Detailed information for compound 837189

Basic information

Technical information
  • TDR Targets ID: 837189
  • Name: (2R)-N-(3-methoxypropyl)-2-(3-oxo-1H-isoindol -2-yl)-3-(phenylmethylsulfanyl)propanamide
  • MW: 398.518 | Formula: C22H26N2O3S
  • H donors: 1 H acceptors: 2 LogP: 2.69 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: COCCCNC(=O)[C@@H](N1Cc2c(C1=O)cccc2)CSCc1ccccc1
  • InChi: 1S/C22H26N2O3S/c1-27-13-7-12-23-21(25)20(16-28-15-17-8-3-2-4-9-17)24-14-18-10-5-6-11-19(18)22(24)26/h2-6,8-11,20H,7,12-16H2,1H3,(H,23,25)/t20-/m0/s1
  • InChiKey: ALUWWFZUTADMKL-FQEVSTJZSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (2R)-N-(3-methoxypropyl)-2-(1-oxoisoindolin-2-yl)-3-(phenylmethylsulfanyl)propanamide
  • (2R)-N-(3-methoxypropyl)-2-(1-oxo-2-isoindolinyl)-3-(phenylmethylthio)propanamide
  • (2R)-3-(benzylthio)-2-(1-ketoisoindolin-2-yl)-N-(3-methoxypropyl)propionamide
  • (2R)-3-(benzylthio)-N-(3-methoxypropyl)-2-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)propanamide
  • MLS000731077
  • SMR000309452

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens geminin, DNA replication inhibitor Starlite/ChEMBL No 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
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Hypothetical 65.5 kDa Trp-Asp repeats containing protein F02E8.5 inchromosome X geminin, DNA replication inhibitor 209 aa 176 aa 27.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis thioredoxin glutathione reductase 0.0406 1 1
Brugia malayi GCC2 and GCC3 family protein 0.0117 0.1968 0.1697
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0141 0.2632 0.2384
Onchocerca volvulus 0.0076 0.0829 1
Echinococcus granulosus neuroglian 0.0075 0.0814 0.0504
Loa Loa (eye worm) hypothetical protein 0.0076 0.0829 0.0519
Onchocerca volvulus 0.0076 0.0829 1
Echinococcus granulosus defective proboscis extension response 0.006 0.0389 0.0065
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0406 1 1
Brugia malayi Immunoglobulin I-set domain containing protein 0.0079 0.0931 0.0626
Loa Loa (eye worm) thioredoxin reductase 0.0406 1 1
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0141 0.2632 0.2384
Echinococcus granulosus twitchin 0.0075 0.0814 0.0504
Loa Loa (eye worm) carboxylesterase 0.0341 0.8201 0.8141
Loa Loa (eye worm) pregnancy-associated plasma protein-E 0.0076 0.0829 0.0519
Brugia malayi Thioredoxin reductase 0.0406 1 1
Onchocerca volvulus 0.0076 0.0829 1
Trichomonas vaginalis chromobox protein, putative 0.0076 0.0839 0.3187
Echinococcus granulosus c4b binding protein beta chain 0.0076 0.0829 0.0519
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.0141 0.2632 0.2209
Loa Loa (eye worm) hypothetical protein 0.006 0.0389 0.0065
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.0065 0.0543 0.0224
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0141 0.2632 0.1966
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.0141 0.2632 0.2384
Loa Loa (eye worm) hypothetical protein 0.0341 0.8201 0.8141
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0141 0.2632 0.2209
Onchocerca volvulus 0.0076 0.0829 1
Onchocerca volvulus 0.0058 0.0326 0.3937
Plasmodium falciparum thioredoxin reductase 0.0406 1 1
Leishmania major acetoin dehydrogenase e3 component-like protein 0.0141 0.2632 0.2209
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0141 0.2632 1
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0141 0.2632 0.2384
Onchocerca volvulus 0.0076 0.0829 1
Leishmania major trypanothione reductase 0.0406 1 1
Loa Loa (eye worm) hypothetical protein 0.0076 0.0829 0.0519
Echinococcus multilocularis c4b binding protein beta chain 0.0076 0.0829 0.0519
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0141 0.2632 0.2209
Entamoeba histolytica tyrosyl-DNA phosphodiesterase, putative 0.0065 0.0543 0.5
Trypanosoma cruzi trypanothione reductase, putative 0.0406 1 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0141 0.2632 0.2209
Brugia malayi hypothetical protein 0.006 0.0389 0.0065
Plasmodium vivax glutathione reductase, putative 0.0406 1 1
Loa Loa (eye worm) hypothetical protein 0.0076 0.0829 0.0519
Loa Loa (eye worm) hypothetical protein 0.0076 0.0829 0.0519
Onchocerca volvulus 0.0076 0.0829 1
Loa Loa (eye worm) hypothetical protein 0.006 0.0389 0.0065
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0141 0.2632 0.2209
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.0141 0.2632 0.2209
Trichomonas vaginalis glutathione reductase, putative 0.0141 0.2632 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0141 0.2632 0.2384
Echinococcus multilocularis chromobox protein 1 0.0076 0.0839 0.053
Echinococcus multilocularis acetylcholinesterase 0.0341 0.8201 0.8141
Schistosoma mansoni tyrosyl-DNA phosphodiesterase 0.0065 0.0543 0.0224
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0141 0.2632 0.5
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.0065 0.0543 0.0224
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.0065 0.0543 0.0224
Echinococcus granulosus thioredoxin glutathione reductase 0.0406 1 1
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0141 0.2632 0.1966
Echinococcus multilocularis geminin 0.0205 0.4413 0.4225
Echinococcus granulosus chromobox protein 1 0.0076 0.0839 0.053
Brugia malayi Tyrosyl-DNA phosphodiesterase family protein 0.0065 0.0543 0.0224
Schistosoma mansoni chromobox protein 0.0076 0.0839 0.053
Echinococcus granulosus geminin 0.0205 0.4413 0.4225
Onchocerca volvulus 0.0076 0.0829 1
Onchocerca volvulus 0.0076 0.0829 1
Loa Loa (eye worm) hypothetical protein 0.0079 0.0931 0.0626
Plasmodium falciparum glutathione reductase 0.0141 0.2632 0.1966
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0141 0.2632 0.5
Loa Loa (eye worm) hypothetical protein 0.0095 0.1356 0.1065
Brugia malayi pregnancy-associated plasma protein-A 0.0076 0.0829 0.0519
Trypanosoma cruzi trypanothione reductase, putative 0.0141 0.2632 0.2209
Echinococcus multilocularis carboxylesterase 5A 0.0341 0.8201 0.8141
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0251 0.5704 0.556
Plasmodium falciparum glutathione reductase 0.0406 1 1
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0141 0.2632 0.2209
Onchocerca volvulus 0.0058 0.0326 0.3937
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0079 0.0931 0.0626
Echinococcus multilocularis chromobox protein 1 0.0076 0.0839 0.053
Brugia malayi Carboxylesterase family protein 0.0341 0.8201 0.8141
Echinococcus multilocularis neuroglian 0.0075 0.0814 0.0504
Echinococcus granulosus acetylcholinesterase 0.0341 0.8201 0.8141
Loa Loa (eye worm) glutathione reductase 0.0406 1 1
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0058 0.0326 0.1239
Toxoplasma gondii NADPH-glutathione reductase 0.0141 0.2632 0.1966
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0141 0.2632 0.2209
Echinococcus multilocularis Immunoglobulin 0.006 0.0389 0.0065
Brugia malayi hypothetical protein 0.0076 0.0829 0.0519
Echinococcus multilocularis acetylcholinesterase 0.0341 0.8201 0.8141
Brugia malayi hypothetical protein 0.0076 0.0829 0.0519
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0141 0.2632 1
Onchocerca volvulus 0.0058 0.0326 0.3937
Trichomonas vaginalis mercuric reductase, putative 0.0141 0.2632 1
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0103 0.1595 0.1312
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0141 0.2632 0.1966
Schistosoma mansoni Neurotrimin precursor (hNT) 0.006 0.0389 0.0065
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0141 0.2632 0.5
Brugia malayi Immunoglobulin I-set domain containing protein 0.006 0.0389 0.0065
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0141 0.2632 0.2209
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0141 0.2632 0.2209
Loa Loa (eye worm) hypothetical protein 0.0076 0.0829 0.0519
Loa Loa (eye worm) hypothetical protein 0.006 0.0389 0.0065
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.0141 0.2632 0.2209
Schistosoma mansoni defective proboscis extension response (dpr)-related 0.006 0.0389 0.0065
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0141 0.2632 0.2209
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0141 0.2632 0.1966
Echinococcus granulosus C type lectin domian containing protein 0.0076 0.0829 0.0519
Echinococcus multilocularis basement membrane specific heparan sulfate 0.006 0.0389 0.0065
Echinococcus multilocularis roundabout 2 0.0095 0.1356 0.1065
Echinococcus granulosus carboxylesterase 5A 0.0341 0.8201 0.8141
Loa Loa (eye worm) acetylcholinesterase 1 0.0341 0.8201 0.8141
Schistosoma mansoni hypothetical protein 0.0205 0.4413 0.4225
Schistosoma mansoni c4b-binding protein beta chain 0.0076 0.0829 0.0519
Echinococcus granulosus roundabout 2 0.0095 0.1356 0.1065
Brugia malayi hypothetical protein 0.0076 0.0829 0.0519
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0141 0.2632 0.2209
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0341 0.8201 0.8141
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0141 0.2632 0.1966
Schistosoma mansoni chromobox protein 0.0076 0.0839 0.053
Loa Loa (eye worm) hypothetical protein 0.006 0.0389 0.0065
Toxoplasma gondii thioredoxin reductase 0.0406 1 1
Echinococcus multilocularis C type lectin domian containing protein 0.0076 0.0829 0.0519
Treponema pallidum NADH oxidase 0.0141 0.2632 0.5
Onchocerca volvulus 0.0058 0.0326 0.3937
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0141 0.2632 1
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0141 0.2632 0.2209
Loa Loa (eye worm) heterochromatin protein 1 0.0076 0.0839 0.053
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0141 0.2632 0.2384
Brugia malayi Sushi domain 0.0076 0.0829 0.0519
Echinococcus granulosus acetylcholinesterase 0.0341 0.8201 0.8141
Schistosoma mansoni hypothetical protein 0.0205 0.4413 0.4225
Trypanosoma brucei trypanothione reductase 0.0406 1 1
Brugia malayi Fibronectin type III domain containing protein 0.006 0.0389 0.0065
Brugia malayi hypothetical protein 0.0076 0.0829 0.0519
Brugia malayi hypothetical protein 0.0076 0.0829 0.0519
Loa Loa (eye worm) hypothetical protein 0.006 0.0389 0.0065
Echinococcus multilocularis Immunoglobulin 0.006 0.0389 0.0065
Plasmodium falciparum thioredoxin reductase 0.0141 0.2632 0.1966
Loa Loa (eye worm) hypothetical protein 0.0341 0.8201 0.8141
Brugia malayi Carboxylesterase family protein 0.0341 0.8201 0.8141
Echinococcus granulosus Immunoglobulin 0.006 0.0389 0.0065
Loa Loa (eye worm) hypothetical protein 0.006 0.0389 0.0065
Onchocerca volvulus 0.0058 0.0326 0.3937
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0141 0.2632 0.2209
Echinococcus granulosus chromobox protein 1 0.0076 0.0839 0.053
Schistosoma mansoni cell adhesion molecule 0.0079 0.0931 0.0626
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0079 0.0931 0.0626
Loa Loa (eye worm) hypothetical protein 0.0095 0.1356 0.1065
Onchocerca volvulus 0.0076 0.0829 1
Loa Loa (eye worm) hypothetical protein 0.0084 0.1065 0.0763
Loa Loa (eye worm) hypothetical protein 0.0117 0.1968 0.1697
Schistosoma mansoni vesicular amine transporter 0.006 0.0389 0.0065
Trichomonas vaginalis spcc417.12 protein, putative 0.0058 0.0326 0.1239
Loa Loa (eye worm) hypothetical protein 0.0076 0.0829 0.0519
Brugia malayi hypothetical protein 0.0076 0.0829 0.0519
Giardia lamblia NADH oxidase lateral transfer candidate 0.0141 0.2632 0.5
Loa Loa (eye worm) hypothetical protein 0.0076 0.0829 0.0519
Onchocerca volvulus 0.0076 0.0829 1
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0141 0.2632 0.2384
Brugia malayi Heterochromatin protein 1 0.0076 0.0839 0.053
Schistosoma mansoni nephrin 0.0075 0.0814 0.0504
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0141 0.2632 0.2384
Brugia malayi hypothetical protein 0.0076 0.0829 0.0519
Trichomonas vaginalis chromobox protein, putative 0.0076 0.0839 0.3187
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0103 0.1595 0.1312
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0141 0.2632 0.5
Plasmodium vivax thioredoxin reductase, putative 0.0406 1 1

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 18.3564 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 89.1251 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Iota. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588623] ChEMBL. No reference

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

No literature references available for this target.

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