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
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
Trypanosoma brucei RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
Plasmodium yoelii integrase-related 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
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
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Brugia malayi Cathepsin L-like precursor 0.018 0.3638 0.396
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0325 0.9188 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.018 0.3638 1
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0128 0.1669 0.1817
Echinococcus multilocularis calpain family protein 1, d 0.0236 0.5804 0.5599
Plasmodium falciparum cysteine proteinase falcipain 2a 0.018 0.3638 1
Leishmania major calpain, putative,cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.2585
Loa Loa (eye worm) calpain family protein 1 0.0236 0.5804 0.6317
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.1517
Loa Loa (eye worm) hypothetical protein 0.0325 0.9188 1
Giardia lamblia Cathepsin B precursor 0.0128 0.1669 0.5
Entamoeba histolytica cysteine proteinase, putative 0.018 0.3638 1
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0325 0.9188 0.9174
Schistosoma mansoni cathepsin F (C01 family) 0.0123 0.1475 0.1062
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0121 0.1393 0.1517
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Leishmania major cathepsin L-like protease 0.0225 0.5391 1
Entamoeba histolytica cysteine proteinase, putative 0.0097 0.0466 0.128
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
Leishmania major cathepsin L-like protease 0.018 0.3638 0.675
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Onchocerca volvulus 0.018 0.3638 0.7369
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Onchocerca volvulus 0.018 0.3638 0.7369
Onchocerca volvulus Cathepsin L homolog 0.018 0.3638 0.7369
Schistosoma mansoni Mername-AA248 (C02 family) 0.0121 0.1393 0.0976
Leishmania major cathepsin L-like protease 0.018 0.3638 0.675
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.2585
Plasmodium vivax calpain, putative 0.0121 0.1393 0.2924
Echinococcus multilocularis calpain 5 0.0121 0.1393 0.0973
Echinococcus granulosus calpain 7 C02 family 0.0121 0.1393 0.0973
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
Brugia malayi calpain family protein 1 0.0321 0.9046 0.9845
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Trypanosoma cruzi cysteine protease, putative 0.0097 0.0466 0.0507
Schistosoma mansoni calpain C (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, papain-like cysteine peptidase 0.018 0.3638 1
Brugia malayi cathepsin B-like cysteine proteinase 0.0325 0.9188 1
Echinococcus granulosus calpain 5 0.0121 0.1393 0.0973
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.018 0.3638 1
Plasmodium falciparum cysteine proteinase falcipain 2b 0.018 0.3638 1
Trypanosoma brucei calpain-like protein, putative 0.0121 0.1393 0.2585
Echinococcus multilocularis cathepsin l cysteine peptidase 0.018 0.3638 0.3328
Trypanosoma cruzi cysteine peptidase, putative 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
Loa Loa (eye worm) hypothetical protein 0.0123 0.1475 0.1605
Plasmodium vivax vivapain-2 0.018 0.3638 1
Brugia malayi cathepsin L-like precursor 0.0123 0.1475 0.1605
Echinococcus granulosus cathepsin b 0.0325 0.9188 0.9149
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Loa Loa (eye worm) hypothetical protein 0.0321 0.9046 0.9845
Entamoeba histolytica cysteine proteinase, putative 0.0097 0.0466 0.128
Brugia malayi Cathepsin L-like precursor 0.0123 0.1475 0.1605
Leishmania major cathepsin L-like protease 0.0225 0.5391 1
Trypanosoma cruzi cysteine peptidase, putative 0.0097 0.0466 0.0507
Loa Loa (eye worm) cysteine protease 0.018 0.3638 0.396
Schistosoma mansoni cathepsin F (C01 family) 0.018 0.3638 0.3337
Loa Loa (eye worm) hypothetical protein 0.0123 0.1475 0.1605
Leishmania major cathepsin L-like protease 0.018 0.3638 0.675
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.018 0.3638 1
Brugia malayi Papain family cysteine protease containing protein 0.0097 0.0466 0.0507
Trypanosoma brucei antigen, putative 0.0121 0.1393 0.2585
Echinococcus multilocularis cysteine protease 0.018 0.3638 0.3328
Loa Loa (eye worm) hypothetical protein 0.018 0.3638 0.396
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Onchocerca volvulus Cathepsin L homolog 0.018 0.3638 0.7369
Trypanosoma cruzi cruzipain precursor, putative 0.0225 0.5391 0.5867
Trypanosoma brucei calpain-like protein, putative 0.0121 0.1393 0.2585
Brugia malayi Papain family cysteine protease containing protein 0.0097 0.0466 0.0507
Schistosoma mansoni SmCB2 peptidase (C01 family) 0.0325 0.9188 0.9174
Leishmania major cysteine peptidase A (CPA) 0.018 0.3638 0.675
Loa Loa (eye worm) ctsf protein 0.018 0.3638 0.396
Echinococcus granulosus cathepsin l cysteine peptidase 0.018 0.3638 0.3328
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 granulosus cathepsin l1 0.0123 0.1475 0.1059
Loa Loa (eye worm) hypothetical protein 0.0285 0.7653 0.8329
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Brugia malayi Cathepsin L-like precursor 0.018 0.3638 0.396
Brugia malayi calpain 7 0.0121 0.1393 0.1517
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0325 0.9188 0.9174
Brugia malayi Cathepsin L-like precursor 0.0123 0.1475 0.1605
Entamoeba histolytica cysteine proteinase, putative 0.018 0.3638 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.2585
Echinococcus multilocularis calpain 0.0121 0.1393 0.0973
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0345 0.9974 1
Echinococcus granulosus cathepsin l1 0.018 0.3638 0.3328
Echinococcus multilocularis cathepsin b 0.0325 0.9188 0.9149
Entamoeba histolytica cysteine proteinase, putative 0.0123 0.1475 0.4054
Echinococcus multilocularis calpain 7 (C02 family) 0.0121 0.1393 0.0973
Echinococcus granulosus cathepsin b 0.0325 0.9188 0.9149
Schistosoma mansoni calpain-7 (C02 family) 0.0121 0.1393 0.0976
Entamoeba histolytica cysteine proteinase 2 0.0097 0.0466 0.128
Brugia malayi Cathepsin L-like precursor 0.018 0.3638 0.396
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0121 0.1393 0.1517
Leishmania major cathepsin L-like protease 0.018 0.3638 0.675
Schistosoma mansoni cathepsin F (C01 family) 0.018 0.3638 0.3337
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.018 0.3638 1
Loa Loa (eye worm) calpain family protein 1 0.0321 0.9046 0.9845
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 brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0097 0.0466 0.0864
Schistosoma mansoni calpain (C02 family) 0.0121 0.1393 0.0976
Trypanosoma brucei calpain-like protein, putative 0.0121 0.1393 0.2585
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Trypanosoma cruzi calpain-like cysteine peptidase, 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
Leishmania major cathepsin L-like protease 0.018 0.3638 0.675
Loa Loa (eye worm) 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
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Echinococcus multilocularis cathepsin b 0.0325 0.9188 0.9149
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
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0128 0.1669 0.1266
Brugia malayi Cathepsin L-like cysteine proteinase 0.0123 0.1475 0.1605
Entamoeba histolytica cysteine proteinase, putative 0.0097 0.0466 0.128
Echinococcus granulosus calpain 0.0121 0.1393 0.0973
Onchocerca volvulus Cathepsin F homolog 0.018 0.3638 0.7369
Leishmania major cathepsin L-like protease 0.0225 0.5391 1
Plasmodium falciparum cysteine proteinase falcipain 3 0.018 0.3638 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase 0.0128 0.1669 0.3794
Trypanosoma cruzi cysteine peptidase, putative 0.0225 0.5391 0.5867
Entamoeba histolytica cysteine proteinase 1, putative 0.0097 0.0466 0.128
Schistosoma mansoni hypothetical protein 0.01 0.0586 0.0127
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Giardia lamblia Cathepsin B precursor 0.0128 0.1669 0.5
Brugia malayi Cathepsin L-like precursor 0.018 0.3638 0.396
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Brugia malayi Papain family cysteine protease containing protein 0.018 0.3638 0.396
Echinococcus multilocularis cathepsin L cysteine protease 0.018 0.3638 0.3328
Echinococcus multilocularis hypothetical protein 0.0121 0.1393 0.0973
Loa Loa (eye worm) hypothetical protein 0.02 0.4411 0.48
Echinococcus multilocularis cathepsin l cysteine peptidase 0.018 0.3638 0.3328
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
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Trypanosoma cruzi major cysteine proteinase, putative 0.0086 0.0055 0.0059
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Leishmania major cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like 0.0128 0.1669 0.3097
Toxoplasma gondii cathepsin CPL 0.018 0.3638 1
Onchocerca volvulus 0.018 0.3638 0.7369
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
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
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
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Entamoeba histolytica cysteine protease, putative 0.018 0.3638 1
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Entamoeba histolytica cysteine proteinase, putative 0.0097 0.0466 0.128
Loa Loa (eye worm) cathepsin B 0.0128 0.1669 0.1817
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.018 0.3638 1
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0169 0.3227 0.3512
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0321 0.9046 0.9025
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.018 0.3638 1
Trypanosoma cruzi calpain cysteine peptidase, putative 0.0121 0.1393 0.1517
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 0.0097 0.0466 0.0864
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.2585
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.018 0.3638 1
Echinococcus multilocularis cathepsin L cysteine protease 0.018 0.3638 0.3328
Echinococcus granulosus cathepsin L cysteine proteinase 0.018 0.3638 0.3328
Brugia malayi Cathepsin L-like precursor 0.018 0.3638 0.396
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Trypanosoma cruzi cysteine proteinase, putative 0.0097 0.0466 0.0507
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0121 0.1393 0.1517
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0121 0.1393 0.1517
Trypanosoma cruzi cysteine peptidase, putative 0.0225 0.5391 0.5867
Schistosoma mansoni calpain-7 (C02 family) 0.0121 0.1393 0.0976
Echinococcus granulosus calpain A 0.0121 0.1393 0.0973
Giardia lamblia Cathepsin B precursor 0.0128 0.1669 0.5
Trypanosoma brucei RNA helicase, putative 0.01 0.0586 0.1088
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0325 0.9188 0.9174
Loa Loa (eye worm) hypothetical protein 0.0236 0.5804 0.6317
Trypanosoma cruzi cysteine proteinase, putative 0.0097 0.0466 0.0507
Echinococcus granulosus family C2 unassigned peptidase C02 family 0.0345 0.9974 0.9972
Loa Loa (eye worm) fibroinase 0.018 0.3638 0.396
Echinococcus multilocularis calpain A 0.0346 1 1
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.0121 0.1393 0.2585
Onchocerca volvulus 0.018 0.3638 0.7369
Entamoeba histolytica cysteine protease, putative 0.0097 0.0466 0.128
Loa Loa (eye worm) hypothetical protein 0.0123 0.1475 0.1605
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0345 0.9974 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0123 0.1475 0.3182
Echinococcus multilocularis family C2 unassigned peptidase (C02 family) 0.0345 0.9974 0.9972
Brugia malayi calpain family protein 1 0.0321 0.9046 0.9845
Plasmodium vivax vivapain-2 0.018 0.3638 1
Trypanosoma brucei calpain-like protein, putative 0.0121 0.1393 0.2585
Loa Loa (eye worm) calpain 0.0121 0.1393 0.1517
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0121 0.1393 0.1517
Onchocerca volvulus 0.02 0.4411 1
Onchocerca volvulus 0.018 0.3638 0.7369
Trypanosoma cruzi cysteine peptidase, putative 0.0225 0.5391 0.5867
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0225 0.5391 1
Trypanosoma brucei cysteine peptidase C (CPC) 0.0128 0.1669 0.3097
Trypanosoma cruzi cysteine peptidase (N-terminal), putative 0.0097 0.0466 0.0507
Brugia malayi Cathepsin L-like precursor 0.018 0.3638 0.396

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.