Detailed information for compound 1204244

Basic information

Technical information
  • TDR Targets ID: 1204244
  • Name: (4R,5S,6S)-4-(1-benzothiophen-3-yl)-N-cyclopr opyl-6-ethoxy-5-(3-hydroxypropyl)-5,6-dihydro -4H-pyran-2-carboxamide
  • MW: 401.519 | Formula: C22H27NO4S
  • H donors: 2 H acceptors: 2 LogP: 3.98 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: OCCC[C@@H]1[C@@H](OCC)OC(=C[C@H]1c1csc2c1cccc2)C(=O)NC1CC1
  • InChi: 1S/C22H27NO4S/c1-2-26-22-16(7-5-11-24)17(12-19(27-22)21(25)23-14-9-10-14)18-13-28-20-8-4-3-6-15(18)20/h3-4,6,8,12-14,16-17,22,24H,2,5,7,9-11H2,1H3,(H,23,25)/t16-,17+,22-/m0/s1
  • InChiKey: HUZPSPDFNXNSDH-JKSBSHDWSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (4R,5S,6S)-4-(benzothiophen-3-yl)-N-cyclopropyl-6-ethoxy-5-(3-hydroxypropyl)-5,6-dihydro-4H-pyran-2-carboxamide
  • (4R,5S,6S)-4-(3-benzothiophenyl)-N-cyclopropyl-6-ethoxy-5-(3-hydroxypropyl)-5,6-dihydro-4H-pyran-2-carboxamide
  • MLS000849483
  • SMR000442183

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens bromodomain adjacent to zinc finger domain, 2B Starlite/ChEMBL No references
Homo sapiens APEX nuclease (multifunctional DNA repair enzyme) 1 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania mexicana apurinic/apyrimidinic endonuclease-redox protein,AP-endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum Cleft lip and palate transmembrane protein 1-like protein, putative Get druggable targets OG5_131570 All targets in OG5_131570
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Echinococcus granulosus bromodomain adjacent to zinc finger domain Get druggable targets OG5_131570 All targets in OG5_131570
Neospora caninum hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium berghei AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania donovani apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma cruzi apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum ko:K10772 AP endonuclease 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Giardia lamblia Endonuclease/Exonuclease/phosphatase Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum Conserved hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Loa Loa (eye worm) exodeoxyribonuclease III family protein Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma mansoni ap endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium yoelii putative AP endonuclease-related Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma brucei gambiense apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Theileria parva hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium knowlesi AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Schistosoma japonicum expressed protein Get druggable targets OG5_131570 All targets in OG5_131570
Cryptosporidium hominis dna-(apurinic or apyrimidinic site) lyase Get druggable targets OG5_126768 All targets in OG5_126768
Treponema pallidum exodeoxyribonuclease (exoA) Get druggable targets OG5_126768 All targets in OG5_126768
Entamoeba histolytica exodeoxyribonuclease III, putative Get druggable targets OG5_126768 All targets in OG5_126768
Trichomonas vaginalis ap endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum ko:K01549 ATP synthase [EC3.6.3.14], putative Get druggable targets OG5_131570 All targets in OG5_131570
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Trichomonas vaginalis ap endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum DNA-(apurinic or apyrimidinic site) lyase 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Brugia malayi exodeoxyribonuclease III family protein Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum ko:K10771 AP endonuclease 1, putative Get druggable targets OG5_126768 All targets in OG5_126768
Wolbachia endosymbiont of Brugia malayi exonuclease III Get druggable targets OG5_126768 All targets in OG5_126768
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum DNA-(apurinic or apyrimidinic site) lyase 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Candida albicans similar to S. cerevisiae APN2 (YBL019W) DNA repair apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Schistosoma mansoni ap endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Toxoplasma gondii exonuclease III APE Get druggable targets OG5_126768 All targets in OG5_126768
Brugia malayi Bromodomain containing protein Get druggable targets OG5_131570 All targets in OG5_131570
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase Get druggable targets OG5_126768 All targets in OG5_126768
Cryptosporidium parvum conserved hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Candida albicans similar to S. cerevisiae APN2 (YBL019W) DNA repair apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Echinococcus multilocularis bromodomain adjacent to zinc finger domain Get druggable targets OG5_131570 All targets in OG5_131570
Leishmania infantum apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma congolense apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania braziliensis apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania major apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma mansoni bromodomain containing protein Get druggable targets OG5_131570 All targets in OG5_131570
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
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0073 0.3161 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.2097 0.2097
Brugia malayi Bromodomain containing protein 0.0091 0.4235 0.4809
Echinococcus granulosus zinc finger protein 0.0024 0.0184 0.0184
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0043 0.138 0.138
Trypanosoma cruzi hypothetical protein 0.0073 0.3161 1
Leishmania major apurinic/apyrimidinic endonuclease-redox protein 0.0023 0.0128 0.5
Schistosoma mansoni zinc finger protein 0.0024 0.0184 0.0184
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.2097 0.2097
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.0023 0.0128 0.5
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0072 0.3117 0.3117
Echinococcus granulosus muscleblind protein 0.0164 0.8668 0.8668
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0073 0.3161 1
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0023 0.0128 0.0128
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.2097 0.2097
Trichomonas vaginalis Sentrin-specific protease, putative 0.0073 0.3161 1
Schistosoma mansoni ap endonuclease 0.0023 0.0128 0.0128
Echinococcus multilocularis muscleblind protein 1 0.0164 0.8668 0.8668
Schistosoma mansoni family C48 unassigned peptidase (C48 family) 0.0073 0.3161 0.3161
Loa Loa (eye worm) hypothetical protein 0.0164 0.8668 1
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0023 0.0128 0.0148
Brugia malayi Muscleblind-like protein 0.0164 0.8668 1
Giardia lamblia Endonuclease/Exonuclease/phosphatase 0.0023 0.0128 0.5
Echinococcus multilocularis geminin 0.0186 1 1
Echinococcus multilocularis fetal alzheimer antigen, falz 0.0027 0.0401 0.0401
Schistosoma mansoni hypothetical protein 0.0186 1 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.1871 0.2158
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0072 0.3117 0.3117
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0055 0.2097 0.2305
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0023 0.0128 0.5
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0023 0.0128 0.5
Loa Loa (eye worm) hypothetical protein 0.0046 0.1558 0.1797
Schistosoma mansoni hypothetical protein 0.0025 0.0262 0.0262
Loa Loa (eye worm) hypothetical protein 0.0164 0.8668 1
Loa Loa (eye worm) hypothetical protein 0.0049 0.1731 0.1997
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0023 0.0128 0.5
Echinococcus granulosus fetal alzheimer antigen falz 0.0027 0.0401 0.0401
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.2097 0.2097
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA 0.0023 0.0128 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.2097 0.2097
Schistosoma mansoni bromodomain containing protein 0.0076 0.3379 0.3379
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0073 0.3161 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.2097 0.2097
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0055 0.2097 0.2419
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0023 0.0128 0.0128
Brugia malayi PHD-finger family protein 0.003 0.0574 0.0522
Toxoplasma gondii exonuclease III APE 0.0023 0.0128 0.5
Treponema pallidum exodeoxyribonuclease (exoA) 0.0023 0.0128 0.5
Loa Loa (eye worm) Ulp1 protease 0.0073 0.3161 0.3647
Echinococcus multilocularis muscleblind protein 0.0164 0.8668 0.8668
Echinococcus multilocularis sentrin specific protease 8 0.0073 0.3161 0.3161
Schistosoma mansoni acetyl-CoA C-acetyltransferase 0.0027 0.0401 0.0401
Entamoeba histolytica Ulp1 protease family, C-terminal catalytic domain containing protein 0.0073 0.3161 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.2097 0.2097
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0043 0.138 0.138
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative 0.0023 0.0128 0.5
Brugia malayi Bromodomain containing protein 0.0046 0.1553 0.1668
Schistosoma mansoni hypothetical protein 0.0186 1 1
Schistosoma mansoni ap endonuclease 0.0023 0.0128 0.0128
Loa Loa (eye worm) PHD-finger family protein 0.0025 0.0262 0.0302
Echinococcus granulosus sentrin specific protease 8 0.0073 0.3161 0.3161
Brugia malayi Ulp1 protease family, C-terminal catalytic domain containing protein 0.0073 0.3161 0.3551
Echinococcus multilocularis zinc finger protein 0.0024 0.0184 0.0184
Loa Loa (eye worm) hypothetical protein 0.0085 0.3923 0.4526
Loa Loa (eye worm) bromodomain containing protein 0.0021 0.0045 0.0052

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 0.1853 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. No reference
Potency (functional) 0.7079 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] ChEMBL. No reference
Potency (functional) 0.8275 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 5.6234 uM PubChem BioAssay. qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 20.5962 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) = 28.1838 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1). (Class of assay: confirmatory) [Related pubchem assays: 1030 (qHTS Validation Assay for Inhibitors of aldehyde dehydrogenase 1 (ALDH1A1))] ChEMBL. No reference
Potency (functional) = 31.6228 um PUBCHEM_BIOASSAY: qHTS Assay for Activators of Human Muscle isoform 2 Pyruvate Kinase. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 31.6228 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Muscle isoform 2 Pyruvate Kinase. (Class of assay: confirmatory) [Related pubchem assays: 1379 ] ChEMBL. No reference

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.
 
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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