Detailed information for compound 18083

Basic information

Technical information
  • TDR Targets ID: 18083
  • Name: 6-(3-fluorophenyl)sulfanyl-1-(2-hydroxyethoxy methyl)-5-methylpyrimidine-2,4-dione
  • MW: 326.343 | Formula: C14H15FN2O4S
  • H donors: 2 H acceptors: 3 LogP: 1.23 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: OCCOCn1c(=O)[nH]c(=O)c(c1Sc1cccc(c1)F)C
  • InChi: 1S/C14H15FN2O4S/c1-9-12(19)16-14(20)17(8-21-6-5-18)13(9)22-11-4-2-3-10(15)7-11/h2-4,7,18H,5-6,8H2,1H3,(H,16,19,20)
  • InChiKey: DROKKNCXSIVRJW-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 6-(3-fluorophenyl)sulfanyl-1-(2-hydroxyethoxymethyl)-5-methyl-pyrimidine-2,4-dione
  • 6-[(3-fluorophenyl)thio]-1-(2-hydroxyethoxymethyl)-5-methylpyrimidine-2,4-dione
  • 6-[(3-fluorophenyl)thio]-1-(2-hydroxyethoxymethyl)-5-methyl-pyrimidine-2,4-quinone
  • 137897-68-8
  • 6-((3-Fluorophenyl)thio)-1-((2-hydroxyethoxy)methyl)thymine
  • 3'-FHEPT
  • 6-[(3-Fluorophenyl)thio]-1-[(2-hydroxyethoxy)methyl]thymine
  • AIDS-003707
  • AIDS003707

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium yoelii integrase-related Get druggable targets OG5_139608 All targets in OG5_139608
Trypanosoma brucei RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
Schistosoma mansoni hypothetical protein Get druggable targets OG5_139608 All targets in OG5_139608
Trypanosoma congolense RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Leishmania major cathepsin L-like protease 0.0225 0.5391 1
Plasmodium falciparum cysteine proteinase falcipain 3 0.018 0.3638 1
Brugia malayi Papain family cysteine protease containing protein 0.0097 0.0466 0.0507
Echinococcus multilocularis calpain 5 0.0121 0.1393 0.0973
Leishmania major cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like 0.0128 0.1669 0.3097
Loa Loa (eye worm) calpain 0.0121 0.1393 0.1517
Brugia malayi Cathepsin L-like cysteine proteinase 0.0123 0.1475 0.1605
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Loa Loa (eye worm) cysteine protease 0.018 0.3638 0.396
Trypanosoma cruzi cruzipain precursor, putative 0.0225 0.5391 0.5867
Plasmodium vivax calpain, putative 0.0121 0.1393 0.2924
Echinococcus granulosus cathepsin L cysteine proteinase 0.018 0.3638 0.3328
Toxoplasma gondii cathepsin CPL 0.018 0.3638 1
Brugia malayi Cathepsin L-like precursor 0.018 0.3638 0.396
Echinococcus multilocularis cathepsin L cysteine protease 0.018 0.3638 0.3328
Loa Loa (eye worm) papain family cysteine protease containing protein 0.018 0.3638 0.396
Echinococcus multilocularis cathepsin b 0.0325 0.9188 0.9149
Echinococcus multilocularis cathepsin l cysteine peptidase 0.018 0.3638 0.3328
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Brugia malayi Papain family cysteine protease containing protein 0.0097 0.0466 0.0507
Echinococcus granulosus cathepsin l cysteine peptidase 0.018 0.3638 0.3328
Onchocerca volvulus 0.018 0.3638 0.7369
Loa Loa (eye worm) fibroinase 0.018 0.3638 0.396
Onchocerca volvulus 0.018 0.3638 0.7369
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0123 0.1475 0.3182
Brugia malayi Cathepsin L-like precursor 0.018 0.3638 0.396
Entamoeba histolytica cysteine proteinase, putative 0.018 0.3638 1
Giardia lamblia Cathepsin B precursor 0.0128 0.1669 0.5
Leishmania major cathepsin L-like protease 0.018 0.3638 0.675
Onchocerca volvulus Cathepsin L homolog 0.018 0.3638 0.7369
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Leishmania major cysteine peptidase A (CPA) 0.018 0.3638 0.675
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.0121 0.1393 0.2585
Leishmania major cathepsin L-like protease 0.018 0.3638 0.675
Loa Loa (eye worm) hypothetical protein 0.0123 0.1475 0.1605
Brugia malayi calpain family protein 1 0.0321 0.9046 0.9845
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Echinococcus granulosus calpain 0.0121 0.1393 0.0973
Echinococcus granulosus cathepsin l1 0.0123 0.1475 0.1059
Entamoeba histolytica cysteine proteinase, putative 0.018 0.3638 1
Trypanosoma brucei calpain-like protein, putative 0.0121 0.1393 0.2585
Giardia lamblia Cathepsin B precursor 0.0128 0.1669 0.5
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Trypanosoma brucei cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.2585
Loa Loa (eye worm) hypothetical protein 0.018 0.3638 0.396
Onchocerca volvulus 0.02 0.4411 1
Entamoeba histolytica cysteine proteinase 2 0.0097 0.0466 0.128
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0121 0.1393 0.1517
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0325 0.9188 0.9174
Trypanosoma cruzi cysteine peptidase (N-terminal), putative 0.0097 0.0466 0.0507
Trypanosoma cruzi cysteine proteinase, putative 0.0097 0.0466 0.0507
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0325 0.9188 0.9174
Trypanosoma cruzi cysteine peptidase, putative 0.0225 0.5391 0.5867
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.018 0.3638 1
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Loa Loa (eye worm) ctsf protein 0.018 0.3638 0.396
Trypanosoma cruzi calpain cysteine peptidase, putative 0.0121 0.1393 0.1517
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase 0.0128 0.1669 0.3794
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.018 0.3638 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Loa Loa (eye worm) hypothetical protein 0.0123 0.1475 0.1605
Echinococcus multilocularis cysteine protease 0.018 0.3638 0.3328
Leishmania major calpain, putative,cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.2585
Entamoeba histolytica cysteine proteinase, putative 0.0097 0.0466 0.128
Trypanosoma brucei calpain-like protein, putative 0.0121 0.1393 0.2585
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Leishmania major cathepsin L-like protease 0.018 0.3638 0.675
Plasmodium falciparum cysteine proteinase falcipain 2a 0.018 0.3638 1
Echinococcus multilocularis hypothetical protein 0.0121 0.1393 0.0973
Schistosoma mansoni Mername-AA248 (C02 family) 0.0121 0.1393 0.0976
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0128 0.1669 0.1817
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0123 0.1475 0.3182
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Onchocerca volvulus 0.018 0.3638 0.7369
Brugia malayi Cathepsin L-like precursor 0.018 0.3638 0.396
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.018 0.3638 1
Plasmodium falciparum cysteine proteinase falcipain 2b 0.018 0.3638 1
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.1517
Brugia malayi Cathepsin L-like precursor 0.018 0.3638 0.396
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Echinococcus granulosus family C2 unassigned peptidase C02 family 0.0345 0.9974 0.9972
Brugia malayi cathepsin B-like cysteine proteinase 0.0325 0.9188 1
Onchocerca volvulus 0.018 0.3638 0.7369
Trypanosoma cruzi cysteine peptidase, putative 0.0225 0.5391 0.5867
Schistosoma mansoni calpain-7 (C02 family) 0.0121 0.1393 0.0976
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.018 0.3638 1
Entamoeba histolytica cysteine proteinase, putative 0.0123 0.1475 0.4054
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.018 0.3638 0.3328
Trypanosoma cruzi cysteine protease, putative 0.0097 0.0466 0.0507
Schistosoma mansoni cathepsin F (C01 family) 0.018 0.3638 0.3337
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0097 0.0466 0.0864
Echinococcus granulosus cathepsin b 0.0325 0.9188 0.9149
Echinococcus granulosus calpain 5 0.0121 0.1393 0.0973
Schistosoma mansoni calpain C (C02 family) 0.0121 0.1393 0.0976
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Echinococcus multilocularis cysteine protease 0.018 0.3638 0.3328
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.1517
Brugia malayi Cathepsin L-like precursor 0.0123 0.1475 0.1605
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Trypanosoma brucei RNA helicase, putative 0.01 0.0586 0.1088
Loa Loa (eye worm) hypothetical protein 0.0123 0.1475 0.1605
Loa Loa (eye worm) hypothetical protein 0.0285 0.7653 0.8329
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.1517
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.018 0.3638 1
Schistosoma mansoni SmCB2 peptidase (C01 family) 0.0325 0.9188 0.9174
Echinococcus granulosus cathepsin l1 0.018 0.3638 0.3328
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0121 0.1393 0.1517
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Schistosoma mansoni cathepsin F (C01 family) 0.018 0.3638 0.3337
Echinococcus multilocularis calpain 7 (C02 family) 0.0121 0.1393 0.0973
Echinococcus multilocularis calpain A 0.0346 1 1
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0121 0.1393 0.1517
Trypanosoma brucei calpain-like protein, putative 0.0121 0.1393 0.2585
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0325 0.9188 0.9174
Entamoeba histolytica cysteine proteinase 1, putative 0.0097 0.0466 0.128
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Echinococcus multilocularis cathepsin b 0.0325 0.9188 0.9149
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.2585
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.018 0.3638 0.396
Onchocerca volvulus 0.018 0.3638 0.7369
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0097 0.0466 0.0864
Plasmodium vivax vivapain-2 0.018 0.3638 1
Onchocerca volvulus 0.018 0.3638 0.7369
Brugia malayi cathepsin L-like precursor 0.0123 0.1475 0.1605
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Brugia malayi calpain family protein 1 0.0321 0.9046 0.9845
Loa Loa (eye worm) hypothetical protein 0.0236 0.5804 0.6317
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Schistosoma mansoni cathepsin F (C01 family) 0.0123 0.1475 0.1062
Brugia malayi Cathepsin L-like precursor 0.018 0.3638 0.396
Leishmania major cathepsin L-like protease 0.018 0.3638 0.675
Schistosoma mansoni calpain (C02 family) 0.0121 0.1393 0.0976
Brugia malayi Papain family cysteine protease containing protein 0.018 0.3638 0.396
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.018 0.3638 1
Leishmania major cathepsin L-like protease 0.0225 0.5391 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.018 0.3638 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Loa Loa (eye worm) hypothetical protein 0.0325 0.9188 1
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0128 0.1669 0.1266
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Loa Loa (eye worm) cathepsin B 0.0128 0.1669 0.1817
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0321 0.9046 0.9025
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0325 0.9188 1
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0169 0.3227 0.3512
Trypanosoma cruzi cysteine peptidase, putative 0.0097 0.0466 0.0507
Loa Loa (eye worm) calpain family protein 1 0.0236 0.5804 0.6317
Echinococcus multilocularis family C2 unassigned peptidase (C02 family) 0.0345 0.9974 0.9972
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0121 0.1393 0.1517
Echinococcus multilocularis calpain family protein 1, d 0.0236 0.5804 0.5599
Trypanosoma cruzi cysteine proteinase, putative 0.0097 0.0466 0.0507
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.018 0.3638 1
Onchocerca volvulus Cathepsin L homolog 0.018 0.3638 0.7369
Echinococcus multilocularis calpain 0.0121 0.1393 0.0973
Brugia malayi Cathepsin L-like precursor 0.0123 0.1475 0.1605
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Entamoeba histolytica cysteine proteinase, putative 0.0097 0.0466 0.128
Leishmania major cathepsin L-like protease 0.0225 0.5391 1
Entamoeba histolytica cysteine protease, putative 0.018 0.3638 1
Echinococcus granulosus cathepsin b 0.0325 0.9188 0.9149
Trypanosoma brucei antigen, putative 0.0121 0.1393 0.2585
Leishmania major cathepsin L-like protease 0.018 0.3638 0.675
Onchocerca volvulus Cathepsin F homolog 0.018 0.3638 0.7369
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Schistosoma mansoni hypothetical protein 0.01 0.0586 0.0127
Loa Loa (eye worm) calpain family protein 1 0.0321 0.9046 0.9845
Echinococcus granulosus calpain A 0.0121 0.1393 0.0973
Giardia lamblia Cathepsin B precursor 0.0128 0.1669 0.5
Brugia malayi calpain 7 0.0121 0.1393 0.1517
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.1517
Plasmodium vivax vivapain-2 0.018 0.3638 1
Echinococcus multilocularis cathepsin L cysteine protease 0.018 0.3638 0.3328
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0345 0.9974 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Echinococcus granulosus calpain 7 C02 family 0.0121 0.1393 0.0973
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.018 0.3638 1
Trypanosoma cruzi cysteine peptidase, putative 0.0225 0.5391 0.5867
Brugia malayi Cathepsin L-like precursor 0.018 0.3638 0.396
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Schistosoma mansoni calpain-7 (C02 family) 0.0121 0.1393 0.0976
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Loa Loa (eye worm) hypothetical protein 0.02 0.4411 0.48
Loa Loa (eye worm) hypothetical protein 0.0321 0.9046 0.9845
Trypanosoma brucei cysteine peptidase C (CPC) 0.0128 0.1669 0.3097
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.018 0.3638 1
Trypanosoma cruzi major cysteine proteinase, putative 0.0086 0.0055 0.0059
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.2585
Trypanosoma cruzi cysteine peptidase, putative 0.018 0.3638 0.396
Entamoeba histolytica cysteine proteinase, putative 0.0097 0.0466 0.128
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.018 0.3638 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0345 0.9974 1
Onchocerca volvulus 0.018 0.3638 0.7369
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0121 0.1393 0.1517
Entamoeba histolytica cysteine proteinase, putative 0.0097 0.0466 0.128
Trypanosoma brucei calpain-like protein, putative 0.0121 0.1393 0.2585

Activities

Activity type Activity value Assay description Source Reference
CC50 (functional) = 282 uM Concentration required to reduce the viability of mock-infected MT-4 cells by 50%. ChEMBL. 1732552
CC50 (functional) = 282 uM Concentration required to reduce the viability of mock-infected MT-4 cells by 50%. ChEMBL. 1732552
EC50 (functional) = 3.3 uM Concentration required to achieve 50% protection of MT-4 cells against the cytopathic effect of HIV-1. ChEMBL. 1732552
EC50 (binding) = 3.3 uM Inhibitory concentration against HIV-1 reverse transcriptase ChEMBL. 9435895
EC50 (binding) = 3.3 uM Inhibitory concentration against HIV-1 reverse transcriptase ChEMBL. 9435895
Log 1/C (functional) = 5.48 Tested for 50% protection of MT-4 cells from HIV infection ChEMBL. No reference
Selectivity index (functional) = 85 Ratio of EC50/CC50 ChEMBL. 1732552

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

2 literature references were collected for this gene.

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