Casolari, C; Cavazzuti, A; Costi, MP; Ferrari, S; Gelain, A; Ghelli, S; Guillou, C; Reniero, F; Rossi, T; Ruberto, A; Soragni, F, 2006
)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
N-acyl-L-glutamic acidAny optically active N-acylglutamic acid having L-configuration.
[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 (13)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Thymidylate synthase Escherichia coliIC50 (µMol)0.78400.01902.589610.0000AID211439; AID211441; AID211446; AID260014; AID282387; AID282575; AID312254; AID422633
Thymidylate synthase Escherichia coliKi0.06000.00300.06870.1500AID272986
Thymidylate synthase Escherichia coli LF82IC50 (µMol)0.04800.02300.03550.0480AID613094
Dihydrofolate reductaseHomo sapiens (human)IC50 (µMol)4.35320.00060.87267.3000AID1797770; AID1798000; AID1799167; AID312256; AID422635; AID613096
Dihydrofolate reductaseHomo sapiens (human)Ki0.05000.00000.37564.9000AID1797761
Thymidylate synthaseLacticaseibacillus caseiIC50 (µMol)0.03870.00901.93248.8000AID211645; AID211785; AID211799; AID282576
Thymidylate synthaseLacticaseibacillus caseiKi0.06900.01001.65509.3900AID1797761; AID1799488; AID211818; AID272985
Thymidylate synthaseHomo sapiens (human)IC50 (µMol)2.62780.00662.06379.5000AID1797770; AID1798000; AID1799167; AID212128; AID212153; AID212156; AID212157; AID212159; AID212297; AID212301; AID260013; AID282386; AID282574; AID312253; AID422632; AID477806; AID613093
Thymidylate synthaseHomo sapiens (human)Ki1.87790.00010.34353.0000AID1797761; AID1799488; AID212327; AID212457; AID272988
Bifunctional dihydrofolate reductase-thymidylate synthaseLeishmania majorKi0.09400.00010.08430.2400AID1799488
Thymidylate synthaseMus musculus (house mouse)IC50 (µMol)0.02000.00041.322610.0000AID212485; AID212486; AID212493; AID212643
Thymidylate synthaseMus musculus (house mouse)Ki0.50170.00341.73759.3000AID212653; AID212654
Thymidylate synthaseEscherichia coli K-12IC50 (µMol)4.25660.00660.95886.8000AID1797770; AID1798000; AID1799167
Thymidylate synthaseEscherichia coli K-12Ki0.07750.03000.54154.7000AID1797761; AID1799488
Dihydrofolate reductaseEscherichia coli K-12IC50 (µMol)5.53090.00150.55126.8000AID1797770; AID1798000; AID1799167; AID422636; AID613097
Thymidylate synthaseCryptococcus neoformans var. neoformans B-3501AKi0.05000.03000.05000.0600AID1797761
Thymidylate synthasePneumocystis cariniiKi0.09400.03000.09400.2400AID1799488
Thymidylate synthase Rattus norvegicus (Norway rat)IC50 (µMol)0.36000.36000.54000.9000AID212677
Bifunctional dihydrofolate reductase-thymidylate synthaseToxoplasma gondiiIC50 (µMol)3.52730.00061.042810.0000AID1797770; AID1798000; AID1799167; AID422634; AID422637; AID613095; AID613098
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (37)

Processvia Protein(s)Taxonomy
tetrahydrobiopterin biosynthetic processDihydrofolate reductaseHomo sapiens (human)
one-carbon metabolic processDihydrofolate reductaseHomo sapiens (human)
negative regulation of translationDihydrofolate reductaseHomo sapiens (human)
axon regenerationDihydrofolate reductaseHomo sapiens (human)
response to methotrexateDihydrofolate reductaseHomo sapiens (human)
dihydrofolate metabolic processDihydrofolate reductaseHomo sapiens (human)
tetrahydrofolate metabolic processDihydrofolate reductaseHomo sapiens (human)
tetrahydrofolate biosynthetic processDihydrofolate reductaseHomo sapiens (human)
folic acid metabolic processDihydrofolate reductaseHomo sapiens (human)
positive regulation of nitric-oxide synthase activityDihydrofolate reductaseHomo sapiens (human)
regulation of removal of superoxide radicalsDihydrofolate reductaseHomo sapiens (human)
dTMP biosynthetic processThymidylate synthaseHomo sapiens (human)
dTTP biosynthetic processThymidylate synthaseHomo sapiens (human)
circadian rhythmThymidylate synthaseHomo sapiens (human)
response to xenobiotic stimulusThymidylate synthaseHomo sapiens (human)
response to toxic substanceThymidylate synthaseHomo sapiens (human)
negative regulation of translationThymidylate synthaseHomo sapiens (human)
uracil metabolic processThymidylate synthaseHomo sapiens (human)
methylationThymidylate synthaseHomo sapiens (human)
response to progesteroneThymidylate synthaseHomo sapiens (human)
response to vitamin AThymidylate synthaseHomo sapiens (human)
response to cytokineThymidylate synthaseHomo sapiens (human)
tetrahydrofolate interconversionThymidylate synthaseHomo sapiens (human)
response to ethanolThymidylate synthaseHomo sapiens (human)
response to organophosphorusThymidylate synthaseHomo sapiens (human)
developmental growthThymidylate synthaseHomo sapiens (human)
cartilage developmentThymidylate synthaseHomo sapiens (human)
response to glucocorticoidThymidylate synthaseHomo sapiens (human)
response to folic acidThymidylate synthaseHomo sapiens (human)
intestinal epithelial cell maturationThymidylate synthaseHomo sapiens (human)
DNA biosynthetic processThymidylate synthaseHomo sapiens (human)
liver regenerationThymidylate synthaseHomo sapiens (human)
dTMP biosynthetic processThymidylate synthaseEscherichia coli K-12
response to radiationThymidylate synthaseEscherichia coli K-12
dTMP biosynthetic processThymidylate synthaseEscherichia coli K-12
dTTP biosynthetic processThymidylate synthaseEscherichia coli K-12
regulation of translationThymidylate synthaseEscherichia coli K-12
nucleotide biosynthetic processThymidylate synthaseEscherichia coli K-12
methylationThymidylate synthaseEscherichia coli K-12
10-formyltetrahydrofolate biosynthetic processDihydrofolate reductaseEscherichia coli K-12
response to xenobiotic stimulusDihydrofolate reductaseEscherichia coli K-12
folic acid biosynthetic processDihydrofolate reductaseEscherichia coli K-12
one-carbon metabolic processDihydrofolate reductaseEscherichia coli K-12
response to methotrexateDihydrofolate reductaseEscherichia coli K-12
tetrahydrofolate biosynthetic processDihydrofolate reductaseEscherichia coli K-12
response to antibioticDihydrofolate reductaseEscherichia coli K-12
dihydrofolate metabolic processDihydrofolate reductaseEscherichia coli K-12
folic acid metabolic processDihydrofolate reductaseEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (17)

Processvia Protein(s)Taxonomy
mRNA regulatory element binding translation repressor activityDihydrofolate reductaseHomo sapiens (human)
mRNA bindingDihydrofolate reductaseHomo sapiens (human)
dihydrofolate reductase activityDihydrofolate reductaseHomo sapiens (human)
folic acid bindingDihydrofolate reductaseHomo sapiens (human)
NADPH bindingDihydrofolate reductaseHomo sapiens (human)
sequence-specific mRNA bindingDihydrofolate reductaseHomo sapiens (human)
NADP bindingDihydrofolate reductaseHomo sapiens (human)
mRNA regulatory element binding translation repressor activityThymidylate synthaseHomo sapiens (human)
thymidylate synthase activityThymidylate synthaseHomo sapiens (human)
folic acid bindingThymidylate synthaseHomo sapiens (human)
protein homodimerization activityThymidylate synthaseHomo sapiens (human)
sequence-specific mRNA bindingThymidylate synthaseHomo sapiens (human)
magnesium ion bindingThymidylate synthaseEscherichia coli K-12
RNA bindingThymidylate synthaseEscherichia coli K-12
thymidylate synthase activityThymidylate synthaseEscherichia coli K-12
methyltransferase activityThymidylate synthaseEscherichia coli K-12
protein homodimerization activityThymidylate synthaseEscherichia coli K-12
dihydrofolate reductase activityDihydrofolate reductaseEscherichia coli K-12
protein bindingDihydrofolate reductaseEscherichia coli K-12
folic acid bindingDihydrofolate reductaseEscherichia coli K-12
oxidoreductase activityDihydrofolate reductaseEscherichia coli K-12
NADP bindingDihydrofolate reductaseEscherichia coli K-12
methotrexate bindingDihydrofolate reductaseEscherichia coli K-12
dihydrofolic acid bindingDihydrofolate reductaseEscherichia coli K-12
NADP+ bindingDihydrofolate reductaseEscherichia coli K-12
NADPH bindingDihydrofolate reductaseEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
mitochondrionDihydrofolate reductaseHomo sapiens (human)
cytosolDihydrofolate reductaseHomo sapiens (human)
mitochondrionDihydrofolate reductaseHomo sapiens (human)
nucleusThymidylate synthaseHomo sapiens (human)
cytoplasmThymidylate synthaseHomo sapiens (human)
mitochondrionThymidylate synthaseHomo sapiens (human)
mitochondrial inner membraneThymidylate synthaseHomo sapiens (human)
mitochondrial matrixThymidylate synthaseHomo sapiens (human)
cytosolThymidylate synthaseHomo sapiens (human)
mitochondrionThymidylate synthaseHomo sapiens (human)
cytosolThymidylate synthaseHomo sapiens (human)
cytoplasmThymidylate synthaseEscherichia coli K-12
cytosolThymidylate synthaseEscherichia coli K-12
cytosolThymidylate synthaseEscherichia coli K-12
cytosolDihydrofolate reductaseEscherichia coli K-12
cytosolDihydrofolate reductaseEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (92)

Assay IDTitleYearJournalArticle
AID1799488Inhibition Assay from Article 10.1016/j.chembiol.2003.11.012: \\Inhibitor specificity via protein dynamics: insights from the design of antibacterial agents targeted against thymidylate synthase.\\2003Chemistry & biology, Dec, Volume: 10, Issue:12
Inhibitor specificity via protein dynamics: insights from the design of antibacterial agents targeted against thymidylate synthase.
AID1799167Thymidylate Synthase (TS) Assay from Article 10.1021/jm900490a: \\Design, synthesis, and X-ray crystal structure of classical and nonclassical 2-amino-4-oxo-5-substituted-6-ethylthieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reduct2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Design, synthesis, and X-ray crystal structure of classical and nonclassical 2-amino-4-oxo-5-substituted-6-ethylthieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors and as potential antitumor agents.
AID1797770Dihydrofolate Reductase (DHFR) Assay from Article 10.1021/jm058234m: \\Synthesis of N-{4-[(2,4-diamino-5-methyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)thio]benzoyl}-L-glutamic acid and N-{4-[(2-amino-4-oxo-5-methyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimid2005Journal of medicinal chemistry, Nov-17, Volume: 48, Issue:23
Synthesis of N-{4-[(2,4-diamino-5-methyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)thio]benzoyl}-L-glutamic acid and N-{4-[(2-amino-4-oxo-5-methyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)thio]benzoyl}-L-glutamic acid as dual inhibitors of dihydrofol
AID1798000Thymidylate Synthase (TS) Assay from Article 10.1021/jm701052u: \\Design, synthesis, and biological evaluation of classical and nonclassical 2-amino-4-oxo-5-substituted-6-methylpyrrolo[3,2-d]pyrimidines as dual thymidylate synthase and dihydrofolate reduct2008Journal of medicinal chemistry, Jan-10, Volume: 51, Issue:1
Design, synthesis, and biological evaluation of classical and nonclassical 2-amino-4-oxo-5-substituted-6-methylpyrrolo[3,2-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID1797761Thymidylate Synthase (TS) Assay from Article 10.1021/jm051187d: \\Antibacterial agent discovery using thymidylate synthase biolibrary screening.\\2006Journal of medicinal chemistry, Oct-05, Volume: 49, Issue:20
Antibacterial agent discovery using thymidylate synthase biolibrary screening.
AID613093Inhibition of human TS assessed as oxidation of tetrahydrofolate to dihydrofolate after 2 to 12 mins by spectrophotometry2011Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11
Design, synthesis, biological evaluation and X-ray crystal structure of novel classical 6,5,6-tricyclic benzo[4,5]thieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID282573Inhibition of Lactobacillus casei DHFR2004Journal of medicinal chemistry, Dec-30, Volume: 47, Issue:27
Synthesis of classical, three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.
AID98199Growth inhibition of murine tumor L1210 cell line1999Journal of medicinal chemistry, Sep-23, Volume: 42, Issue:19
Design and synthesis of potent non-polyglutamatable quinazoline antifolate thymidylate synthase inhibitors.
AID312256Inhibition of human recombinant DHFR2008Journal of medicinal chemistry, Jan-10, Volume: 51, Issue:1
Design, synthesis, and biological evaluation of classical and nonclassical 2-amino-4-oxo-5-substituted-6-methylpyrrolo[3,2-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID99331Relative resistance ratio evaluated for murine tumor L1210:1565 cells with 10% fetal calf serum as supplement1999Journal of medicinal chemistry, Sep-23, Volume: 42, Issue:19
Design and synthesis of potent non-polyglutamatable quinazoline antifolate thymidylate synthase inhibitors.
AID312257Inhibition of Escherichia coli DHFR2008Journal of medicinal chemistry, Jan-10, Volume: 51, Issue:1
Design, synthesis, and biological evaluation of classical and nonclassical 2-amino-4-oxo-5-substituted-6-methylpyrrolo[3,2-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID211785Compound was evaluated for the inhibition at a given concentration against Lactobacillus casei TS1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Synthesis of classical and a nonclassical 2-amino-4-oxo-6-methyl-5-substituted pyrrolo[2,3-d]pyrimidine antifolate inhibitors of thymidylate synthase.
AID99330Inhibition of cell growth in culture against murine tumor L1210:1565 cell lines1999Journal of medicinal chemistry, Sep-23, Volume: 42, Issue:19
Design and synthesis of potent non-polyglutamatable quinazoline antifolate thymidylate synthase inhibitors.
AID260046Inhibition of DHFR from Escherichia coli2006Journal of medicinal chemistry, Feb-09, Volume: 49, Issue:3
Dual inhibitors of thymidylate synthase and dihydrofolate reductase as antitumor agents: design, synthesis, and biological evaluation of classical and nonclassical pyrrolo[2,3-d]pyrimidine antifolates(1).
AID58146Inhibitory activity against Dihydrofolate reductase in rat liver1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Quinazoline antifolate thymidylate synthase inhibitors: alkyl, substituted alkyl, and aryl substituents in the C2 position.
AID477806Inhibition of thymidylate synthase2010European journal of medicinal chemistry, Apr, Volume: 45, Issue:4
3D-QSAR studies on quinazoline antifolate thymidylate synthase inhibitors by CoMFA and CoMSIA models.
AID282572Inhibition of Escherichia coli DHFR2004Journal of medicinal chemistry, Dec-30, Volume: 47, Issue:27
Synthesis of classical, three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.
AID422638Ratio of IC50 for human recombinant dihydrofolate reductase to IC50 for Toxoplasma gondii dihydrofolate reductase2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Design, synthesis, and X-ray crystal structure of classical and nonclassical 2-amino-4-oxo-5-substituted-6-ethylthieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors and as potential antitumor agents.
AID211818Compound was tested for inhibition of Thymidylate Synthase in Lactobacillus casei,1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Kinetics and mechanism of interaction of 10-propargyl-5,8-dideazafolate with thymidylate synthase.
AID21135Solubility in 0.92 M aqueous NaH2PO4 buffer at pH 7.0 and 25 degree C1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Quinazoline antifolate thymidylate synthase inhibitors: alkyl, substituted alkyl, and aryl substituents in the C2 position.
AID212486Concentration required for in vitro inhibition of thymidylate synthase1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Quinazoline antifolate thymidylate synthase inhibitors: alkyl, substituted alkyl, and aryl substituents in the C2 position.
AID217933Inhibition of human derived cell line W1-L2 cell proliferation1992Journal of medicinal chemistry, Jul-24, Volume: 35, Issue:15
Quinoline antifolate thymidylate synthase inhibitors: variation of the C2- and C4-substituents.
AID100496Concentration required to inhibit 50% growth of L1210 mouse leukemia cells was determined1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Quinazoline antifolate thymidylate synthase inhibitors: 2'-fluoro-N10-propargyl-5,8-dideazafolic acid and derivatives with modifications in the C2 position.
AID312253Inhibition of human thymidylate synthase2008Journal of medicinal chemistry, Jan-10, Volume: 51, Issue:1
Design, synthesis, and biological evaluation of classical and nonclassical 2-amino-4-oxo-5-substituted-6-methylpyrrolo[3,2-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID282388Inhibition of human DHFR2004Journal of medicinal chemistry, Dec-30, Volume: 47, Issue:27
Benzoyl ring halogenated classical 2-amino-6-methyl-3,4-dihydro-4-oxo-5-substituted thiobenzoyl-7H-pyrrolo[2,3-d]pyrimidine antifolates as inhibitors of thymidylate synthase and as antitumor agents.
AID212157Compound was evaluated as inhibitor of human thymidylate synthase2003Journal of medicinal chemistry, Feb-13, Volume: 46, Issue:4
Design, synthesis, and biological activities of classical N-[4-[2-(2-amino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-l-glutamic acid and its 6-methyl derivative as potential dual inhibitors of thymidylate synthase and dihydrofolate reductase and
AID613095Inhibition of Toxoplasma gondii TS assessed as oxidation of tetrahydrofolate to dihydrofolate after 2 to 12 mins by spectrophotometry2011Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11
Design, synthesis, biological evaluation and X-ray crystal structure of novel classical 6,5,6-tricyclic benzo[4,5]thieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID212677Inhibitory concentration against isolated rat thymidylate synthase2000Journal of medicinal chemistry, Oct-19, Volume: 43, Issue:21
Design, synthesis, and X-ray crystal structure of a potent dual inhibitor of thymidylate synthase and dihydrofolate reductase as an antitumor agent.
AID272990Specificity Index, Ki for human thymidylate synthase/Ki for Lactobacillus casei thymidylate synthase2006Journal of medicinal chemistry, Oct-05, Volume: 49, Issue:20
Antibacterial agent discovery using thymidylate synthase biolibrary screening.
AID422633Inhibition of Escherichia coli thymidylate synthase2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Design, synthesis, and X-ray crystal structure of classical and nonclassical 2-amino-4-oxo-5-substituted-6-ethylthieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors and as potential antitumor agents.
AID101072Concentration required to inhibit 50 percent growth of L1210 mouse leukemia cells1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Quinazoline antifolate thymidylate synthase inhibitors: alkyl, substituted alkyl, and aryl substituents in the C2 position.
AID99336Relative resistance ratio evaluated for murine tumor L1210:RD1694 cells with 10% horse serum as supplement1999Journal of medicinal chemistry, Sep-23, Volume: 42, Issue:19
Design and synthesis of potent non-polyglutamatable quinazoline antifolate thymidylate synthase inhibitors.
AID312255Inhibition of Toxoplasma gondii thymidylate synthase2008Journal of medicinal chemistry, Jan-10, Volume: 51, Issue:1
Design, synthesis, and biological evaluation of classical and nonclassical 2-amino-4-oxo-5-substituted-6-methylpyrrolo[3,2-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID260039Inhibition of recombinant human DHFR2006Journal of medicinal chemistry, Feb-09, Volume: 49, Issue:3
Dual inhibitors of thymidylate synthase and dihydrofolate reductase as antitumor agents: design, synthesis, and biological evaluation of classical and nonclassical pyrrolo[2,3-d]pyrimidine antifolates(1).
AID422635Inhibition of human recombinant dihydrofolate reductase2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Design, synthesis, and X-ray crystal structure of classical and nonclassical 2-amino-4-oxo-5-substituted-6-ethylthieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors and as potential antitumor agents.
AID282575Inhibition of Escherichia coli thymidylate synthase2004Journal of medicinal chemistry, Dec-30, Volume: 47, Issue:27
Synthesis of classical, three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.
AID96477Inhibition concentration against L1210 cells1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Benzoquinazoline inhibitors of thymidylate synthase: enzyme inhibitory activity and cytotoxicity of some sulfonamidobenzoylglutamate and related derivatives.
AID613097Inhibition of Escherichia coli DHFR by spectrophotometry2011Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11
Design, synthesis, biological evaluation and X-ray crystal structure of novel classical 6,5,6-tricyclic benzo[4,5]thieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID312259Selectivity ratio of IC50 for Toxoplasma gondii DHFR over IC50 for human recombinant DHFR2008Journal of medicinal chemistry, Jan-10, Volume: 51, Issue:1
Design, synthesis, and biological evaluation of classical and nonclassical 2-amino-4-oxo-5-substituted-6-methylpyrrolo[3,2-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID211799Inhibitory concentration against isolated Lactobacillus casei Thymidylate synthase2000Journal of medicinal chemistry, Oct-19, Volume: 43, Issue:21
Design, synthesis, and X-ray crystal structure of a potent dual inhibitor of thymidylate synthase and dihydrofolate reductase as an antitumor agent.
AID211441Inhibitory activity against Escherichia coli thymidylate synthase2001Journal of medicinal chemistry, Jun-07, Volume: 44, Issue:12
Synthesis, antifolate, and antitumor activities of classical and nonclassical 2-amino-4-oxo-5-substituted-pyrrolo[2,3-d]pyrimidines.
AID100497In vitro inhibition of L1210 mouse leukemia cell growth in culture1992Journal of medicinal chemistry, Jul-24, Volume: 35, Issue:15
Quinoline antifolate thymidylate synthase inhibitors: variation of the C2- and C4-substituents.
AID212654Binding affinity against thymidylate synthase from murine leukemia L12101987Journal of medicinal chemistry, Apr, Volume: 30, Issue:4
Folate analogues as inhibitors of thymidylate synthase.
AID282574Inhibition of human recombinant thymidylate synthase2004Journal of medicinal chemistry, Dec-30, Volume: 47, Issue:27
Synthesis of classical, three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.
AID93926Concentration required to inhibit 50% growth of L1210 of R7A mutant mouse leukemia cell line was determined1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Quinazoline antifolate thymidylate synthase inhibitors: 2'-fluoro-N10-propargyl-5,8-dideazafolic acid and derivatives with modifications in the C2 position.
AID212643Inhibition of isolated thymidylate synthase partially purified from L1210 mouse leukemia cells1999Journal of medicinal chemistry, Sep-23, Volume: 42, Issue:19
Design and synthesis of potent non-polyglutamatable quinazoline antifolate thymidylate synthase inhibitors.
AID212128Inhibitory activity against recombinant Pneumocystis carinii TS2001Journal of medicinal chemistry, Jun-07, Volume: 44, Issue:12
Synthesis, antifolate, and antitumor activities of classical and nonclassical 2-amino-4-oxo-5-substituted-pyrrolo[2,3-d]pyrimidines.
AID100494The inhibitory activity was determined on L1210 mouse leukemia cell in presence of thymidine1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Quinazoline antifolate thymidylate synthase inhibitors: 2'-fluoro-N10-propargyl-5,8-dideazafolic acid and derivatives with modifications in the C2 position.
AID212493In vitro inhibitory activity against thymidylate synthase (TS) from L1210 mouse leukemia cells1992Journal of medicinal chemistry, Jul-24, Volume: 35, Issue:15
Quinoline antifolate thymidylate synthase inhibitors: variation of the C2- and C4-substituents.
AID97899The compound was tested for inhibition of isolated thymidylate synthase partially purified from L1210 mouse leukemia cells1999Journal of medicinal chemistry, Sep-23, Volume: 42, Issue:19
Design and synthesis of potent non-polyglutamatable quinazoline antifolate thymidylate synthase inhibitors.
AID272988Inhibition of human thymidylate synthase2006Journal of medicinal chemistry, Oct-05, Volume: 49, Issue:20
Antibacterial agent discovery using thymidylate synthase biolibrary screening.
AID212159Compound was evaluated for the inhibition at a given concentration against recombinant human TS1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Synthesis of classical and a nonclassical 2-amino-4-oxo-6-methyl-5-substituted pyrrolo[2,3-d]pyrimidine antifolate inhibitors of thymidylate synthase.
AID99335Tested for inhibition of cell growth in culture against murine tumor L1210:RD1694 cell lines1999Journal of medicinal chemistry, Sep-23, Volume: 42, Issue:19
Design and synthesis of potent non-polyglutamatable quinazoline antifolate thymidylate synthase inhibitors.
AID272991Specificity Index, Ki for human thymidylate synthase/Ki for Escherichia coli thymidylate synthase2006Journal of medicinal chemistry, Oct-05, Volume: 49, Issue:20
Antibacterial agent discovery using thymidylate synthase biolibrary screening.
AID212653Binding affinity against Thymidylate synthase was measured in vitro1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Quinazoline antifolate thymidylate synthase inhibitors: alkyl, substituted alkyl, and aryl substituents in the C2 position.
AID212301Inhibitory concentration against isolated Thymidylate synthase2000Journal of medicinal chemistry, Oct-19, Volume: 43, Issue:21
Design, synthesis, and X-ray crystal structure of a potent dual inhibitor of thymidylate synthase and dihydrofolate reductase as an antitumor agent.
AID1607764Inhibition of HAT (unknown origin)2019European journal of medicinal chemistry, Sep-15, Volume: 178Histone acetyltransferase inhibitors: An overview in synthesis, structure-activity relationship and molecular mechanism.
AID212457Inhibitory constant of thymidylate synthase was determined in human AML cells1987Journal of medicinal chemistry, Apr, Volume: 30, Issue:4
Folate analogues as inhibitors of thymidylate synthase.
AID211446Inhibitory concentration against isolated Escherichia coli Thymidylate synthase2000Journal of medicinal chemistry, Oct-19, Volume: 43, Issue:21
Design, synthesis, and X-ray crystal structure of a potent dual inhibitor of thymidylate synthase and dihydrofolate reductase as an antitumor agent.
AID93927Compound was tested for relative resistance to L1210 (1565) cell line1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Quinazoline antifolate thymidylate synthase inhibitors: 2'-fluoro-N10-propargyl-5,8-dideazafolic acid and derivatives with modifications in the C2 position.
AID613098Inhibition of Toxoplasma gondii DHFR by spectrophotometry2011Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11
Design, synthesis, biological evaluation and X-ray crystal structure of novel classical 6,5,6-tricyclic benzo[4,5]thieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID93925Concentration required to inhibit 50% growth of L1210 /1565 mutant mouse leukemia cell line was determined1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Quinazoline antifolate thymidylate synthase inhibitors: 2'-fluoro-N10-propargyl-5,8-dideazafolic acid and derivatives with modifications in the C2 position.
AID212156Ability to inhibit thymidylate synthase derived from human leukemia K562 cells1987Journal of medicinal chemistry, Apr, Volume: 30, Issue:4
Folate analogues as inhibitors of thymidylate synthase.
AID613094Inhibition of Escherichia coli TS assessed as oxidation of tetrahydrofolate to dihydrofolate after 2 to 12 mins by spectrophotometry2011Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11
Design, synthesis, biological evaluation and X-ray crystal structure of novel classical 6,5,6-tricyclic benzo[4,5]thieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID422637Inhibition of Toxoplasma gondii dihydrofolate reductase2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Design, synthesis, and X-ray crystal structure of classical and nonclassical 2-amino-4-oxo-5-substituted-6-ethylthieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors and as potential antitumor agents.
AID282389Inhibition of Escherichia coli DHFR2004Journal of medicinal chemistry, Dec-30, Volume: 47, Issue:27
Benzoyl ring halogenated classical 2-amino-6-methyl-3,4-dihydro-4-oxo-5-substituted thiobenzoyl-7H-pyrrolo[2,3-d]pyrimidine antifolates as inhibitors of thymidylate synthase and as antitumor agents.
AID212153Inhibitory activity against thymidylate synthase (TS)1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
Benzoquinazoline inhibitors of thymidylate synthase: enzyme inhibitory activity and cytotoxicity of some sulfonamidobenzoylglutamate and related derivatives.
AID422632Inhibition of human thymidylate synthase2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Design, synthesis, and X-ray crystal structure of classical and nonclassical 2-amino-4-oxo-5-substituted-6-ethylthieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors and as potential antitumor agents.
AID272986Inhibition of Escherichia coli thymidylate synthase2006Journal of medicinal chemistry, Oct-05, Volume: 49, Issue:20
Antibacterial agent discovery using thymidylate synthase biolibrary screening.
AID211439Compound was evaluated as inhibitor of Escherichia coli thymidylate synthase2003Journal of medicinal chemistry, Feb-13, Volume: 46, Issue:4
Design, synthesis, and biological activities of classical N-[4-[2-(2-amino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-l-glutamic acid and its 6-methyl derivative as potential dual inhibitors of thymidylate synthase and dihydrofolate reductase and
AID422636Inhibition of Escherichia coli dihydrofolate reductase2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Design, synthesis, and X-ray crystal structure of classical and nonclassical 2-amino-4-oxo-5-substituted-6-ethylthieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors and as potential antitumor agents.
AID260014Inhibition of TS from Escherichia coli2006Journal of medicinal chemistry, Feb-09, Volume: 49, Issue:3
Dual inhibitors of thymidylate synthase and dihydrofolate reductase as antitumor agents: design, synthesis, and biological evaluation of classical and nonclassical pyrrolo[2,3-d]pyrimidine antifolates(1).
AID282387Inhibition of Escherichia coli thymidylate synthase2004Journal of medicinal chemistry, Dec-30, Volume: 47, Issue:27
Benzoyl ring halogenated classical 2-amino-6-methyl-3,4-dihydro-4-oxo-5-substituted thiobenzoyl-7H-pyrrolo[2,3-d]pyrimidine antifolates as inhibitors of thymidylate synthase and as antitumor agents.
AID212297Inhibitory activity against human thymidylate synthase2001Journal of medicinal chemistry, Jun-07, Volume: 44, Issue:12
Synthesis, antifolate, and antitumor activities of classical and nonclassical 2-amino-4-oxo-5-substituted-pyrrolo[2,3-d]pyrimidines.
AID312254Inhibition of Escherichia coli thymidylate synthase2008Journal of medicinal chemistry, Jan-10, Volume: 51, Issue:1
Design, synthesis, and biological evaluation of classical and nonclassical 2-amino-4-oxo-5-substituted-6-methylpyrrolo[3,2-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID282386Inhibition of human thymidylate synthase2004Journal of medicinal chemistry, Dec-30, Volume: 47, Issue:27
Benzoyl ring halogenated classical 2-amino-6-methyl-3,4-dihydro-4-oxo-5-substituted thiobenzoyl-7H-pyrrolo[2,3-d]pyrimidine antifolates as inhibitors of thymidylate synthase and as antitumor agents.
AID211645Compound was evaluated as inhibitor of Lactobacillus casei thymidylate synthase2003Journal of medicinal chemistry, Feb-13, Volume: 46, Issue:4
Design, synthesis, and biological activities of classical N-[4-[2-(2-amino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-l-glutamic acid and its 6-methyl derivative as potential dual inhibitors of thymidylate synthase and dihydrofolate reductase and
AID212327Binding affinity against human enzyme thymidylate synthase derived from either HeLa or KB cells1987Journal of medicinal chemistry, Apr, Volume: 30, Issue:4
Folate analogues as inhibitors of thymidylate synthase.
AID312258Inhibition of Toxoplasma gondii DHFR2008Journal of medicinal chemistry, Jan-10, Volume: 51, Issue:1
Design, synthesis, and biological evaluation of classical and nonclassical 2-amino-4-oxo-5-substituted-6-methylpyrrolo[3,2-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID422634Inhibition of Toxoplasma gondii thymidylate synthase2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Design, synthesis, and X-ray crystal structure of classical and nonclassical 2-amino-4-oxo-5-substituted-6-ethylthieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors and as potential antitumor agents.
AID613096Inhibition of human DHFR by spectrophotometry2011Bioorganic & medicinal chemistry, Jun-01, Volume: 19, Issue:11
Design, synthesis, biological evaluation and X-ray crystal structure of novel classical 6,5,6-tricyclic benzo[4,5]thieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.
AID93928Compound was tested for relative resistance to L1210 (R7A) cell line1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Quinazoline antifolate thymidylate synthase inhibitors: 2'-fluoro-N10-propargyl-5,8-dideazafolic acid and derivatives with modifications in the C2 position.
AID272985Inhibition of Lactobacillus casei thymidylate synthase2006Journal of medicinal chemistry, Oct-05, Volume: 49, Issue:20
Antibacterial agent discovery using thymidylate synthase biolibrary screening.
AID282571Inhibition of human recombinant DHFR2004Journal of medicinal chemistry, Dec-30, Volume: 47, Issue:27
Synthesis of classical, three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.
AID260013Inhibition of recombinant human TS2006Journal of medicinal chemistry, Feb-09, Volume: 49, Issue:3
Dual inhibitors of thymidylate synthase and dihydrofolate reductase as antitumor agents: design, synthesis, and biological evaluation of classical and nonclassical pyrrolo[2,3-d]pyrimidine antifolates(1).
AID282576Inhibition of Lactobacillus casei thymidylate synthase2004Journal of medicinal chemistry, Dec-30, Volume: 47, Issue:27
Synthesis of classical, three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.
AID212485Concentration required to inhibit 50% activity of Thymidylate synthase was determined1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Quinazoline antifolate thymidylate synthase inhibitors: 2'-fluoro-N10-propargyl-5,8-dideazafolic acid and derivatives with modifications in the C2 position.
AID1159588Biochemical screen of P. falciparum CDPK42016PloS one, , Volume: 11, Issue:3
Biochemical Screening of Five Protein Kinases from Plasmodium falciparum against 14,000 Cell-Active Compounds.
AID1159587Biochemical screen of P. falciparum PK72016PloS one, , Volume: 11, Issue:3
Biochemical Screening of Five Protein Kinases from Plasmodium falciparum against 14,000 Cell-Active Compounds.
AID1159585Biochemical screen of P. falciparum CDPK12016PloS one, , Volume: 11, Issue:3
Biochemical Screening of Five Protein Kinases from Plasmodium falciparum against 14,000 Cell-Active Compounds.
AID1159586Biochemical screen of P. falciparum PK62016PloS one, , Volume: 11, Issue:3
Biochemical Screening of Five Protein Kinases from Plasmodium falciparum against 14,000 Cell-Active Compounds.
AID1159589Biochemical screen of P. falciparum MAPK22016PloS one, , Volume: 11, Issue:3
Biochemical Screening of Five Protein Kinases from Plasmodium falciparum against 14,000 Cell-Active Compounds.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (8.70)18.7374
1990's6 (26.09)18.2507
2000's11 (47.83)29.6817
2010's4 (17.39)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (4.35%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other22 (95.65%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]