Detailed information for compound 155704

Basic information

Technical information
  • TDR Targets ID: 155704
  • Name: N,1-bis[(3-carbamimidoylphenyl)methyl]-4-hydr oxyindole-2-carboxamide
  • MW: 440.497 | Formula: C25H24N6O2
  • H donors: 4 H acceptors: 2 LogP: 2.28 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: NC(=N)c1cccc(c1)CNC(=O)c1cc2c(n1Cc1cccc(c1)C(=N)N)cccc2O
  • InChi: 1S/C25H24N6O2/c26-23(27)17-6-1-4-15(10-17)13-30-25(33)21-12-19-20(8-3-9-22(19)32)31(21)14-16-5-2-7-18(11-16)24(28)29/h1-12,32H,13-14H2,(H3,26,27)(H3,28,29)(H,30,33)
  • InChiKey: MTIISILSXHNZMT-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N,1-bis[(3-carbamimidoylphenyl)methyl]-4-hydroxy-indole-2-carboxamide
  • N,1-bis[(3-carbamimidoylphenyl)methyl]-4-hydroxy-2-indolecarboxamide
  • N,1-bis(3-amidinobenzyl)-4-hydroxy-indole-2-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens coagulation factor II (thrombin) Starlite/ChEMBL References
Homo sapiens coagulation factor X 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus inositol monophosphatase 1 0.0036 0.0293 0.1021
Loa Loa (eye worm) latrophilin receptor protein 2 0.0162 0.2869 0.2869
Schistosoma mansoni glutamate receptor NMDA 0.0033 0.0241 0.036
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.0154 0.0229
Leishmania major iron superoxide dismutase, putative 0.0066 0.0905 1
Brugia malayi Glutamate receptor 2 precursor 0.0033 0.0241 0.0241
Onchocerca volvulus Superoxide dismutase [Mn], mitochondrial homolog 0.0045 0.0481 0.0874
Trypanosoma brucei iron superoxide dismutase A, mitochondrial 0.0066 0.0905 1
Mycobacterium tuberculosis Probable glutamine-binding lipoprotein GlnH (GLNBP) 0.0085 0.1294 1
Plasmodium vivax superoxide dismutase [Fe], putative 0.0037 0.0326 0.0841
Loa Loa (eye worm) hypothetical protein 0.0292 0.5501 0.5501
Brugia malayi Pre-SET motif family protein 0.0201 0.3653 0.3653
Leishmania major iron superoxide dismutase 0.0066 0.0905 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0513 1 1
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0033 0.0241 0.084
Plasmodium falciparum superoxide dismutase [Fe] 0.0037 0.0326 0.0841
Schistosoma mansoni glutamate receptor AMPA 0.0033 0.0241 0.036
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0029 0.0154 0.0536
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0513 1 1
Trypanosoma cruzi superoxide dismutase, putative 0.0037 0.0326 0.3604
Echinococcus multilocularis glutamate receptor ionotropic kainate 0.0033 0.0241 0.084
Trypanosoma brucei inositol-1(or 4)-monophosphatase 1, putative 0.0036 0.0293 0.27
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0162 0.2869 0.2869
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0029 0.0154 0.0396
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0036 0.0293 0.3234
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0029 0.0154 0.0536
Echinococcus granulosus glutamate receptor 2 0.005 0.0586 0.2043
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0028 0.0132 0.0461
Brugia malayi Latrophilin receptor protein 2 0.0162 0.2869 0.2869
Echinococcus multilocularis inositol monophosphatase 1 0.0036 0.0293 0.1021
Trypanosoma brucei iron superoxide dismutase C, mitochondrial 0.0037 0.0326 0.31
Onchocerca volvulus Superoxide dismutase [Mn], mitochondrial homolog 0.0066 0.0905 0.1646
Loa Loa (eye worm) hypothetical protein 0.0513 1 1
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0162 0.2869 1
Schistosoma mansoni hypothetical protein 0.0162 0.2869 0.4282
Echinococcus granulosus manganese superoxide dismutase 0.0066 0.0905 0.3156
Brugia malayi hypothetical protein 0.0025 0.0066 0.0066
Schistosoma mansoni inositol monophosphatase 0.0036 0.0293 0.0437
Toxoplasma gondii thioredoxin domain-containing protein 0.0212 0.3881 1
Plasmodium vivax ataxin-2 like protein, putative 0.0025 0.0066 0.017
Echinococcus multilocularis manganese superoxide dismutase 0.0066 0.0905 0.3156
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0162 0.2869 1
Brugia malayi Superoxide dismutase, mitochondrial precursor, putative 0.0066 0.0905 0.0905
Trichomonas vaginalis set domain proteins, putative 0.0229 0.4218 1
Loa Loa (eye worm) glutamate receptor 1 0.0033 0.0241 0.0241
Trichomonas vaginalis superoxide dismutase [fe], putative 0.0066 0.0905 0.1561
Mycobacterium leprae Probable superoxide dismutase SodA 0.0066 0.0905 1
Trypanosoma brucei iron superoxide dismutase 0.0066 0.0905 1
Echinococcus multilocularis Ribosomal protein S1, RNA binding domain 0.0033 0.0241 0.084
Trypanosoma brucei superoxide dismutase, putative 0.0037 0.0326 0.31
Echinococcus multilocularis nmda type glutamate receptor 0.0118 0.1967 0.6857
Schistosoma mansoni glutamate receptor kainate 0.0033 0.0241 0.036
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.005 0.0586 0.2043
Schistosoma mansoni glutamate receptor AMPA 0.0033 0.0241 0.036
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.005 0.0586 0.2043
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.0154 0.0229
Toxoplasma gondii LsmAD domain-containing protein 0.0025 0.0066 0.017
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0162 0.2869 1
Mycobacterium tuberculosis Superoxide dismutase [FE] SodA 0.0066 0.0905 0.6395
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.005 0.0586 0.2043
Leishmania major superoxide dismutase, putative 0.0037 0.0326 0.3604
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0118 0.1967 0.6857
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.005 0.0586 0.2043
Brugia malayi Pre-SET motif family protein 0.0029 0.0154 0.0154
Trypanosoma brucei iron superoxide dismutase 0.0066 0.0905 1
Treponema pallidum amino acid ABC transporter, periplasmic binding protein 0.0085 0.1294 0.5
Echinococcus multilocularis glutamate receptor 2 0.0033 0.0241 0.084
Schistosoma mansoni hypothetical protein 0.0033 0.0241 0.036
Trichomonas vaginalis superoxide dismutase [fe], putative 0.0066 0.0905 0.1561
Toxoplasma gondii superoxide dismutase SOD3 0.0066 0.0905 0.2333
Echinococcus multilocularis glutamate receptor 2 0.005 0.0586 0.2043
Plasmodium vivax thioredoxin 3, putative 0.0212 0.3881 1
Echinococcus multilocularis glutamate receptor subunit protein glur 0.0033 0.0241 0.084
Brugia malayi latrophilin 2 splice variant baaae 0.0351 0.6699 0.6699
Leishmania major superoxide dismutase, putative 0.0037 0.0326 0.3604
Schistosoma mansoni superoxide dismutase [mn] 0.0066 0.0905 0.1351
Chlamydia trachomatis arginine ABC transporter substrate-binding protein ArtJ 0.0085 0.1294 1
Echinococcus granulosus glutamate receptor ionotropic kainate 0.0033 0.0241 0.084
Schistosoma mansoni glutamate receptor kainate 0.0033 0.0241 0.036
Plasmodium vivax SET domain protein, putative 0.0029 0.0154 0.0396
Plasmodium vivax superoxide dismutase [Fe], putative 0.0066 0.0905 0.2333
Echinococcus multilocularis NMDA receptor 0.0033 0.0241 0.084
Trypanosoma cruzi superoxide dismutase, putative 0.0037 0.0326 0.3604
Echinococcus granulosus histone lysine methyltransferase setb 0.0029 0.0154 0.0536
Trypanosoma cruzi iron superoxide dismutase, putative 0.0045 0.0481 0.5309
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.0154 0.0229
Loa Loa (eye worm) hypothetical protein 0.0351 0.6699 0.6699
Schistosoma mansoni inositol monophosphatase 0.0036 0.0293 0.0437
Trypanosoma cruzi iron superoxide dismutase, putative 0.0066 0.0905 1
Echinococcus multilocularis GPCR, family 2 0.0162 0.2869 1
Schistosoma mansoni glutamate receptor kainate 0.0033 0.0241 0.036
Trypanosoma cruzi superoxide dismutase, putative 0.0037 0.0326 0.3604
Onchocerca volvulus 0.0292 0.5501 1
Entamoeba histolytica iron-containing superoxide dismutase 0.0066 0.0905 1
Trichomonas vaginalis superoxide dismutase, putative 0.0066 0.0905 0.1561
Echinococcus granulosus GPCR family 2 0.0162 0.2869 1
Wolbachia endosymbiont of Brugia malayi superoxide dismutase, SodA 0.0066 0.0905 1
Echinococcus granulosus glutamate receptor ionotropic kainate 3 0.0033 0.0241 0.084
Schistosoma mansoni hypothetical protein 0.0162 0.2869 0.4282
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0066 0.017
Mycobacterium ulcerans glutamine-binding lipoprotein GlnH 0.0085 0.1294 1
Echinococcus granulosus glutamate receptor subunit protein glur 0.0033 0.0241 0.084
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0201 0.3653 0.3653
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.005 0.0586 0.2043
Plasmodium falciparum superoxide dismutase [Fe] 0.0066 0.0905 0.2333
Onchocerca volvulus 0.0029 0.0154 0.0279
Schistosoma mansoni glutamate receptor NMDA 0.005 0.0586 0.0875
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0036 0.0293 0.3234
Loa Loa (eye worm) hypothetical protein 0.0162 0.2869 0.2869
Trichomonas vaginalis superoxide dismutase, putative 0.0066 0.0905 0.1561
Loa Loa (eye worm) hypothetical protein 0.0066 0.0905 0.0905
Trichomonas vaginalis superoxide dismutase [fe], putative 0.0066 0.0905 0.1561
Onchocerca volvulus Superoxide dismutase [Mn], mitochondrial homolog 0.0066 0.0905 0.1646
Leishmania major iron superoxide dismutase, putative 0.0066 0.0905 1
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0066 0.017
Onchocerca volvulus 0.0229 0.4218 0.7668
Leishmania major hypothetical protein, conserved 0.0025 0.0066 0.073
Treponema pallidum amino acid ABC transporter, periplasmic binding protein (hisJ) 0.0085 0.1294 0.5
Schistosoma mansoni ATP-binding cassette transporter 0.0033 0.0241 0.036
Leishmania major myo-inositol-1(or 4)-monophosphatase 1, putative 0.0036 0.0293 0.3234
Loa Loa (eye worm) glutamate receptor 2 0.0033 0.0241 0.0241
Schistosoma mansoni hypothetical protein 0.0162 0.2869 0.4282
Echinococcus granulosus nmda type glutamate receptor 0.0118 0.1967 0.6857
Trypanosoma cruzi iron superoxide dismutase A, mitochondrial 0.0066 0.0905 1
Trypanosoma cruzi iron superoxide dismutase, putative 0.0066 0.0905 1
Chlamydia trachomatis glutamine binding protein 0.0085 0.1294 1
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0066 0.073
Brugia malayi hypothetical protein 0.0292 0.5501 0.5501
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.005 0.0586 0.2043
Mycobacterium ulcerans superoxide dismutase [Fe] SodA 0.0066 0.0905 0.6121
Schistosoma mansoni hypothetical protein 0.0351 0.6699 1
Plasmodium falciparum thioredoxin 3 0.0212 0.3881 1
Loa Loa (eye worm) hypothetical protein 0.0029 0.0154 0.0154
Loa Loa (eye worm) hypothetical protein 0.0025 0.0066 0.0066
Trichomonas vaginalis iron superoxide dismutase A, putative 0.0066 0.0905 0.1561
Echinococcus granulosus glutamate NMDA receptor subunit 0.0033 0.0241 0.084
Trypanosoma cruzi iron superoxide dismutase A, mitochondrial 0.0066 0.0905 1
Toxoplasma gondii inositol(myo)-1(or 4)-monophosphatase 2, putative 0.0036 0.0293 0.0754
Trypanosoma cruzi iron superoxide dismutase, putative 0.0066 0.0905 1
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0162 0.2869 1
Brugia malayi Inositol-1 0.0036 0.0293 0.0293
Toxoplasma gondii superoxide dismutase SOD2 0.0066 0.0905 0.2333
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0066 0.073
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.005 0.0586 0.2043
Schistosoma mansoni hypothetical protein 0.0162 0.2869 0.4282
Brugia malayi Glutamate receptor 1 precursor 0.0033 0.0241 0.0241
Loa Loa (eye worm) inositol-1 0.0036 0.0293 0.0293
Trypanosoma cruzi superoxide dismutase, putative 0.0037 0.0326 0.3604
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0029 0.0154 0.0229
Echinococcus granulosus Ribosomal protein S1 RNA binding domain 0.0033 0.0241 0.084
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.005 0.0586 0.2043
Trichomonas vaginalis superoxide dismutase [mn], putative 0.0066 0.0905 0.1561
Toxoplasma gondii superoxide dismutase 0.0066 0.0905 0.2333

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 9 nM Inhibition of Coagulation factor Xa ChEMBL. 12061878
Ki (binding) = 9 nM Inhibition of Coagulation factor Xa ChEMBL. 12061878
Ki (binding) = 3600 nM Inhibitory activity of the compound against human thrombin ChEMBL. 12061878
Ki (binding) = 3600 nM Inhibitory activity of the compound against human thrombin ChEMBL. 12061878

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.

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