Detailed information for compound 27140

Basic information

Technical information
  • TDR Targets ID: 27140
  • Name: 1-aminoadamantane
  • MW: 151.249 | Formula: C10H17N
  • H donors: 1 H acceptors: 0 LogP: 1.96 Rotable bonds: 0 Rule of 5 violations (Lipinski): 1
  • InChi: 1S/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H2
  • InChiKey: DKNWSYNQZKUICI-UHFFFAOYSA-N  

Network

Synonyms

  • Adamantamine
  • Adamantanamine
  • Adamantylamine
  • Amantadine
  • Amantadine Base
  • Amantadine HCL
  • Amantidine
  • Aminoadamantane
  • adamantan-1-amine
  • 1-adamantanamine
  • 1-adamantylamine
  • Amant
  • 768-94-5
  • 1-Adamantamine
  • Prestwick1_000407
  • 665-66-7 (HCL)
  • 768-94-5 (FREE BASE)
  • AIDS-001627
  • 138576_ALDRICH
  • NSC341865 (FREE BASE)
  • NSC83653 (HCL)
  • Tricyclo[3.3.1.1^3,7]decan-1-amine
  • C06818
  • tricyclo[3.3.1.1~3,7~]decan-1-amine
  • Spectrum4_000134
  • BSPBio_001822
  • AIDS001627
  • NCGC00162039-02
  • KBio2_000390
  • KBioGR_000548
  • BSPBio_001570
  • IDI1_000815
  • 1-Adamantanamine (8CI)
  • Oprea1_248648
  • 1-Aminotricyclo(3.3.1.1(sup 3,7))decane
  • Amantadina [INN-Spanish]
  • Amantadinum [INN-Latin]
  • BRN 2204333
  • EINECS 212-201-2
  • HSDB 3202
  • NSC 341865
  • Pk-merz
  • Tricyclo(3.3.1.1(3,7))-decan-1-amine
  • Tricyclo(3.3.1.1(sup 3,7))decan-1-amine
  • Tricyclo(3.3.1.1(sup 3.7))decan-1-amine
  • Tricyclo(3.3.1.13,7)decan-1-amine
  • Spectrum_000030
  • Lopac0_000004
  • BPBio1_000368
  • ADAMANTANE,1-AMINO
  • Lopac-A-1260
  • NCGC00015036-01
  • NSC341865
  • KBio3_001322
  • Tricyclo[3.3.1.1(sup3,7)]decan-1-amine
  • NCGC00162039-03
  • KBio2_005526
  • tricyclo[3.3.1.1(3,7)]decan-1-ylamine
  • WLN: L66 B6 A B- C 1B ITJ BZ
  • KBio2_002958
  • Spectrum5_000772
  • NCIOpen2_001059
  • 06649_FLUKA
  • InChI=1/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H
  • BSPBio_000334
  • SPBio_002273
  • DivK1c_000815
  • ST5202969
  • NINDS_000815
  • Spectrum3_000291
  • Spectrum2_000081
  • Prestwick0_000407
  • SPBio_000002
  • Prestwick3_000407
  • Prestwick2_000407
  • CHEBI:2618
  • adamantan-1-ylamine
  • tricyclo[3.3.1.1(3,7)]decan-1-amine
  • tricyclo[3.3.1.1(3,7)]decane-1-amine
  • KBioSS_000390
  • KBio1_000815

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Peripheral myelin protein 22 Starlite/ChEMBL References
Homo sapiens regulator of G-protein signaling 4 Starlite/ChEMBL References
Homo sapiens sigma non-opioid intracellular receptor 1 Starlite/ChEMBL References
Homo sapiens thyroid stimulating hormone receptor Starlite/ChEMBL References
Homo sapiens lamin A/C Starlite/ChEMBL References
Homo sapiens heat shock 27kDa protein 1 Starlite/ChEMBL References
Homo sapiens euchromatic histone-lysine N-methyltransferase 2 Starlite/ChEMBL References
Homo sapiens nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 Starlite/ChEMBL References
Influenza A virus (A/Udorn/307/1972(H3N2)) Influenza virus A matrix protein M2 Starlite/ChEMBL References
Homo sapiens glutamate receptor, ionotropic, N-methyl-D-aspartate 3A Starlite/ChEMBL References
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Starlite/ChEMBL References
Homo sapiens glutamate receptor, ionotropic, N-methyl D-aspartate 2A Starlite/ChEMBL References
Influenza A virus Matrix protein 2 Starlite/ChEMBL References
Trypanosoma brucei ATP-dependent 6-phosphofructokinase, glycosomal Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum Glutathione reductase, related Get druggable targets OG5_126785 All targets in OG5_126785
Theileria parva thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma mansoni intermediate filament proteins Get druggable targets OG5_128723 All targets in OG5_128723
Leishmania braziliensis ATP-dependent phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Brugia malayi small heat shock protein Get druggable targets OG5_141248 All targets in OG5_141248
Loa Loa (eye worm) thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trichomonas vaginalis phosphofructokinase, putative Get druggable targets OG5_126758 All targets in OG5_126758
Brugia malayi Thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania infantum C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Schistosoma japonicum ko:K00850 6-phosphofructokinase [EC2.7.1.11], putative Get druggable targets OG5_126758 All targets in OG5_126758
Entamoeba histolytica phosphofructokinase, putative Get druggable targets OG5_126758 All targets in OG5_126758
Trypanosoma congolense C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Schistosoma japonicum Lamin-C, putative Get druggable targets OG5_128723 All targets in OG5_128723
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) intermediate filament protein Get druggable targets OG5_128723 All targets in OG5_128723
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128723 All targets in OG5_128723
Echinococcus granulosus 6 phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Brugia malayi phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Schistosoma japonicum expressed protein Get druggable targets OG5_128723 All targets in OG5_128723
Echinococcus granulosus cytoplasmic intermediate filament protein Get druggable targets OG5_128723 All targets in OG5_128723
Schistosoma japonicum expressed protein Get druggable targets OG5_128723 All targets in OG5_128723
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus multilocularis thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium leprae 6-phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Plasmodium knowlesi thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Babesia bovis thiodoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus multilocularis expressed protein Get druggable targets OG5_141764 All targets in OG5_141764
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128723 All targets in OG5_128723
Entamoeba histolytica phosphofructokinase, putative Get druggable targets OG5_126758 All targets in OG5_126758
Schistosoma mansoni lamin Get druggable targets OG5_128723 All targets in OG5_128723
Candida albicans phosphofructokinase alpha subunit that can functionally substitute for S. cerevisiae PFK1 (YGR240C) Get druggable targets OG5_126758 All targets in OG5_126758
Trypanosoma brucei C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Loa Loa (eye worm) 6-phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Schistosoma mansoni 6-phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131051 All targets in OG5_131051
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128723 All targets in OG5_128723
Candida albicans phosphofructokinase alpha subunit that can functionally substitute for S. cerevisiae PFK1 (YGR240C) Get druggable targets OG5_126758 All targets in OG5_126758
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128723 All targets in OG5_128723
Brugia malayi 6-phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Trichomonas vaginalis phosphofructokinase, putative Get druggable targets OG5_126758 All targets in OG5_126758
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi Intermediate filament tail domain containing protein Get druggable targets OG5_128723 All targets in OG5_128723
Echinococcus multilocularis 6 phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) pre-SET domain-containing protein family protein Get druggable targets OG5_131470 All targets in OG5_131470
Brugia malayi intermediate filament protein Get druggable targets OG5_128723 All targets in OG5_128723
Loa Loa (eye worm) phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Schistosoma mansoni glutamate receptor NMDA Get druggable targets OG5_129290 All targets in OG5_129290
Loa Loa (eye worm) 6-phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Schistosoma japonicum Intermediate filament protein ifa-1, putative Get druggable targets OG5_128723 All targets in OG5_128723
Plasmodium berghei thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus lamin dm0 Get druggable targets OG5_128723 All targets in OG5_128723
Trypanosoma congolense ATP-dependent 6-phosphofructokinase, glycosomal Get druggable targets OG5_126758 All targets in OG5_126758
Leishmania major C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Plasmodium vivax thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) intermediate filament tail domain-containing protein Get druggable targets OG5_128723 All targets in OG5_128723
Leishmania mexicana 6-phospho-1-fructokinase, putative Get druggable targets OG5_126758 All targets in OG5_126758
Plasmodium falciparum glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania mexicana C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Echinococcus multilocularis glutamate (NMDA) receptor subunit Get druggable targets OG5_129290 All targets in OG5_129290
Leishmania infantum ATP-dependent phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania braziliensis trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma congolense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus lamin Get druggable targets OG5_128723 All targets in OG5_128723
Trichomonas vaginalis set domain proteins, putative Get druggable targets OG5_131470 All targets in OG5_131470
Schistosoma mansoni lamin Get druggable targets OG5_128723 All targets in OG5_128723
Plasmodium yoelii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma congolense C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Plasmodium knowlesi glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium tuberculosis PROBABLE 6-PHOSPHOFRUCTOKINASE PFKA (PHOSPHOHEXOKINASE) (PHOSPHOFRUCTOKINASE) Get druggable targets OG5_126758 All targets in OG5_126758
Trypanosoma cruzi trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trichomonas vaginalis phosphofructokinase, putative Get druggable targets OG5_126758 All targets in OG5_126758
Brugia malayi glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum ko:K05314 glutamate receptor, ionotropic, N-methyl-D-aspartate 2, invertebrate, putative Get druggable targets OG5_129290 All targets in OG5_129290
Trypanosoma cruzi C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania donovani trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum ko:K07611 lamin, putative Get druggable targets OG5_128723 All targets in OG5_128723
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium ulcerans 6-phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Candida albicans sterol C8-C7 isomerase Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania donovani C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Treponema pallidum diphosphate--fructose-6-phosphate 1-phosphotransferase Get druggable targets OG5_126758 All targets in OG5_126758
Neospora caninum MGC84926 protein, related Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus multilocularis lamin Get druggable targets OG5_128723 All targets in OG5_128723
Candida albicans phosphofructokinase beta-subunit that can functionally substitute for S. cerevisiae PFK2 (YMR205C) Get druggable targets OG5_126758 All targets in OG5_126758
Echinococcus multilocularis cytoplasmic intermediate filament protein Get druggable targets OG5_128723 All targets in OG5_128723
Trypanosoma cruzi ATP-dependent 6-phosphofructokinase, glycosomal Get druggable targets OG5_126758 All targets in OG5_126758
Leishmania major trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans sterol C8-C7 isomerase Get druggable targets OG5_131051 All targets in OG5_131051
Echinococcus multilocularis lamin dm0 Get druggable targets OG5_128723 All targets in OG5_128723
Leishmania donovani ATP-dependent 6-phosphofructokinase, glycosomal Get druggable targets OG5_126758 All targets in OG5_126758
Loa Loa (eye worm) glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus intermediate filament protein Get druggable targets OG5_128723 All targets in OG5_128723
Echinococcus multilocularis musashi Get druggable targets OG5_128723 All targets in OG5_128723
Schistosoma mansoni 6-phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128723 All targets in OG5_128723
Trypanosoma brucei gambiense C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Brugia malayi ERG2 and Sigma1 receptor like protein Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania major ATP-dependent phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Brugia malayi follicle stimulating hormone receptor Get druggable targets OG5_130089 All targets in OG5_130089
Echinococcus granulosus glutamate NMDA receptor subunit Get druggable targets OG5_129290 All targets in OG5_129290
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania braziliensis C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Plasmodium vivax glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trichomonas vaginalis phosphofructokinase, putative Get druggable targets OG5_126758 All targets in OG5_126758
Echinococcus granulosus expressed protein Get druggable targets OG5_141764 All targets in OG5_141764
Plasmodium berghei glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans phosphofructokinase beta-subunit that can functionally substitute for S. cerevisiae PFK2 (YMR205C) Get druggable targets OG5_126758 All targets in OG5_126758
Cryptosporidium parvum thioredoxin reductase 1 Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans hypothetical protein Get druggable targets OG5_126758 All targets in OG5_126758
Trypanosoma brucei ATP-dependent 6-phosphofructokinase, glycosomal Get druggable targets OG5_126758 All targets in OG5_126758
Trypanosoma brucei gambiense ATP-dependent phosphofructokinase,6-phospho-1-fructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Entamoeba histolytica phosphofructokinase, putative Get druggable targets OG5_126758 All targets in OG5_126758
Leishmania infantum trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi Pre-SET motif family protein Get druggable targets OG5_131470 All targets in OG5_131470
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi 6-phosphofructokinase Get druggable targets OG5_126758 All targets in OG5_126758
Plasmodium yoelii glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) follicle stimulating hormone receptor Get druggable targets OG5_130089 All targets in OG5_130089
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_141248 All targets in OG5_141248
Toxoplasma gondii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium tuberculosis NADPH-DEPENDENT MYCOTHIOL REDUCTASE MTR Get druggable targets OG5_126785 All targets in OG5_126785
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Rattus norvegicus dihydrolipoyl dehydrogenase, apicoplast Thioredoxin reductase 1, cytoplasmic   499 aa 506 aa 23.7 %
Brugia malayi Hsp20/alpha crystallin family protein heat shock 27kDa protein 1 205 aa 168 aa 25.6 %

Activities

Activity type Activity value Assay description Source Reference
% maximum response (binding) = 2.1 % Inhibition of Pgp expressed in MDR1-MDCKII cells measured by calcein-AM assay ChEMBL. 11602674
Activity (functional) = 44 Stimulation of spontaneous locomotor activity of compound was measured in mice at a dose of 0.4 mmol/kg) ChEMBL. 7086822
Activity (functional) = 87 Stimulation of spontaneous locomotor activity of compound was measured in mice at a dose of 0.05 mmol/kg) ChEMBL. 7086822
Activity (functional) = 201 Stimulation of spontaneous locomotor activity of compound was measured in mice at a dose of 0.1 mmol/kg) ChEMBL. 7086822
Activity (functional) = 243 Stimulation of spontaneous locomotor activity of compound was measured in mice at a dose of 0.2 mmol/kg) ChEMBL. 7086822
Activity (functional) = 31 % Reduction in post-surgical neuropathic pain intensity in cancer patient ChEMBL. 17489572
Activity (functional) = 31 % Reduction in post-surgical neuropathic pain intensity in cancer patient ChEMBL. 17489572
Activity (binding) = 101 % Effect on human MRP2-mediated estradiol-17-beta-glucuronide transport in Sf9 cells inverted membrane vesicles relative to control ChEMBL. 18457386
Activity (binding) = 115.7 % Inhibition of ASM in rat PC12 cells assessed as residual activity at 10 uM ChEMBL. 18027916
Activity (ADMET) = -21.2 nanoampere Induction of human PMAT activity expressed in Xenopus laevis oocytes assessed as induction of inward current at 2.5 mM in NaCl buffer at pH 6 by two-microelectrode voltage-clamp method ChEMBL. 22396231
Activity (ADMET) = -7.26 nanoampere Induction of human PMAT activity expressed in Xenopus laevis oocytes assessed as induction of inward current at 2.5 mM in NaCl buffer at pH 7.5 by two-microelectrode voltage-clamp method ChEMBL. 22396231
Activity (functional) = 18.4 uM TP_TRANSPORTER: inhibition of TEA uptake in OCT1-expressing HeLa cells ChEMBL. 12606755
CC50 (functional) > 100 ug ml-1 Evaluated for cytotoxic activity in MDBK cells ChEMBL. 11454466
CL (ADMET) = 0 ml/min.kg Hepatic clearance in human ChEMBL. 20070106
CL (ADMET) = 4.8 ml/min.kg Total body clearance in human ChEMBL. 19445515
CL (ADMET) = 4.8 ml/min.kg Total clearance in human ChEMBL. 20070106
CL_renal (ADMET) = 4.8 ml/min.kg Renal clearance in human ChEMBL. 19445515
CL_renal (ADMET) = 4.8 ml/min.kg Renal clearance in human ChEMBL. 20070106
CPE50 (functional) = 200 uM Concentration that protects by 50% the cytopathic effect induced by herpes simplex virus - 1. ChEMBL. 2981323
delta logD (ADMET) = -0.9 Delta logD (logD6.5 - logD7.4) ChEMBL. 10891117
EC50 (functional) = 100 ug ml-1 Antiviral activity against A/WSN/33 strain of influenza virus (H1N1 subtype) in MDBK cells using cell protection assay; expressed as 10-100 ppm ChEMBL. 11454466
EC50 (functional) = 1.1 uM Antiviral activity of the compound against influenza A H2N2(A2 japan/305/57) in MDCK cells ChEMBL. 12729645
EC50 (functional) = 1.98 uM Antiviral activity against influenza A/Hong Kong/7/87 (H3N2) in MDCK cells assessed as inhibition of virus-induced cytopathic effect by MTS assay ChEMBL. 17588747
EC50 (functional) > 1333 uM Antiviral activity of the compound against influenza B (Hong kong/5/72) in human epithelial cells ChEMBL. 12729645
ED50 (functional) = 17 mg kg-1 Anticataleptic activity of the compound for reversing the reserpine-induced catalepsy in mice. ChEMBL. 1995908
ED50 (functional) = 17 mg kg-1 Anticataleptic activity of the compound for reversing the reserpine-induced catalepsy in mice. ChEMBL. 1995908
F (ADMET) = 79 % Oral bioavailability in human ChEMBL. 10891117
Fu (ADMET) = 0.33 Unbound fraction (plasma) ChEMBL. 14971904
IC50 (functional) = 15 ug ml-1 Antiviral activity against Influenza A virus (A/WSN/33/London(H1N1)) in MDCK cells after 72 hrs by neutral red dye uptake assy ChEMBL. 17602586
IC50 (functional) = 1.25 uM In vitro antiinfluenza activity against influenza virus A strain ChEMBL.
IC50 (binding) = 16 uM Inhibition of Influenza A virus (A/Udorn/72) wild type matrix protein 2 expressed in xenopus oocytes after 2 mins by two-electrode voltage clamp assay ChEMBL. 21466220
IC50 (binding) = 16 uM Inhibition of wild type Influenza A virus (A/udorn/72(H3N2)) M2 channel expressed in Xenopus oocyte plasma membrane incubated for 2 mins measured over 48 to 72 hrs by two-electrode voltage clamp method ChEMBL. 24941437
IC50 (functional) = 23 uM TP_TRANSPORTER: inhibition of Dopamine uptake (Dopamine: 200 uM) in Xenopus laevis oocytes ChEMBL. 9687576
IC50 (binding) = 37.8 uM Inhibition of human MATE1-mediated ASP+ uptake expressed in HEK293 cells after 1.5 mins by fluorescence assay ChEMBL. 23241029
IC50 (functional) = 76.3 uM TP_TRANSPORTER: inhibition pramipexole uptake in rOCT1-injected oocytes ChEMBL. 15640376
IC50 (binding) = 92 uM Antagonist activity at NMDA receptor in Wistar rat cerebellar granule neurons assessed as inhibition of NMDA-induced intracellular calcium by Fura-2 fluorescence assay ChEMBL. 24974339
IC50 (functional) > 130 uM Antiparasitic activity against Trypanosoma brucei 221 blood stream form at pH 7.4 ChEMBL. 17588747
IC50 (functional) > 130 uM Antiparasitic activity against Trypanosoma brucei 221 blood stream form at pH 7.4 ChEMBL. 17588747
IC50 (functional) > 130 uM Antitrypanosomal activity against Trypanosoma brucei 427 assessed as parasite growth inhibition after 48 hrs ChEMBL. 19251424
IC50 (functional) > 130 uM Trypanocidal activity against Trypanosoma brucei 427 blood stream after 48 hrs by hemocytometer ChEMBL. 18954995
IC50 (functional) > 132 uM Antitrypanosomal activity against Trypanosoma brucei Lister 427 after 2 days by Alamar Blue fluorescence assay ChEMBL. 0
IC50 (functional) = 210 uM TP_TRANSPORTER: inhibition of TEA uptake (in the presence of bicarbonate) (TEA: 20 uM) in OCT2-expressing HEK293 cells ChEMBL. 12438515
IC50 (functional) = 270.9 uM TP_TRANSPORTER: inhibition pramipexole uptake in rOCT2-injected oocytes ChEMBL. 15640376
IC50 (functional) = 280 uM TP_TRANSPORTER: inhibition of TEA uptake (in the absence of bicarbonate) (TEA: 20 uM) in OCT1-expressing HEK293 cells ChEMBL. 12438515
IC50 (functional) = 290 uM TP_TRANSPORTER: inhibition of TEA uptake (in the absence of bicarbonate) (TEA: 20 uM) in OCT2-expressing HEK293 cells ChEMBL. 12438515
IC50 (functional) = 371.3 uM DNDI: Chagas in Vitro, 96 hour ChEMBL. 0
IC50 (functional) = 500 uM TP_TRANSPORTER: inhibition of TEA uptake (in the presence of bicarbonate) (TEA: 20 uM) in OCT1-expressing HEK293 cells ChEMBL. 12438515
IC50 (functional) > 595.03 uM DNDI: Leish (axenic) in Vitro, 72 hour ChEMBL. 0
IC50 (functional) = 660.9 uM Inhibitory concentration against influenza virus A in MDCK cells ChEMBL. 7658442
IC50 (functional) > 660.9 uM Inhibitory concentration against respiratory syncytial virus in HeLa cells ChEMBL. 7658442
IC50 (functional) > 660.9 uM Inhibitory concentration against respiratory syncytial virus in HeLa cells ChEMBL. 7658442
IC50 (functional) > 1321.8 uM Inhibitory concentration against influenza virus B in MDCK cells ChEMBL. 7658442
ID50 (functional) > 9 ng ml-1 Antiviral activity against influenza A virus (NY/83/R6) in Madin Darby canine kidney (MDCK) cell culture ChEMBL. 2362279
ID50 (functional) > 10 ng ml-1 Antiviral activity against influenza B virus (Ann Arbor) in Madin Darby canine kidney (MDCK) cell culture ChEMBL. 2362279
ID50 (functional) = 80 ng ml-1 Antiviral activity against influenza A virus (NY/83/5) in Madin Darby canine kidney (MDCK) cell culture ChEMBL. 2362279
ID50 (functional) = 113 ng ml-1 Antiviral activity against influenza A virus (Mississippi) in Madin Darby canine kidney (MDCK) cell culture ChEMBL. 2362279
ID50 (functional) = 116 ng ml-1 Antiviral activity against influenza A virus (Taiwan) in Madin Darby canine kidney (MDCK) cell culture ChEMBL. 2362279
Inhibition (functional) = 0 % GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 LDH activity, using an LDH reporter assay. Test compounds present at 2uM ChEMBL. 20485427
Inhibition (functional) = 0 % GSK_TCMDC: Inhibition of Plasmodium falciparum Dd2 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM ChEMBL. 20485427
Inhibition (functional) = 4.45 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGT2 that are glucose transport deficient and complemented with the L. Mexicana glucose transporter 2. Activity is measured by by DNA content using SYBR green in vitro ChEMBL.
Inhibition (binding) = 5 % Inhibition of human MATE1-mediated ASP+ uptake expressed in HEK293 cells at 20 uM after 1.5 mins by fluorescence assay ChEMBL. 23241029
Inhibition (functional) = 5.42 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmPfHT that are glucose transport deficient and complemented with the Plasmodium falciparum hexose transporter. Activity is measured by by DNA content using SYBR green in vitro ChEMBL.
Inhibition (functional) = 5.47 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGLUT1 that are glucose transport deficient and complemented with the human glucose transporter GLUT1. Activity is measured by DNA content using SYBR green in vitro ChEMBL.
Inhibition (ADMET) = 10 % Inhibition of human liver OATP1B3 expressed in HEK293 Flp-In cells assessed as reduction in [3H]E17-betaG uptake at 20 uM incubated for 5 mins by scintillation counting ChEMBL. 22541068
Inhibition (ADMET) = 17 % Inhibition of human liver OATP2B1 expressed in HEK293 Flp-In cells assessed as reduction in [3H]E3S uptake at 20 uM incubated for 5 mins by scintillation counting ChEMBL. 22541068
Inhibition (ADMET) = 26.4 % Inhibition of human liver OATP1B1 expressed in HEK293 Flp-In cells assessed as reduction in E17-betaG uptake at 20 uM by scintillation counting ChEMBL. 22541068
Inhibition (functional) = 31 % GSK_TCMDC: Percent inhibition of human HepG2 cell line. Test compounds present at 10uM. ChEMBL. 20485427
Inhibition (binding) = 91 % Inhibition of Influenza A virus (A/Udorn/72) wild type matrix protein 2 expressed in xenopus oocytes at 100 uM after 2 mins by two-electrode voltage clamp assay ChEMBL. 21466220
Inhibition (binding) = 91 % Inhibition of wild type Influenza A virus (A/udorn/72(H3N2)) M2 channel expressed in Xenopus oocyte plasma membrane at 100 uM incubated for 2 mins measured over 48 to 72 hrs by two-electrode voltage clamp method relative to control ChEMBL. 24941437
Inhibition (functional) = 98 % GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM ChEMBL. 20485427
Inhibition frequency index (IFI) (functional) = 1.42 Inhibition Frequency Index (IFI) GSK. 20485427
Ki (binding) = 20.25 nM Binding affinity towards sigma receptor in guinea pig brain membrane was determined by using [3H]-DTG as the radioligand ChEMBL.
Ki (binding) = 20.25 nM Binding affinity towards sigma receptor in guinea pig brain membrane was determined by using [3H]-DTG as the radioligand ChEMBL.
Ki (binding) = 10 uM Displacement of [3H]-(+)-MK-801 from phencyclidine binding site of NMDA receptor in human frontal cortex after 22 hrs by scintillation counting analysis ChEMBL. 26145819
Ki (binding) = 10.5 uM The compound was tested for its ability to block PCP N-methyl-D-aspartate glutamate receptor at the PCP (phencyclidine) binding site in postmortem human frontal cortex. ChEMBL. 9464369
Ki (binding) = 10.5 uM The compound was tested for its ability to block PCP N-methyl-D-aspartate glutamate receptor at the PCP (phencyclidine) binding site in postmortem human frontal cortex. ChEMBL. 9464369
Km (functional) = 27 uM TP_TRANSPORTER: uptake (electrogenesis) in Xenopus laevis oocytes ChEMBL. 9687576
LD50 (ADMET) = 245 mg kg-1 Acute toxicity in ip dosed mouse measured for 24 hrs ChEMBL. 490532
LD50 (ADMET) = 1000 mg kg-1 Acute toxicity of the compound in mice (24 hours). ChEMBL. 1995908
LD50 (ADMET) = 1000 mg kg-1 Acute toxicity of the compound in mice (24 hours). ChEMBL. 1995908
LD50 (ADMET) = 2.1 mmol/Kg Acute toxicity in po dosed albino CFW mouse assessed as mortality measured over 48 hrs ChEMBL. 940116
logD (ADMET) = -1.86 Partition coefficient (logD6.5) ChEMBL. 10891117
logP (ADMET) = 2.44 Partition coefficient (logP) ChEMBL. 7086822
LogP = 2.44 Partition coefficient, log P of the compound ChEMBL. 18027916
MCC (ADMET) > 100 uM Cytotoxicity against MDCK cells assessed as changes in cell morphology ChEMBL. 17588747
MCC50 (functional) > 533.3 uM Minimum cytotoxic concentration required to cause a microscopically detectable alteration of normal cell morphology in madin-Darby canine kidney cells (MDCK) ChEMBL. 11514155
MCC50 (functional) > 1211.8 uM Minimum cytotoxic concentration required to cause a microscopically detectable alteration of MDCK, Madin-Darby canine kidney cell morphology. ChEMBL. 12729645
Mean score (functional) = 1.1 Anti-oxotremorine activity (anticholinergic property) and reduction of salivation in mice at a dose of 100 mg/kg. ChEMBL. 1995908
Mean score (functional) = 1.7 Anti-oxotremorine activity (anticholinergic property) and reduction of tremor in mice at a dose of 100 mg/kg. ChEMBL. 1995908
MIC50 (functional) = 0.5 ug ml-1 Minimum inhibitory concentration against influenza A virus, in MDCK cells from dog kidney ChEMBL. 7473574
MIC50 (functional) = 0.8 ug ml-1 Antiviral activity against influenza A,H2N2 virus infected MDCK cell lines. ChEMBL. 8765514
MIC50 (functional) = 48 ug ml-1 Antiviral activity tested against influenza A,H1N1 virus infected MDCK cell lines. ChEMBL. 8765514
MIC50 (functional) = 100 ug ml-1 Tested for minimum inhibitory concentration required to reduce virus-induced cytopathicity by 50% on MDCK cell line infected with influenza A virus ChEMBL. 8071937
MIC50 (functional) > 100 ug ml-1 Tested for minimum inhibitory concentration required to reduce virus-induced cytopathicity by 50% on HeLa cell line infected with RSV virus ChEMBL. 8071937
MIC50 (functional) > 100 ug ml-1 Tested for minimum inhibitory concentration required to cause a microscopically detectable alteration of normal cell morphology by 50% on MDCK cell line ChEMBL. 8071937
MIC50 (functional) = 100 ug ml-1 Tested for minimum inhibitory concentration required to cause a microscopically detectable alteration of normal cell morphology by 50% on HeLa cell line ChEMBL. 8071937
MIC50 (functional) > 100 ug ml-1 Tested for minimum inhibitory concentration required to reduce virus-induced cytopathicity by 50% on HeLa cell line infected with RSV virus ChEMBL. 8071937
MIC50 (functional) = 100 ug ml-1 Tested for minimum inhibitory concentration required to cause a microscopically detectable alteration of normal cell morphology by 50% on HeLa cell line ChEMBL. 8071937
MIC50 (functional) > 200 ug ml-1 Tested for minimum inhibitory concentration required to reduce virus-induced cytopathicity by 50% on MDCK cell line infected with influenza B virus ChEMBL. 8071937
MIC50 (functional) > 250 ug ml-1 Antiviral activity of compound was tested against morphology virus infec+ted MDCK cell lines. ChEMBL. 8765514
MIC50 (functional) = 2.6 uM Minimum inhibitory concentration required to reduce influenza A H2N2 virus induced cytopathogenicity by 50% in madin-Darby canine kidney cells (MDCK) ChEMBL. 11514155
MIC50 (functional) = 12.8 uM Minimum inhibitory concentration required to reduce influenza A H3N2 (X31) virus induced cytopathogenicity by 50% in madin-Darby canine kidney cells (MDCK) ChEMBL. 11514155
MIC50 (functional) = 28.3 uM Anti-influenza virus activity was evaluated in Madin-Darby canine kidney (MDCK) cells against influenza A H2N2 strain (A2 Japan/305/57) ChEMBL. 10617092
MTC (ADMET) > 660.9 uM Minimum toxic concentration required to cause a microscopically detectable alteration of normal MDCK cell morphology ChEMBL. 7658442
MTC (ADMET) = 660.9 uM Minimum toxic concentration required to cause a microscopically detectable alteration of normal HeLa cell morphology ChEMBL. 7658442
MTC (ADMET) = 660.9 uM Minimum toxic concentration required to cause a microscopically detectable alteration of normal HeLa cell morphology ChEMBL. 7658442
MTC50 (ADMET) = 300 ug ml-1 Minimum toxic concentration against influenza A virus, in MDCK cells from dog kidney ChEMBL. 7473574
MTC50 (functional) = 1333 uM Concentration required to reduce the viability of MDCK cells ChEMBL. 10617092
Net turns/min (functional) = 1.1 Modification of circling behavior in mice with unilateral striatal lesions produced by 6-hydroxydopamine injection was measured at a dose of 0.2 mmol/kg ChEMBL. 7086822
Papp (ADMET) = 157 nm/s Apparent permeability (Papp) from basolateral to apical side determined in MDR1-MDCKII cells ChEMBL. 11602674
Papp (ADMET) = 186 nm/s Apparent permeability (Papp) from apical to basolateral side determined in MDR1-MDCKII cells ChEMBL. 11602674
Percent growth inhibition (functional) = -7 % Percent inhibition of P. falciparum lactate dehydrogenase activity (at 2 uM) GSK. 20485427
Percent growth inhibition (functional) = -1 % Percent inhibition of P. falciparum Dd2 growth (at 2 uM) GSK. 20485427
Percent growth inhibition (functional) = 31 % Percent inhibition of HepG2 growth (at 10 uM) GSK. 20485427
Percent growth inhibition (functional) = 98 % Percent inhibition of P. falciparum 3D7 growth (at 2 uM) GSK. 20485427
pKa = 10.55 Dissociation constant, pKa of the compound ChEMBL. 18027916
pKa = 10.63 pKa value of compound was calculated by the method of clarke ChEMBL. 7086822
pKa = 10.68 Ionization constant (pKa) ChEMBL. 14971904
pKa = 10.8 Ionization constant (pKa) ChEMBL. 10891117
Potency (functional) 0.0053 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771] ChEMBL.
Potency (functional) 0.1889 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504404] ChEMBL.
Potency (functional) 0.8429 uM PUBCHEM_BIOASSAY: Inhibitors of Regulator of G Protein Signaling (RGS) 4: qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504856] ChEMBL.
Potency (functional) = 2.8184 um PUBCHEM_BIOASSAY: qHTS Assay for Identification of Small Molecule Agonists for NFkB Signaling Pathway. (Class of assay: confirmatory) [Related pubchem assays: 895 ] ChEMBL.
Potency (functional) = 2.8184 um PUBCHEM_BIOASSAY: qHTS Assay for Identification of Small Molecule Antagonists for NFkB Signaling Pathway. (Class of assay: confirmatory) ChEMBL.
Potency (functional) 3.0131 uM PUBCHEM_BIOASSAY: qHTS Validation Assay to Find Inhibitors of T. brucei phosphofructokinase. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488768, AID492961] ChEMBL.
Potency (functional) = 6.3096 um PUBCHEM_BIOASSAY: qHTS Assay for Agonists of the Thyroid Stimulating Hormone Receptor. (Class of assay: confirmatory) ChEMBL.
Potency (functional) = 6.3096 um PUBCHEM_BIOASSAY: qHTS Assay for Agonists of the Thyroid Stimulating Hormone Receptor: Activators of Intracellular cAMP Concentrations in Parental HEK 293. (Class of assay: confirmatory) ChEMBL.
Potency (functional) 12.5893 uM PUBCHEM_BIOASSAY: qHTS Assay for Substrates of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771] ChEMBL.
Potency (functional) 13.3322 uM PubChem BioAssay: Tox21. qHTS assay for small molecule activators of the heat shock response signaling pathway. (Class of assay: confirmatory) ChEMBL.
Potency (functional) = 15.8489 um PUBCHEM_BIOASSAY: qHTS Assay for Modulators of Lamin A Splicing. (Class of assay: confirmatory) ChEMBL.
Potency (functional) 16.1366 uM PUBCHEM_BIOASSAY: S16 Schwann cell PMP22 intronic element firefly luciferase assay. (Class of assay: confirmatory) ChEMBL.
Potency (functional) 16.9441 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. 0
Potency (functional) 26.8325 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule antagonists of the androgen receptor (AR) signaling pathway. (Class of assay: confirmatory) ChEMBL.
Potency (functional) = 28.1838 um PUBCHEM_BIOASSAY: Counterscreen for Glucocerebrosidase Inhibitors: qHTS Assay for Rice alpha-Glucosidase at pH 5.0. (Class of assay: confirmatory) [Related pubchem assays: 348, 360 ] ChEMBL.
Potency (functional) 29.0929 uM PUBCHEM_BIOASSAY: Nrf2 qHTS screen for inhibitors: Validation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493163, AID504444, AID504648] ChEMBL.
Potency (functional) 39.8107 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of GCN5L2. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504398] ChEMBL.
Potency (functional) = 100 um PUBCHEM_BIOASSAY: Parental Cell Counter Screen for Stat Signaling Pathway Assay. (Class of assay: confirmatory) [Related pubchem assays: 446 ] ChEMBL.
Ratio (functional) > 51 Selectivity index, ratio of EC50 for influenza A/Hong Kong/7/87 (H3N2) to MCC for MDCK cells ChEMBL. 17588747
Selectivity index (functional) = 600 Ratio of MIC50 to MTC50 against influenza A ChEMBL. 7473574
SI (functional) > 1211.8 Selectivity ratio of MCC50 to that of EC50 of influenza A H2N2(A2 japan/305/57) ChEMBL. 12729645
Tox50 (ADMET) = 500 uM Concentration of the compound that induces 50% cell toxicity was determined using monolayers of uninfected HeLa cells ChEMBL. 2981323
Tox50 (ADMET) = 500 uM Concentration of the compound that induces 50% cell toxicity was determined using monolayers of uninfected HeLa cells ChEMBL. 2981323
Vdss (ADMET) = 6.6 l kg-1 Observed volume of distribution ChEMBL. 14971904
Vdss (ADMET) = 6.6 L/Kg Volume of distribution at steady state in human ChEMBL. 20070106
XC50 (functional) = 6.78 XC50 determination of P. falciparum 3D7 growth GSK. 20485427
XC50 (functional) = 0.16446 uM GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 in whole erythrocytes, using parasite LDH activity as an index of growth. ChEMBL. 20485427

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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.
 
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External resources for this compound

Bibliographic References

44 papers were collected for this compound. See papers  

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