Detailed information for compound 161974

Basic information

Technical information
  • TDR Targets ID: 161974
  • Name: 4-[[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin -1-yl)benzoyl]amino]benzenesulfonyl fluoride
  • MW: 418.445 | Formula: C18H19FN6O3S
  • H donors: 3 H acceptors: 3 LogP: 0.98 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: NC1=NC(N(C(=N1)N)c1cccc(c1)C(=O)Nc1ccc(cc1)S(=O)(=O)F)(C)C
  • InChi: 1S/C18H19FN6O3S/c1-18(2)24-16(20)23-17(21)25(18)13-5-3-4-11(10-13)15(26)22-12-6-8-14(9-7-12)29(19,27)28/h3-10H,1-2H3,(H,22,26)(H4,20,21,23,24)
  • InChiKey: IHTRXNSHXJVZTC-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[[[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1-yl)phenyl]-oxomethyl]amino]benzenesulfonyl fluoride
  • 4-[[3-[4,6-bis(azanyl)-2,2-dimethyl-1,3,5-triazin-1-yl]phenyl]carbonylamino]benzenesulfonyl fluoride
  • 4-[[3-(4,6-diamino-2,2-dimethyl-s-triazin-1-yl)benzoyl]amino]benzenesulfonyl fluoride
  • 4-[[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1-yl)phenyl]carbonylamino]benzenesulfonyl fluoride
  • NCI113909
  • NCI60_000308
  • 1-[(4-Fluorosulfonylphenylaminocarbonyl)phen-3-yl]-4,6-diamino-2,2-
  • NSC-113909
  • AIDS007055
  • NCIStruc1_001588
  • NCIStruc2_001885
  • 4-((3-(4,6-diimino-2,2-dimethyl-1,3,5-triazinan-1-yl)benzoyl)amino)benzenesulfonyl fluoride
  • NCGC00014134
  • AIDS-007055

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cytochrome P450, family 2, subfamily D, polypeptide 6 Starlite/ChEMBL No references
Bacillus anthracis Anthrax lethal factor Starlite/ChEMBL No references
Escherichia coli Dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.8 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   157 aa 165 aa 24.2 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 137 aa 29.2 %
Brugia malayi cytochrome P450 cytochrome P450, family 2, subfamily D, polypeptide 6 497 aa 425 aa 32.0 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   157 aa 178 aa 23.6 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   157 aa 171 aa 32.2 %
Candida albicans hypothetical protein Dihydrofolate reductase   157 aa 149 aa 29.5 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   157 aa 178 aa 23.6 %
Cryptosporidium parvum mannose-1-phosphate guanylyltransferase Dihydrofolate reductase   157 aa 139 aa 27.3 %
Chlamydia trachomatis dihydrofolate reductase Dihydrofolate reductase   157 aa 133 aa 24.8 %
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Dihydrofolate reductase   157 aa 158 aa 29.1 %
Cryptosporidium hominis GDP-mannose pyrophosphorylase (4N40) Dihydrofolate reductase   157 aa 139 aa 28.1 %
Plasmodium yoelii hypothetical protein Dihydrofolate reductase   157 aa 132 aa 24.2 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Onchocerca volvulus Germline survival defective-1 homolog Dihydrofolate reductase   157 aa 165 aa 24.8 %
Leishmania donovani serine carboxypeptidase (CBP1), putative Dihydrofolate reductase   157 aa 159 aa 23.3 %
Dictyostelium discoideum dihydrofolate reductase Dihydrofolate reductase   157 aa 146 aa 27.4 %
Trypanosoma cruzi ATP- dependent RNA helicase, putative Dihydrofolate reductase   157 aa 140 aa 22.9 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 156 aa 27.6 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.8 %
Leishmania major serine carboxypeptidase (CBP1), putative,serine peptidase, Clan SC, Family S10 Dihydrofolate reductase   157 aa 159 aa 21.4 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Plasmodium vivax hypothetical protein, conserved Dihydrofolate reductase   157 aa 127 aa 26.8 %
Schistosoma mansoni dihydrofolate reductase Dihydrofolate reductase   157 aa 147 aa 28.6 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Candida albicans dihydrofolate reductase Dihydrofolate reductase   157 aa 149 aa 29.5 %
Plasmodium falciparum dihydrofolate synthase/folylpolyglutamate synthase Dihydrofolate reductase   157 aa 127 aa 19.7 %
Leishmania infantum serine carboxypeptidase (CBP1), putative,serine peptidase, Clan SC, Family S10 Dihydrofolate reductase   157 aa 159 aa 23.3 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 169 aa 32.0 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 156 aa 27.6 %
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Dihydrofolate reductase   157 aa 160 aa 29.4 %
Candida albicans dihydrofolate reductase Dihydrofolate reductase   157 aa 149 aa 29.5 %
Mycobacterium ulcerans dihydrofolate reductase DfrA Dihydrofolate reductase   157 aa 159 aa 28.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni hypothetical protein 0.0054 0.2369 0.2802
Echinococcus granulosus tar DNA binding protein 0.0145 0.8384 1
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0079 0.4072 1
Brugia malayi isocitrate dehydrogenase 0.0018 0.0027 0.0027
Brugia malayi hypothetical protein 0.0027 0.0639 0.0639
Echinococcus granulosus GPCR family 2 0.0054 0.2369 0.2802
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0079 0.4072 1
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0054 0.2369 0.2802
Schistosoma mansoni tar DNA-binding protein 0.0145 0.8384 1
Brugia malayi RNA recognition motif domain containing protein 0.0145 0.8384 0.8384
Schistosoma mansoni hypothetical protein 0.0054 0.2369 0.2802
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0079 0.4072 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0079 0.4072 0.5
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0054 0.2369 0.2802
Loa Loa (eye worm) hypothetical protein 0.0054 0.2369 0.2348
Brugia malayi MH2 domain containing protein 0.0131 0.747 0.747
Trypanosoma cruzi PAB1-binding protein , putative 0.0027 0.0639 0.1512
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0079 0.4072 1
Toxoplasma gondii LsmAD domain-containing protein 0.0027 0.0639 0.1512
Loa Loa (eye worm) hypothetical protein 0.0169 1 1
Brugia malayi latrophilin 2 splice variant baaae 0.0116 0.6468 0.6468
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0079 0.4072 1
Brugia malayi Latrophilin receptor protein 2 0.0054 0.2369 0.2369
Brugia malayi Isocitrate dehydrogenase 0.0018 0.0027 0.0027
Loa Loa (eye worm) RNA binding protein 0.0145 0.8384 0.8379
Schistosoma mansoni hypothetical protein 0.0054 0.2369 0.2802
Brugia malayi dihydrofolate reductase family protein 0.0079 0.4072 0.4072
Loa Loa (eye worm) transcription factor SMAD2 0.0131 0.747 0.7463
Loa Loa (eye worm) hypothetical protein 0.0116 0.6468 0.6458
Schistosoma mansoni tar DNA-binding protein 0.0145 0.8384 1
Echinococcus multilocularis dihydrofolate reductase 0.0079 0.4072 0.484
Brugia malayi RNA binding protein 0.0145 0.8384 0.8384
Schistosoma mansoni dihydrofolate reductase 0.0079 0.4072 0.484
Leishmania major hypothetical protein, conserved 0.0027 0.0639 0.1512
Chlamydia trachomatis dihydrofolate reductase 0.0079 0.4072 0.5
Brugia malayi TAR-binding protein 0.0145 0.8384 0.8384
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0054 0.2369 0.2802
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0054 0.2369 0.2369
Trypanosoma brucei PAB1-binding protein , putative 0.0027 0.0639 0.1512
Echinococcus multilocularis tar DNA binding protein 0.0145 0.8384 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0169 1 1
Plasmodium falciparum ataxin-2 like protein, putative 0.0027 0.0639 0.1512
Schistosoma mansoni tar DNA-binding protein 0.0145 0.8384 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0145 0.8384 0.8379
Schistosoma mansoni hypothetical protein 0.0116 0.6468 0.7707
Loa Loa (eye worm) latrophilin receptor protein 2 0.0054 0.2369 0.2348
Schistosoma mansoni tar DNA-binding protein 0.0145 0.8384 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0169 1 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0079 0.4072 1
Loa Loa (eye worm) hypothetical protein 0.0027 0.0639 0.0613
Plasmodium vivax ataxin-2 like protein, putative 0.0027 0.0639 0.1512
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0079 0.4072 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.0079 0.4072 0.4056
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0079 0.4072 1
Schistosoma mansoni tar DNA-binding protein 0.0145 0.8384 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0131 0.747 0.7463
Loa Loa (eye worm) TAR-binding protein 0.0145 0.8384 0.8379
Brugia malayi Dihydrofolate reductase 0.0079 0.4072 0.4072
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0054 0.2369 0.2802
Echinococcus granulosus dihydrofolate reductase 0.0079 0.4072 0.484
Echinococcus multilocularis GPCR, family 2 0.0054 0.2369 0.2802
Plasmodium falciparum ataxin-2 like protein, putative 0.0027 0.0639 0.1512
Schistosoma mansoni hypothetical protein 0.0054 0.2369 0.2802
Trypanosoma cruzi PAB1-binding protein , putative 0.0027 0.0639 0.1512

Activities

Activity type Activity value Assay description Source Reference
AC50 (functional) PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp2c19 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
AC50 (functional) PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp3a4 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
AC50 (functional) PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp2c9 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
AC50 (functional) PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp1a2 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
AC50 (functional) = 1.995262315 uM PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp2d6 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
alphaKi (binding) = 62240 nM Uncompetitive inhibition of Escherichia coli DHFR by Lineweaver-Burk plot analysis in presence of NADPH ChEMBL. 26414808
Delta Tm (binding) = 21.92 degrees C Binding affinity to Escherichia coli DHFR assessed as change in melting temperature at 500 uM using spyro orange reporter dye by differential scanning fluorimetry ChEMBL. 26414808
IC50 (binding) = 62.83 uM Inhibition of Escherichia coli DHFR assessed as NADP formation ChEMBL. 26414808
Kd (binding) = 0.73 uM Binding affinity to Escherichia coli DHFR at 500 uM using spyro orange reporter dye by differential scanning fluorimetry ChEMBL. 26414808
Ki (binding) = 3816 nM Competitive inhibition of Escherichia coli DHFR by Lineweaver-Burk plot analysis in presence of H2F ChEMBL. 26414808
Ki (binding) = 2.89 uM Inhibition of Escherichia coli DHFR assessed as NADP formation by quadratic Morrison plot analysis ChEMBL. 26414808
Log 1/C (binding) = 5.96 Inhibition of dihydrofolate reductase from rat Walker 256 leukaemia tumors ChEMBL. 1895302
Log 1/C (binding) = 5.96 Inhibition of dihydrofolate reductase from rat Walker 256 leukaemia tumors ChEMBL. 1895302
Potency (functional) = 0.3981 um PUBCHEM_BIOASSAY: qHTS Assay for Anthrax Lethal Toxin Internalization. (Class of assay: confirmatory) ChEMBL. No reference
Potency (ADMET) = 1.9953 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Substrates of Cytochrome P450 2D6. (Class of assay: confirmatory) [Related pubchem assays: 410 ] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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