Detailed information for compound 231119

Basic information

Technical information
  • TDR Targets ID: 231119
  • Name: phenethyl 5,6-dihydroxynaphthalene-2-carboxyl ate
  • MW: 308.328 | Formula: C19H16O4
  • H donors: 2 H acceptors: 3 LogP: 4.27 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(c1ccc2c(c1)ccc(c2O)O)OCCc1ccccc1
  • InChi: 1S/C19H16O4/c20-17-9-7-14-12-15(6-8-16(14)18(17)21)19(22)23-11-10-13-4-2-1-3-5-13/h1-9,12,20-21H,10-11H2
  • InChiKey: OFPFJSWYCBDRHK-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 5,6-dihydroxy-2-naphthalenecarboxylic acid phenethyl ester
  • 5,6-dihydroxynaphthalene-2-carboxylic acid phenethyl ester
  • 2-phenylethyl 5,6-dihydroxynaphthalene-2-carboxylate
  • 5,6-dihydroxy-2-naphthalenecarboxylic acid 2-phenylethyl ester
  • 5,6-dihydroxynaphthalene-2-carboxylic acid 2-phenylethyl ester
  • AIDS085236
  • .beta.-Phenylethyl 5,6-dihydroxy-2-naphthoate
  • AIDS-085236
  • NSC666252

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 integrase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma congolense RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
Plasmodium yoelii integrase-related Get druggable targets OG5_139608 All targets in OG5_139608
Trypanosoma brucei RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
Schistosoma mansoni hypothetical protein Get druggable targets OG5_139608 All targets in OG5_139608
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
Brugia malayi calpain family protein 1 0.0053 0.0191 0.2075
Echinococcus multilocularis calpain family protein 1, d 0.0039 0.0072 0.0072
Loa Loa (eye worm) glutathione reductase 0.0063 0.0279 0.0881
Brugia malayi Trypsin family protein 0.0138 0.0923 1
Plasmodium falciparum glutathione reductase 0.0063 0.0279 0.0881
Toxoplasma gondii thioredoxin reductase 0.0063 0.0279 0.0881
Plasmodium falciparum plasmepsin VII 0.0094 0.0548 0.1731
Loa Loa (eye worm) hypothetical protein 0.0053 0.0191 0.0605
Onchocerca volvulus 0.0138 0.0923 1
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0094 0.0548 0.0557
Brugia malayi Eukaryotic aspartyl protease family protein 0.0094 0.0548 0.5936
Toxoplasma gondii aspartyl protease 0.0094 0.0548 0.1731
Mycobacterium tuberculosis Conserved hypothetical protein 0.0411 0.3273 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0138 0.0923 0.0938
Trypanosoma brucei trypanothione reductase 0.0063 0.0279 0.3428
Mycobacterium ulcerans hypothetical protein 0.0411 0.3273 1
Echinococcus multilocularis Peptidase S1 S6, chymotrypsin Hap 0.0138 0.0923 0.0923
Echinococcus granulosus glycoprotein Antigen 5 0.0138 0.0923 0.0923
Brugia malayi aspartic protease BmAsp-1, identical 0.0094 0.0548 0.5936
Leishmania major calcium channel protein, putative,ion transporter, putative 0.0036 0.0051 0.1843
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) 0.0138 0.0923 0.0923
Echinococcus multilocularis tachykinin peptides receptor 99D 0.1193 1 1
Plasmodium falciparum plasmepsin III 0.0094 0.0548 0.1731
Brugia malayi glutathione reductase 0.0063 0.0279 0.302
Schistosoma mansoni cercarial elastase (S01 family) 0.0138 0.0923 0.0938
Schistosoma mansoni cercarial elastase (S01 family) 0.0138 0.0923 0.0938
Schistosoma mansoni cercarial elastase (S01 family) 0.0138 0.0923 0.0938
Echinococcus granulosus voltage gated sodium channel Nav1 alpha subunit 0.0036 0.0051 0.0051
Plasmodium falciparum plasmepsin I 0.0398 0.3164 1
Onchocerca volvulus 0.0094 0.0548 0.5845
Loa Loa (eye worm) aspartic protease BmAsp-1 0.0094 0.0548 0.1731
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0138 0.0923 0.0938
Loa Loa (eye worm) hypothetical protein 0.0094 0.0548 0.1731
Schistosoma mansoni cercarial elastase (S01 family) 0.0138 0.0923 0.0938
Brugia malayi Trypsin family protein 0.0138 0.0923 1
Plasmodium vivax aspartyl proteinase, putative 0.0094 0.0548 0.1731
Schistosoma mansoni cercarial elastase (S01 family) 0.0138 0.0923 0.0938
Echinococcus multilocularis enteropeptidase 0.0138 0.0923 0.0923
Echinococcus granulosus sodium channel protein 0.0036 0.0051 0.0051
Echinococcus multilocularis family C2 unassigned peptidase (C02 family) 0.0055 0.0212 0.0212
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0094 0.0548 0.0557
Onchocerca volvulus 0.0138 0.0923 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0063 0.0279 0.0279
Loa Loa (eye worm) calpain family protein 1 0.0053 0.0191 0.0605
Plasmodium falciparum plasmepsin IV 0.0398 0.3164 1
Echinococcus granulosus transmembrane protease serine 3 0.0138 0.0923 0.0923
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0094 0.0548 0.0557
Onchocerca volvulus 0.0138 0.0923 1
Trypanosoma cruzi trypanothione reductase, putative 0.0063 0.0279 1
Toxoplasma gondii eukaryotic aspartyl protease superfamily protein 0.0094 0.0548 0.1731
Echinococcus granulosus cathepsin d lysosomal aspartyl protease 0.0398 0.3164 0.3164
Loa Loa (eye worm) hypothetical protein 0.0138 0.0923 0.2916
Loa Loa (eye worm) aspartic protease BmAsp-2 0.0398 0.3164 1
Plasmodium vivax glutathione reductase, putative 0.0063 0.0279 0.0881
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0138 0.0923 0.0938
Loa Loa (eye worm) hypothetical protein 0.0138 0.0923 0.2916
Echinococcus multilocularis glycoprotein Antigen 5 0.0138 0.0923 0.0923
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0094 0.0548 0.0557
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0053 0.0191 0.0195
Brugia malayi aspartic protease BmAsp-2, identical 0.0094 0.0548 0.5936
Loa Loa (eye worm) trypsin family protein 0.0138 0.0923 0.2916
Plasmodium falciparum plasmepsin V 0.0094 0.0548 0.1731
Brugia malayi Thioredoxin reductase 0.0063 0.0279 0.302
Plasmodium vivax aspartyl protease, putative 0.0094 0.0548 0.1731
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0055 0.0212 0.0215
Trichomonas vaginalis Clan AA, family A1, cathepsin D-like aspartic peptidase 0.0398 0.3164 1
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0055 0.0212 0.0215
Schistosoma mansoni cercarial elastase (S01 family) 0.0138 0.0923 0.0938
Echinococcus multilocularis calpain A 0.0055 0.0212 0.0212
Plasmodium falciparum plasmepsin II 0.0398 0.3164 1
Echinococcus granulosus enteropeptidase 0.0138 0.0923 0.0923
Loa Loa (eye worm) hypothetical protein 0.0138 0.0923 0.2916
Plasmodium vivax thioredoxin reductase, putative 0.0063 0.0279 0.0881
Toxoplasma gondii aspartyl protease ASP1 0.0398 0.3164 1
Brugia malayi Trypsin family protein 0.0138 0.0923 1
Echinococcus granulosus family C2 unassigned peptidase C02 family 0.0055 0.0212 0.0212
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0138 0.0923 0.0938
Loa Loa (eye worm) hypothetical protein 0.0138 0.0923 0.2916
Plasmodium vivax plasmepsin V, putative 0.0094 0.0548 0.1731
Plasmodium vivax aspartyl proteinase, putative 0.0398 0.3164 1
Onchocerca volvulus 0.0094 0.0548 0.5845
Schistosoma mansoni memapsin-2 (A01 family) 0.0094 0.0548 0.0557
Loa Loa (eye worm) hypothetical protein 0.0138 0.0923 0.2916
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0138 0.0923 0.0938
Toxoplasma gondii aspartyl protease ASP3 0.0094 0.0548 0.1731
Plasmodium falciparum plasmepsin VIII, putative 0.0094 0.0548 0.1731
Echinococcus multilocularis transmembrane protease serine 3 0.0138 0.0923 0.0923
Schistosoma mansoni cercarial elastase (S01 family) 0.0138 0.0923 0.0938
Echinococcus multilocularis Mastin 0.0138 0.0923 0.0923
Plasmodium falciparum plasmepsin VI 0.0398 0.3164 1
Brugia malayi calpain family protein 1 0.0053 0.0191 0.2075
Leishmania major trypanothione reductase 0.0063 0.0279 1
Loa Loa (eye worm) hypothetical protein 0.0138 0.0923 0.2916
Echinococcus multilocularis sodium channel protein 0.0036 0.0051 0.0051
Loa Loa (eye worm) hypothetical protein 0.0138 0.0923 0.2916
Mycobacterium leprae Conserved hypothetical protein 0.0411 0.3273 0.5
Plasmodium falciparum thioredoxin reductase 0.0063 0.0279 0.0881
Echinococcus multilocularis cathepsin d (lysosomal aspartyl protease) 0.0398 0.3164 0.3164
Loa Loa (eye worm) hypothetical protein 0.0033 0.002 0.0064
Echinococcus granulosus Peptidase S1 S6 chymotrypsin Hap 0.0138 0.0923 0.0923
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family 0.0138 0.0923 0.0923
Plasmodium falciparum plasmepsin X 0.0094 0.0548 0.1731
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0138 0.0923 0.0938
Loa Loa (eye worm) thioredoxin reductase 0.0063 0.0279 0.0881
Plasmodium vivax aspartyl protease, putative 0.0094 0.0548 0.1731
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0138 0.0923 0.0938
Trypanosoma brucei RNA helicase, putative 0.0125 0.0813 1
Onchocerca volvulus 0.0138 0.0923 1
Plasmodium falciparum plasmepsin IX 0.0094 0.0548 0.1731
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0094 0.0548 0.0557
Toxoplasma gondii aspartyl proteinase (eimepsin), putative 0.0398 0.3164 1
Brugia malayi Pepsin A precursor 0.0094 0.0548 0.5936
Brugia malayi hypothetical protein 0.0138 0.0923 1
Schistosoma mansoni hypothetical protein 0.0125 0.0813 0.0826
Brugia malayi Trypsin-like protease protein 5 0.0138 0.0923 1
Onchocerca volvulus 0.0138 0.0923 1
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0094 0.0548 0.0557
Echinococcus granulosus Mastin 0.0138 0.0923 0.0923
Loa Loa (eye worm) hypothetical protein 0.0039 0.0072 0.0227
Loa Loa (eye worm) hypothetical protein 0.0094 0.0548 0.1731
Loa Loa (eye worm) calpain family protein 1 0.0039 0.0072 0.0227
Schistosoma mansoni hypothetical protein 0.0138 0.0923 0.0938
Brugia malayi hypothetical protein 0.0094 0.0548 0.5936
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0138 0.0923 0.0938
Schistosoma mansoni cathepsin D (A01 family) 0.1174 0.9841 1
Giardia lamblia Hypothetical protein 0.0031 0 0.5
Schistosoma mansoni cercarial elastase (S01 family) 0.0138 0.0923 0.0938
Brugia malayi hypothetical protein 0.0094 0.0548 0.5936
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0094 0.0548 0.0557
Schistosoma mansoni cercarial elastase (S01 family) 0.0138 0.0923 0.0938
Echinococcus multilocularis thioredoxin glutathione reductase 0.0063 0.0279 0.0279
Entamoeba histolytica prefoldin subunit 6, putative 0.0031 0 0.5
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0138 0.0923 0.0938
Schistosoma mansoni cathepsin D (A01 family) 0.1174 0.9841 1
Brugia malayi Chymotrypsin-like protease CTRL-1 precursor 0.0138 0.0923 1
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0398 0.3164 0.3215
Loa Loa (eye worm) hypothetical protein 0.0398 0.3164 1
Schistosoma mansoni hypothetical protein 0.0138 0.0923 0.0938
Echinococcus granulosus calpain A 0.0055 0.0212 0.0212
Plasmodium vivax aspartyl protease, putative 0.0094 0.0548 0.1731
Loa Loa (eye worm) hypothetical protein 0.0047 0.014 0.0442
Onchocerca volvulus 0.0138 0.0923 1
Plasmodium vivax plasmepsin IV, putative 0.0398 0.3164 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0138 0.0923 0.0938
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0094 0.0548 0.0557
Brugia malayi Trypsin family protein 0.0138 0.0923 1
Loa Loa (eye worm) aspartyl protease 6 0.0094 0.0548 0.1731

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = -4.74 Inhibitory activity against HIV-1 Integrase (HIV-1-IN) ChEMBL. 11831895
IC50 (binding) = 18 uM In vitro inhibitory activity against HIV-1 integrase. ChEMBL. 7473544
IC50 (binding) = 18 uM In vitro inhibitory activity against HIV-1 integrase. ChEMBL. 7473544
Log IC50 (binding) = 4.74 Inhibitory activity against HIV-1 Integrase (HIV-1-IN) ChEMBL. 11831895

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

2 literature references were collected for this gene.

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