Detailed information for compound 418467

Basic information

Technical information
  • TDR Targets ID: 418467
  • Name: [(Z)-5-(2-amino-6-oxo-3H-purin-9-yl)pent-3-en yl]-(3-hexadecoxypropoxy)phosphinic acid
  • MW: 581.727 | Formula: C29H52N5O5P
  • H donors: 3 H acceptors: 4 LogP: 6.42 Rotable bonds: 25
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCCCCCCCCCCCCCCCOCCCOP(=O)(CC/C=C\Cn1cnc2c1[nH]c(N)nc2=O)O
  • InChi: 1S/C29H52N5O5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17-21-38-22-19-23-39-40(36,37)24-18-15-16-20-34-25-31-26-27(34)32-29(30)33-28(26)35/h15-16,25H,2-14,17-24H2,1H3,(H,36,37)(H3,30,32,33,35)/b16-15-
  • InChiKey: OZLWMPKTSNGXNF-NXVVXOECSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • [(Z)-5-(2-azanyl-6-oxo-3H-purin-9-yl)pent-3-enyl]-(3-hexadecoxypropoxy)phosphinic acid
  • [(Z)-5-(2-amino-6-keto-3H-purin-9-yl)pent-3-enyl]-(3-cetyloxypropoxy)phosphinic acid
  • AIDS-418127
  • AIDS418127
  • HDP-PPen-G
  • Phosphonic acid, [(3Z)-5-(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)-3-pentenyl]-, mono[3-(hexadecyloxy)propyl] ester

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
Onchocerca volvulus 0.0449 0.9463 0.9285
Loa Loa (eye worm) hypothetical protein 0.0415 0.8583 1
Mycobacterium ulcerans polyketide synthase 0.0255 0.4521 0.6118
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0189 0.2828 0.3806
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.0255 0.4521 0.6139
Toxoplasma gondii type I fatty acid synthase, putative 0.0184 0.27 0.427
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.0239 0.4113 0.4113
Mycobacterium tuberculosis Probable polyketide synthase Pks1 0.0185 0.2742 0.3724
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.0255 0.4521 0.6118
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.0255 0.4521 0.6139
Mycobacterium leprae PROBABLE THIOESTERASE TESA 0.0215 0.3498 0.4689
Echinococcus multilocularis nmda type glutamate receptor 0.0239 0.4101 1
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.0241 0.4162 0.5652
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA 0.0239 0.4113 0.5533
Loa Loa (eye worm) hypothetical protein 0.0126 0.1222 0.0237
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.0192 0.2915 0.3958
Trichomonas vaginalis conserved hypothetical protein 0.0078 0 0.5
Mycobacterium tuberculosis Polyketide synthetase MbtD (polyketide synthase) 0.0079 0.0041 0.0055
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0239 0.4113 0.556
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD 0.0239 0.4113 0.5533
Onchocerca volvulus Fatty acid synthase homolog 0.0465 0.9872 1
Mycobacterium ulcerans Type I modular polyketide synthase 0.0239 0.4113 0.556
Mycobacterium ulcerans polyketide synthase Pks13 0.0367 0.7365 1
Mycobacterium tuberculosis Polyketide synthase Pks2 0.025 0.4393 0.5965
Mycobacterium leprae Polyketide synthase Pks13 0.0367 0.7365 1
Mycobacterium ulcerans thioesterase TesA 0.0215 0.3498 0.4721
Mycobacterium leprae Probable polyketide synthase Pks1 0.0255 0.4521 0.6094
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0239 0.4113 0.5585
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC 0.0255 0.4521 0.6094
Echinococcus multilocularis nmda type glutamate receptor 0.017 0.2355 0.5682
Echinococcus multilocularis glutamate receptor NMDA 0.0159 0.2062 0.4956
Mycobacterium ulcerans Type I modular polyketide synthase 0.0239 0.4113 0.556
Toxoplasma gondii beta-ketoacyl synthase, N-terminal domain-containing protein 0.0167 0.2285 0.2964
Mycobacterium tuberculosis Polyketide synthase Pks13 0.0367 0.7365 1
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsE 0.0152 0.1886 0.2519
Giardia lamblia Methyltransferase like 2 0.0078 0 0.5
Toxoplasma gondii type I fatty acid synthase, putative 0.0255 0.4521 1
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0239 0.4113 0.5585
Mycobacterium ulcerans Type I modular polyketide synthase 0.0239 0.4113 0.556
Loa Loa (eye worm) fatty acid synthase 0.0255 0.4507 0.4594
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsB 0.0189 0.2828 0.3806
Mycobacterium ulcerans fatty acid synthase Fas 0.0081 0.0085 0.006
Mycobacterium tuberculosis Probable polyketide synthase Pks9 0.0147 0.1757 0.2386
Echinococcus granulosus nmda type glutamate receptor 0.0239 0.4101 1
Mycobacterium tuberculosis Probable polyketide synthase Pks15 0.0104 0.0678 0.0921
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0255 0.4521 0.6118
Mycobacterium ulcerans polyketide synthase Pks9 0.0152 0.1886 0.2519
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0239 0.4113 0.5585
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSE 0.0152 0.1886 0.2474
Mycobacterium tuberculosis Probable membrane bound polyketide synthase Pks6 0.0367 0.7365 1
Schistosoma mansoni glutamate receptor NMDA 0.0193 0.2928 1
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB 0.0189 0.2828 0.3769
Mycobacterium ulcerans thioesterase 0.0215 0.3498 0.4721
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.025 0.4393 0.5965
Mycobacterium tuberculosis Probable fatty acid synthase Fas (fatty acid synthetase) 0.0081 0.0085 0.0115
Mycobacterium tuberculosis Probable thioesterase TesA 0.0215 0.3498 0.475
Loa Loa (eye worm) AMP-binding enzyme family protein 0.0241 0.4162 0.4137
Echinococcus granulosus nmda type glutamate receptor 0.017 0.2355 0.1439
Brugia malayi AMP-binding enzyme family protein 0.0241 0.4162 0.4162
Brugia malayi AMP-binding enzyme family protein 0.0079 0.0041 0.0041
Mycobacterium ulcerans polyketide synthase 0.0239 0.4113 0.556
Mycobacterium tuberculosis Polyketide synthase Pks12 0.0255 0.4521 0.6139
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas 0.0255 0.4521 0.6094
Leishmania major hypothetical protein, conserved 0.0078 0 0.5

Activities

Activity type Activity value Assay description Source Reference
CC50 (ADMET) = 12.2 uM Cytotoxicity against plated MRC5 cells by neutral red uptake assay ChEMBL. 17130297
CC50 (ADMET) = 12.2 uM Cytotoxicity against human MRC5 cells by neutral red uptake assay ChEMBL. 17166725
CC50 (ADMET) = 12.2 uM Cytotoxicity against plated MRC5 cells by neutral red uptake assay ChEMBL. 17130297
CC50 (ADMET) = 12.2 uM Cytotoxicity against human MRC5 cells by neutral red uptake assay ChEMBL. 17166725
CC50 (ADMET) > 100 uM Cytotoxicity against HFF cells by neutral red uptake assay ChEMBL. 17130297
CC50 (ADMET) > 100 uM Cytotoxicity against HFF cells by neutral red uptake assay ChEMBL. 17130297
CC50 (ADMET) = 929 uM Cytotoxicity against Huh7 cells ChEMBL. 17130297
CC50 (ADMET) > 1000 uM Cytotoxicity against HepG2 2.2.15 cells assessed as inhibition of uptake of neutral red dye after 24 hrs ChEMBL. 17130297
EC50 (functional) = 1.8 uM Antiviral activity against HCMV AD169 in HFF cells by plaque reduction assay ChEMBL. 17130297
EC50 (functional) = 2.4 uM Antiviral activity against HBV in HepG2 2.2.15 cells after 24 hrs by DNA reduction assay ChEMBL. 17130297
EC50 (functional) = 5.8 uM Antiviral activity against HSV1 in MRC5 cells by DNA reduction assay ChEMBL. 17130297
EC50 (functional) = 5.8 uM Antiviral activity against HSV1 in MRC5 cells after 20 to 24 hrs by DNA reduction assay ChEMBL. 17166725
EC50 (functional) = 6.3 uM Antiviral activity against HBV with adenofir-resistant polymerase N236T mutant in Huh7 cells after 5 days ChEMBL. 17130297
EC50 (functional) = 7.5 uM Antiviral activity against Vaccinia virus Copenhagen in HFF cells by plaque reduction assay ChEMBL. 17130297
EC50 (functional) = 8.8 uM Antiviral activity against wild type HBV in Huh7 cells after 5 days ChEMBL. 17130297
EC50 (functional) = 11 uM Antiviral activity against Cowpox virus Brighton in HFF cells by plaque reduction assay ChEMBL. 17130297
EC50 (functional) = 12.2 uM Antiviral activity against VZV Ellen in HFF cell by CPE assay ChEMBL. 17130297
EC50 (functional) = 13 uM Antiviral activity against HBV with lamivudine-resistant polymerase M204I mutant in Huh7 cells after 5 days ChEMBL. 17130297
EC50 (functional) = 16 uM Antiviral activity against HBV with lamivudine-resistant polymerase M204V mutant in Huh7 cells after 5 days ChEMBL. 17130297
EC50 (functional) = 48 uM Antiviral activity against EBV in Daudi cells by ELISA ChEMBL. 17130297
EC50 (functional) > 100 uM Antiviral activity against HBV with lamivudine-resistant polymerase L180M mutant in Huh7 cells after 5 days ChEMBL. 17130297
EC50 (functional) > 100 uM Antiviral activity against HBV with lamivudine-resistant polymerase L180M/M204V double mutant in Huh7 cells after 5 days ChEMBL. 17130297
Ratio CC50/EC50 (functional) > 417 Selectivity index, ratio of CC50 for HepG2 2.2.15 cells to EC50 for HBV ChEMBL. 17130297
Selectivity index (functional) = 2.1 Specificity index, Ratio of CC50 for MCR5 cells to EC50 for HSV1 ChEMBL. 17166725

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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