Detailed information for compound 152750

Basic information

Technical information
  • TDR Targets ID: 152750
  • Name: 1-[(3-carbamimidoylphenyl)methyl]-N-[(3,4-dim ethoxyphenyl)methyl]-4-hydroxyindole-2-carbox amide
  • MW: 458.509 | Formula: C26H26N4O4
  • H donors: 3 H acceptors: 2 LogP: 3.25 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(CNC(=O)c2cc3c(n2Cc2cccc(c2)C(=N)N)cccc3O)ccc1OC
  • InChi: 1S/C26H26N4O4/c1-33-23-10-9-16(12-24(23)34-2)14-29-26(32)21-13-19-20(7-4-8-22(19)31)30(21)15-17-5-3-6-18(11-17)25(27)28/h3-13,31H,14-15H2,1-2H3,(H3,27,28)(H,29,32)
  • InChiKey: BYJOJJLFQJBUAV-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

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

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
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
Loa Loa (eye worm) flap endonuclease-1 0.0031 0.0005 0.0021
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0069 0.0055
Onchocerca volvulus 0.0181 0.0237 0.594
Trypanosoma brucei trypanothione reductase 0.0057 0.0044 0.1696
Onchocerca volvulus 0.0095 0.0103 0.2519
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0129 0.0156 0.0132
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0036 0.0012 0.0335
Trypanosoma cruzi trypanothione reductase, putative 0.0057 0.0044 0.1696
Loa Loa (eye worm) dihydrofolate reductase 0.0053 0.0038 0.0995
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0037 0.0014 0.0408
Echinococcus granulosus thioredoxin glutathione reductase 0.0057 0.0044 0.1724
Loa Loa (eye worm) hypothetical protein 0.0036 0.0012 0.023
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0053 0.0038 0.0014
Mycobacterium ulcerans glycosyltransferase 0.0043 0.0024 0.001
Mycobacterium tuberculosis Hypothetical protein 0.0061 0.0051 0.0028
Brugia malayi Pre-SET motif family protein 0.0249 0.0343 1
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0053 0.0038 0.0024
Loa Loa (eye worm) glutathione reductase 0.0057 0.0044 0.1185
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0036 0.0012 0.0335
Plasmodium vivax SET domain protein, putative 0.0036 0.0012 0.0334
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0037 0.0014 0.0408
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0061 0.0051 0.2002
Loa Loa (eye worm) thioredoxin reductase 0.0057 0.0044 0.1185
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0181 0.0237 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0036 0.0012 0.0495
Loa Loa (eye worm) hypothetical protein 0.0095 0.0103 0.2916
Brugia malayi glutathione reductase 0.0057 0.0044 0.1185
Trichomonas vaginalis conserved hypothetical protein 0.0061 0.0051 0.1189
Loa Loa (eye worm) serotonin transporter b 0.0181 0.0237 0.6876
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0069 0.0055
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0057 0.0044 0.002
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0181 0.0237 1
Toxoplasma gondii cysteine-tRNA synthetase (CysRS) 0.0095 0.0103 0.4236
Echinococcus granulosus thymidylate synthase 0.0129 0.0156 0.6519
Loa Loa (eye worm) cysteinyl tRNA synthetase 1 0.0095 0.0103 0.2916
Echinococcus granulosus serotonin transporter 0.0181 0.0237 1
Chlamydia trachomatis UDP-N-acetylglucosamine--N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol N-acetylglucosamine transferase 0.0205 0.0274 0.5679
Onchocerca volvulus 0.0036 0.0012 0.0199
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0037 0.0014 0.0408
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0129 0.0157 0.0133
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0037 0.0014 0.0968
Mycobacterium ulcerans thymidylate synthase 0.0129 0.0156 0.0142
Loa Loa (eye worm) hypothetical protein 0.0181 0.0237 0.6876
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0073 0.0069 0.0045
Echinococcus multilocularis serotonin transporter 0.0181 0.0237 1
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0031 0.0004 0.0166
Brugia malayi thymidylate synthase 0.0129 0.0156 0.4483
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0037 0.0014 0.0597
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0037 0.0014 0.0302
Trypanosoma brucei cysteinyl-tRNA synthetase, putative 0.0095 0.0103 0.4218
Schistosoma mansoni sodium-dependent amino acid transporter 0.0031 0.0004 0.0166
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0181 0.0237 1
Loa Loa (eye worm) hypothetical protein 0.0181 0.0237 0.6876
Echinococcus granulosus leucyl tRNA synthetase 0.0095 0.0103 0.4241
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0037 0.0014 0.0597
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0037 0.0014 0.0408
Mycobacterium tuberculosis Probable UPD-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol-N-acetylglucosamine transferase MurG 0.015 0.0189 0.0166
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0129 0.0157 0.0133
Chlamydia trachomatis dihydrofolate reductase 0.0053 0.0038 0.0708
Giardia lamblia Cysteinyl-tRNA synthetase 0.0095 0.0103 1
Echinococcus granulosus cysteinyl tRNA synthetase 0.0095 0.0103 0.4241
Plasmodium vivax flap endonuclease 1, putative 0.0031 0.0005 0.0031
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0031 0.0004 0.0166
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0036 0.0012 0.0495
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0069 0.2914
Plasmodium vivax cysteine--tRNA ligase, putative 0.0095 0.0103 0.4236
Onchocerca volvulus 0.0284 0.0396 1
Plasmodium falciparum thioredoxin reductase 0.0057 0.0044 0.1722
Onchocerca volvulus 0.0037 0.0014 0.0261
Mycobacterium leprae Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0889 0.1335 0.1314
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0036 0.0012 0.0495
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0129 0.0156 0.6577
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine:LPS N-acetylglucosamine transferase 0.0205 0.0274 0.1394
Schistosoma mansoni dihydrofolate reductase 0.0053 0.0038 0.1589
Plasmodium falciparum flap endonuclease 1 0.0031 0.0005 0.0031
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0037 0.0014 0.0439
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0181 0.0237 0.6876
Mycobacterium tuberculosis Probable oxidoreductase 0.0144 0.0179 0.0156
Loa Loa (eye worm) hypothetical protein 0.0037 0.0014 0.0302
Leishmania major cysteinyl-tRNA synthetase, putative 0.0095 0.0103 0.4218
Entamoeba histolytica cysteinyl-tRNA synthetase, putative 0.0095 0.0103 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0144 0.0179 0.0156
Loa Loa (eye worm) solute carrier family 6 member 4 0.0181 0.0237 0.6876
Echinococcus multilocularis thioredoxin glutathione reductase 0.0057 0.0044 0.1724
Schistosoma mansoni sodium/chloride dependent transporter 0.0181 0.0237 1
Trichomonas vaginalis set domain proteins, putative 0.0284 0.0396 1
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0031 0.0004 0.0166
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0037 0.0014 0.0439
Schistosoma mansoni sodium/chloride dependent transporter 0.0031 0.0004 0.0166
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0073 0.0069 0.2769
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0031 0.0004 0.0166
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0037 0.0014 0.0438
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0031 0.0004 0.0166
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0037 0.0014 0.0438
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0181 0.0237 1
Brugia malayi Thioredoxin reductase 0.0057 0.0044 0.1185
Onchocerca volvulus 0.0129 0.0156 0.3873
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0095 0.0103 0.4336
Echinococcus multilocularis dihydrofolate reductase 0.0053 0.0038 0.1447
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0249 0.0343 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0181 0.0237 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0053 0.0038 0.0014
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0095 0.0103 0.4218
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0129 0.0157 0.0133
Treponema pallidum sodium- and chloride- dependent transporter 0.0181 0.0237 0.3555
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0073 0.0069 0.2795
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0338 0.048 1
Mycobacterium tuberculosis Probable dehydrogenase 0.0129 0.0157 0.0133
Toxoplasma gondii thioredoxin reductase 0.0057 0.0044 0.1722
Trichomonas vaginalis glucosaminephosphotransferase, putative 0.0037 0.0014 0.0243
Toxoplasma gondii flap structure-specific endonuclease 1, putative 0.0031 0.0005 0.0031
Trichomonas vaginalis cysteinyl-tRNA synthetase, putative 0.0095 0.0103 0.2505
Echinococcus multilocularis cysteinyl tRNA synthetase 0.0095 0.0103 0.4241
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.6481 1 1
Toxoplasma gondii aldehyde dehydrogenase 0.0073 0.0069 0.2792
Mycobacterium tuberculosis Probable reductase 0.0129 0.0157 0.0133
Echinococcus granulosus dihydrofolate reductase 0.0053 0.0038 0.1447
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0031 0.0004 0.0166
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0129 0.0157 0.0133
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0095 0.0103 0.4336
Loa Loa (eye worm) hypothetical protein 0.0181 0.0237 0.6876
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0889 0.1335 0.1322
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.0095 0.0103 0.0089
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0338 0.048 1
Plasmodium vivax thioredoxin reductase, putative 0.0057 0.0044 0.1722
Echinococcus granulosus histone lysine methyltransferase setb 0.0036 0.0012 0.0335
Echinococcus multilocularis thymidylate synthase 0.0129 0.0156 0.6519
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0031 0.0004 0.0166
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0889 0.1335 0.1314
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.0037 0.0014 0.0968
Treponema pallidum undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase 0.0205 0.0274 0.4548
Brugia malayi dihydrofolate reductase family protein 0.0053 0.0038 0.0995
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0069 0.2914
Plasmodium falciparum cysteine--tRNA ligase 0.0095 0.0103 0.4236
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0036 0.0012 0.0334
Brugia malayi Flap endonuclease-1 0.0031 0.0005 0.0021
Plasmodium falciparum glutathione reductase 0.0057 0.0044 0.1722
Schistosoma mansoni sodium/chloride dependent transporter 0.0031 0.0004 0.0166
Echinococcus granulosus flap endonuclease 1 0.0031 0.0005 0.0031
Leishmania major trypanothione reductase 0.0057 0.0044 0.1696
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0036 0.0012 0.0495
Brugia malayi Dihydrofolate reductase 0.0053 0.0038 0.0995
Brugia malayi hypothetical protein 0.0061 0.0051 0.1396
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0073 0.0069 0.2795
Chlamydia trachomatis cysteine--tRNA ligase 0.0095 0.0103 0.2075
Mycobacterium tuberculosis Cysteine:1D-myo-inosityl 2-amino-2-deoxy--D-glucopyranoside ligase MshC 0.6481 1 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0129 0.0156 0.0132
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0144 0.0179 0.0156
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0037 0.0014 0.0438
Plasmodium falciparum cysteine--tRNA ligase 0.0095 0.0103 0.4236
Brugia malayi cysteinyl tRNA synthetase protein 1 0.0095 0.0103 0.2916
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0069 0.0055
Echinococcus multilocularis flap endonuclease 1 0.0031 0.0005 0.0031
Loa Loa (eye worm) norepinephrine transporter 0.0181 0.0237 0.6876
Loa Loa (eye worm) thymidylate synthase 0.0129 0.0156 0.4483
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0095 0.0103 0.4218
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0181 0.0237 1
Mycobacterium ulcerans undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase 0.0205 0.0274 0.0261
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0034 0.001 0.0247
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0181 0.0237 1
Brugia malayi Pre-SET motif family protein 0.0036 0.0012 0.023
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0889 0.1335 1
Plasmodium vivax glutathione reductase, putative 0.0057 0.0044 0.1722
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0129 0.0157 0.0133
Mycobacterium leprae ProbableUPD-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide)pyrophosphoryl-undecaprenol-N-acetylglucosamine transferase MurG 0.015 0.0189 0.0166
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0144 0.0179 0.0156
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0031 0.0004 0.0166

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 17350 nM Inhibition of Coagulation factor Xa ChEMBL. 12061878
Ki (binding) = 17350 nM Inhibition of Coagulation factor Xa 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.

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