Detailed information for compound 426729

Basic information

Technical information
  • TDR Targets ID: 426729
  • Name: (3S,12aS)-3-(4-hydroxybenzyl)-2,3,6,7,12,12a- hexahydropyrazino[1,2-b]$b-carboline-1,4-quin one
  • MW: 361.394 | Formula: C21H19N3O3
  • H donors: 3 H acceptors: 3 LogP: 2.23 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1ccc(cc1)C[C@@H]1NC(=O)[C@H]2N(C1=O)Cc1c(C2)c2c([nH]1)cccc2
  • InChi: 1S/C21H19N3O3/c25-13-7-5-12(6-8-13)9-17-21(27)24-11-18-15(10-19(24)20(26)23-17)14-3-1-2-4-16(14)22-18/h1-8,17,19,22,25H,9-11H2,(H,23,26)/t17-,19-/m0/s1
  • InChiKey: NVQWFOPDXFZWHI-HKUYNNGSSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

No curated genes were found associated with this compound

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
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0165 0.0232 1
Schistosoma mansoni aldehyde dehydrogenase 0.0066 0.0064 0.2545
Onchocerca volvulus 0.0086 0.0098 0.2371
Loa Loa (eye worm) thioredoxin reductase 0.0052 0.0039 0.1167
Echinococcus granulosus histone lysine methyltransferase setb 0.0033 0.0007 0.0305
Loa Loa (eye worm) glutathione reductase 0.0052 0.0039 0.1167
Echinococcus granulosus thymidylate synthase 0.0118 0.0151 0.6508
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0009 0.0408
Loa Loa (eye worm) dihydrofolate reductase 0.0048 0.0033 0.0976
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0048 0.0033 0.0014
Echinococcus granulosus thioredoxin glutathione reductase 0.0052 0.0039 0.1698
Trichomonas vaginalis conserved hypothetical protein 0.0056 0.0047 0.1189
Trichomonas vaginalis glucosaminephosphotransferase, putative 0.0034 0.0009 0.0243
Brugia malayi Pre-SET motif family protein 0.0228 0.0338 1
Brugia malayi Thioredoxin reductase 0.0052 0.0039 0.1167
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0048 0.0033 0.0024
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0033 0.0007 0.0305
Echinococcus multilocularis thioredoxin glutathione reductase 0.0052 0.0039 0.1698
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0165 0.0232 1
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0031 0.0005 0.0217
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0034 0.0009 0.0408
Brugia malayi hypothetical protein 0.0056 0.0047 0.1377
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0165 0.0232 1
Toxoplasma gondii cysteine-tRNA synthetase (CysRS) 0.0086 0.0098 0.4223
Mycobacterium tuberculosis Hypothetical protein 0.0056 0.0047 0.0028
Trypanosoma cruzi trypanothione reductase, putative 0.0052 0.0039 0.1696
Trypanosoma brucei trypanothione reductase 0.0052 0.0039 0.1696
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0066 0.0064 0.2772
Loa Loa (eye worm) hypothetical protein 0.0165 0.0232 0.687
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0118 0.0152 0.0133
Loa Loa (eye worm) hypothetical protein 0.0086 0.0098 0.2905
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0165 0.0232 1
Treponema pallidum undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase 0.0187 0.027 0.4547
Chlamydia trachomatis cysteine--tRNA ligase 0.0086 0.0098 0.1474
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0033 0.0007 0.0305
Onchocerca volvulus 0.0034 0.0009 0.0063
Echinococcus multilocularis serotonin transporter 0.0165 0.0232 1
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0118 0.0152 0.0133
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0118 0.0151 0.0132
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0034 0.0009 0.0108
Mycobacterium ulcerans aldehyde dehydrogenase 0.0066 0.0064 0.0055
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0165 0.0232 0.687
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0118 0.0151 0.0132
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.0034 0.0009 0.0967
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0009 0.0967
Loa Loa (eye worm) solute carrier family 6 member 4 0.0165 0.0232 0.687
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0086 0.0098 0.4223
Mycobacterium tuberculosis Probable UPD-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol-N-acetylglucosamine transferase MurG 0.0137 0.0185 0.0166
Trichomonas vaginalis cysteinyl-tRNA synthetase, putative 0.0086 0.0098 0.2509
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0034 0.0009 0.0408
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0009 0.0408
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0165 0.0232 1
Echinococcus granulosus cysteinyl tRNA synthetase 0.0086 0.0098 0.4228
Echinococcus multilocularis thymidylate synthase 0.0118 0.0151 0.6508
Schistosoma mansoni dihydrofolate reductase 0.0048 0.0033 0.1151
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0086 0.0098 0.4047
Onchocerca volvulus 0.0259 0.0391 1
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0033 0.0007 0.0304
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0066 0.0064 0.2772
Plasmodium falciparum cysteine--tRNA ligase 0.0086 0.0098 0.4223
Plasmodium vivax thioredoxin reductase, putative 0.0052 0.0039 0.1696
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0812 0.1329 0.1321
Loa Loa (eye worm) hypothetical protein 0.0034 0.0009 0.0281
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0118 0.0152 0.0133
Chlamydia trachomatis UDP-N-acetylglucosamine--N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol N-acetylglucosamine transferase 0.0187 0.027 0.535
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0009 0.0408
Mycobacterium ulcerans glycosyltransferase 0.004 0.0019 0.001
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0131 0.0174 0.0156
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0034 0.0009 0.0409
Echinococcus granulosus serotonin transporter 0.0165 0.0232 1
Entamoeba histolytica cysteinyl-tRNA synthetase, putative 0.0086 0.0098 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0131 0.0174 0.0156
Trypanosoma brucei cysteinyl-tRNA synthetase, putative 0.0086 0.0098 0.4223
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0165 0.0232 1
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0052 0.0039 0.002
Schistosoma mansoni sodium/chloride dependent transporter 0.0165 0.0232 1
Trichomonas vaginalis set domain proteins, putative 0.0259 0.0391 1
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0034 0.0009 0.0108
Mycobacterium ulcerans aldehyde dehydrogenase 0.0066 0.0064 0.0055
Onchocerca volvulus 0.0165 0.0232 0.5858
Brugia malayi glutathione reductase 0.0052 0.0039 0.1167
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0034 0.0009 0.0409
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0009 0.0408
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.0086 0.0098 0.0089
Brugia malayi thymidylate synthase 0.0118 0.0151 0.4471
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0228 0.0338 1
Echinococcus granulosus dihydrofolate reductase 0.0048 0.0033 0.1421
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0165 0.0232 1
Brugia malayi Dihydrofolate reductase 0.0048 0.0033 0.0976
Loa Loa (eye worm) norepinephrine transporter 0.0165 0.0232 0.687
Mycobacterium tuberculosis Probable dehydrogenase 0.0118 0.0152 0.0133
Brugia malayi cysteinyl tRNA synthetase protein 1 0.0086 0.0098 0.2905
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0066 0.0064 0.0045
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0308 0.0475 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0118 0.0152 0.0133
Plasmodium vivax SET domain protein, putative 0.0033 0.0007 0.0304
Toxoplasma gondii thioredoxin reductase 0.0052 0.0039 0.1696
Mycobacterium ulcerans aldehyde dehydrogenase 0.0066 0.0064 0.0055
Loa Loa (eye worm) thymidylate synthase 0.0118 0.0151 0.4471
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0048 0.0033 0.0014
Loa Loa (eye worm) cysteinyl tRNA synthetase 1 0.0086 0.0098 0.2905
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0086 0.0098 0.4223
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.5919 1 1
Loa Loa (eye worm) serotonin transporter b 0.0165 0.0232 0.687
Mycobacterium tuberculosis Probable reductase 0.0118 0.0152 0.0133
Echinococcus granulosus leucyl tRNA synthetase 0.0086 0.0098 0.4228
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0308 0.0475 1
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0812 0.1329 1
Giardia lamblia Cysteinyl-tRNA synthetase 0.0086 0.0098 1
Mycobacterium leprae Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0812 0.1329 0.1313
Plasmodium falciparum thioredoxin reductase 0.0052 0.0039 0.1696
Loa Loa (eye worm) hypothetical protein 0.0033 0.0007 0.0209
Onchocerca volvulus 0.0118 0.0151 0.3748
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0066 0.0064 0.2769
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0086 0.0098 0.4047
Mycobacterium ulcerans undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase 0.0187 0.027 0.026
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0009 0.0408
Echinococcus multilocularis dihydrofolate reductase 0.0048 0.0033 0.1421
Plasmodium falciparum glutathione reductase 0.0052 0.0039 0.1696
Brugia malayi dihydrofolate reductase family protein 0.0048 0.0033 0.0976
Leishmania major trypanothione reductase 0.0052 0.0039 0.1696
Plasmodium falciparum cysteine--tRNA ligase 0.0086 0.0098 0.4223
Mycobacterium tuberculosis Cysteine:1D-myo-inosityl 2-amino-2-deoxy--D-glucopyranoside ligase MshC 0.5919 1 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0056 0.0047 0.2002
Toxoplasma gondii aldehyde dehydrogenase 0.0066 0.0064 0.2769
Leishmania major cysteinyl-tRNA synthetase, putative 0.0086 0.0098 0.4223
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0118 0.0151 0.6399
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0131 0.0174 0.0156
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0034 0.0009 0.0281
Echinococcus multilocularis cysteinyl tRNA synthetase 0.0086 0.0098 0.4228
Schistosoma mansoni aldehyde dehydrogenase 0.0066 0.0064 0.2545
Treponema pallidum sodium- and chloride- dependent transporter 0.0165 0.0232 0.3553
Loa Loa (eye worm) hypothetical protein 0.0165 0.0232 0.687
Mycobacterium ulcerans thymidylate synthase 0.0118 0.0151 0.0142
Plasmodium vivax cysteine--tRNA ligase, putative 0.0086 0.0098 0.4223
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine:LPS N-acetylglucosamine transferase 0.0187 0.027 0.1393
Brugia malayi Pre-SET motif family protein 0.0033 0.0007 0.0209
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0812 0.1329 0.1313
Loa Loa (eye worm) hypothetical protein 0.0165 0.0232 0.687
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0118 0.0152 0.0133
Plasmodium vivax glutathione reductase, putative 0.0052 0.0039 0.1696
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0131 0.0174 0.0156
Mycobacterium leprae ProbableUPD-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide)pyrophosphoryl-undecaprenol-N-acetylglucosamine transferase MurG 0.0137 0.0185 0.0166

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 3.3 mg Antithrombotic activity in Wistar rat assessed as dry thrombus weight at 0.5 umol/kg, iv ChEMBL. 17590343
Activity (functional) = 10.49 mg Antithrombotic activity in Wistar rat assessed as wet thrombus weight at 0.5 umol/kg, iv ChEMBL. 17590343
IC50 (functional) = 0.112 umol/L Inhibition of ADP-induced platelet aggregation in pig platelet rich plasma ChEMBL. 17590343
IC50 (functional) = 0.294 umol/L Inhibition of PAF-induced platelet aggregation in pig platelet rich plasma ChEMBL. 17590343
log K (ADMET) = 0.01 Partition coefficient, log K of the compound ChEMBL. 17590343

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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