Detailed information for compound 224465

Basic information

Technical information
  • TDR Targets ID: 224465
  • Name: N-[amino-[4-[(E)-4-[4-[amino-[bis(2-chloroeth yl)amino]phosphoryl]oxyphenyl]hex-3-en-3-yl]p henoxy]phosphoryl]-2-chloro-N-(2-chloroethyl) ethanamine
  • MW: 674.364 | Formula: C26H38Cl4N4O4P2
  • H donors: 2 H acceptors: 2 LogP: 6.28 Rotable bonds: 18
    Rule of 5 violations (Lipinski): 2
  • SMILES: CC/C(=C(\c1ccc(cc1)OP(=O)(N(CCCl)CCCl)N)/CC)/c1ccc(cc1)OP(=O)(N(CCCl)CCCl)N
  • InChi: 1S/C26H38Cl4N4O4P2/c1-3-25(21-5-9-23(10-6-21)37-39(31,35)33(17-13-27)18-14-28)26(4-2)22-7-11-24(12-8-22)38-40(32,36)34(19-15-29)20-16-30/h5-12H,3-4,13-20H2,1-2H3,(H2,31,35)(H2,32,36)/b26-25+
  • InChiKey: PKIOPYYOOBASFD-OCEACIFDSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[amino-[4-[(E)-2-[4-[amino-[bis(2-chloroethyl)amino]phosphoryl]oxyphenyl]-1-ethyl-but-1-enyl]phenoxy]phosphoryl]-2-chloro-N-(2-chloroethyl)ethanamine
  • N-[amino-[4-[(E)-2-[4-[amino-[bis(2-chloroethyl)amino]phosphoryl]oxyphenyl]-1-ethylbut-1-enyl]phenoxy]phosphoryl]-2-chloro-N-(2-chloroethyl)ethanamine
  • N-[azanyl-[4-[(E)-4-[4-[azanyl-[bis(2-chloroethyl)amino]phosphoryl]oxyphenyl]hex-3-en-3-yl]phenoxy]phosphoryl]-2-chloro-N-(2-chloroethyl)ethanamine
  • [amino-[4-[(E)-2-[4-[amino-[bis(2-chloroethyl)amino]phosphoryl]oxyphenyl]-1-ethyl-but-1-enyl]phenoxy]phosphoryl]-bis(2-chloroethyl)amine
  • N-[amino-[4-[4-[4-[amino-[bis(2-chloroethyl)amino]phosphoryl]oxyphenyl]hex-3-en-3-yl]phenoxy]phosphoryl]-2-chloro-N-(2-chloroethyl)ethanamine
  • N-[amino-[4-[2-[4-[amino-[bis(2-chloroethyl)amino]phosphoryl]oxyphenyl]-1-ethyl-but-1-enyl]phenoxy]phosphoryl]-2-chloro-N-(2-chloroethyl)ethanamine
  • N-[amino-[4-[2-[4-[amino-[bis(2-chloroethyl)amino]phosphoryl]oxyphenyl]-1-ethylbut-1-enyl]phenoxy]phosphoryl]-2-chloro-N-(2-chloroethyl)ethanamine
  • [amino-[4-[2-[4-[amino-[bis(2-chloroethyl)amino]phosphoryl]oxyphenyl]-1-ethyl-but-1-enyl]phenoxy]phosphoryl]-bis(2-chloroethyl)amine
  • NSC326246

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
Schistosoma mansoni gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2 0.014 0.0776 0.0846
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.0108 0.0529 0.3725
Trypanosoma brucei calpain, putative 0.0108 0.0529 0.3725
Trypanosoma cruzi glycosyl hydrolase-like protein, putative 0.012 0.0618 0.489
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.0108 0.0529 0.3725
Trypanosoma cruzi calpain cysteine peptidase, putative 0.0108 0.0529 0.3725
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.1164 0.8698 1
Echinococcus granulosus dihydrofolate reductase 0.0186 0.1132 0.1291
Loa Loa (eye worm) alpha-L-fucosidase 0.0776 0.5699 0.6481
Entamoeba histolytica phosphofructokinase, putative 0.0105 0.0505 0.4995
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0071 0.0243 0.2321
Schistosoma mansoni 6-phosphofructokinase 0.0105 0.0505 0.0517
Leishmania major ATP-dependent phosphofructokinase 0.0105 0.0505 0.3413
Schistosoma mansoni glutamine-dependent NAD(+) synthetase 0.0089 0.038 0.0365
Trichomonas vaginalis maltase-glucoamylase, putative 0.012 0.0618 0.2622
Echinococcus multilocularis dihydrofolate reductase 0.0186 0.1132 0.1196
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.017 0.101 0.4315
Leishmania major NAD synthase, putative 0.0089 0.038 0.1791
Brugia malayi Alpha-L-fucosidase family protein 0.0776 0.5699 0.634
Toxoplasma gondii glycosyl hydrolase, family 31 protein 0.017 0.101 1
Brugia malayi dihydrofolate reductase family protein 0.0186 0.1132 0.0766
Echinococcus multilocularis lysosomal alpha glucosidase 0.1164 0.8698 1
Loa Loa (eye worm) dihydrofolate reductase 0.0186 0.1132 0.1121
Trichomonas vaginalis alpha-glucosidase, putative 0.017 0.101 0.4315
Leishmania major glycosyl hydrolase-like protein 0.012 0.0618 0.489
Schistosoma mansoni 6-phosphofructokinase 0.0105 0.0505 0.0517
Trypanosoma cruzi hypothetical protein, conserved 0.017 0.101 1
Giardia lamblia 4-alpha-glucanotransferase, amylo-alpha-1,6-glucosidase 0.0129 0.0688 1
Brugia malayi Glycosyl hydrolases family 31 protein 0.1164 0.8698 1
Echinococcus multilocularis fucosidase, alpha L 1, tissue 0.0776 0.5699 0.651
Plasmodium vivax glutamine-dependent NAD(+) synthetase, putative 0.0089 0.038 0.18
Chlamydia trachomatis oxoacyl-ACP synthase III 0.0306 0.2064 1
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.017 0.101 0.0978
Trypanosoma brucei calpain-like protein, putative 0.0108 0.0529 0.3725
Brugia malayi Glycosyl hydrolases family 31 protein 0.017 0.101 0.0617
Trichomonas vaginalis nh(3)-dependent NAD(+) synthetase, putative 0.0089 0.038 0.1595
Entamoeba histolytica phosphofructokinase, putative 0.0105 0.0505 0.4995
Toxoplasma gondii Amylo-alpha-1,6-glucosidase 0.0129 0.0688 0.6775
Mycobacterium tuberculosis Probable 6-phosphofructokinase PfkA (phosphohexokinase) (phosphofructokinase) 0.0105 0.0505 0.0129
Schistosoma mansoni alpha glucosidase 0.017 0.101 0.1131
Trichomonas vaginalis alpha-glucosidase, putative 0.017 0.101 0.4315
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0108 0.0529 0.3725
Loa Loa (eye worm) phosphofructokinase 0.0105 0.0505 0.0385
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.017 0.101 1
Entamoeba histolytica phosphofructokinase, putative 0.0105 0.0505 0.4995
Echinococcus granulosus glycogen debranching enzyme 0.0129 0.0688 0.078
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0108 0.0529 0.3725
Mycobacterium ulcerans beta-ketoacyl synthase-like protein 0.0306 0.2064 0.175
Trypanosoma cruzi hypothetical protein, conserved 0.017 0.101 1
Echinococcus multilocularis 6 phosphofructokinase 0.0105 0.0505 0.0465
Brugia malayi acetyltransferase, GNAT family protein 0.014 0.0776 0.0331
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0108 0.0529 0.3725
Schistosoma mansoni alpha-glucosidase 0.1113 0.8305 1
Entamoeba histolytica NAD synthetase, putative 0.0089 0.038 0.3763
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0186 0.1132 1
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.0108 0.0529 0.3725
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.0108 0.0529 0.3725
Brugia malayi Dihydrofolate reductase 0.0186 0.1132 0.0766
Trichomonas vaginalis alpha-glucosidase, putative 0.012 0.0618 0.2622
Schistosoma mansoni hypothetical protein 0.0165 0.0972 0.1085
Loa Loa (eye worm) 6-phosphofructokinase 0.0105 0.0505 0.0385
Plasmodium falciparum glutamine-dependent NAD(+) synthetase, putative 0.0089 0.038 0.0755
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.017 0.101 1
Trichomonas vaginalis phosphofructokinase, putative 0.0105 0.0505 0.2132
Trichomonas vaginalis glycogen debranching enzyme, putative 0.0129 0.0688 0.2923
Trichomonas vaginalis alpha-glucosidase, putative 0.012 0.0618 0.2622
Trichomonas vaginalis alpha-glucosidase, putative 0.012 0.0618 0.2622
Trichomonas vaginalis conserved hypothetical protein 0.0066 0.0203 0.0831
Trichomonas vaginalis maltase-glucoamylase, putative 0.017 0.101 0.4315
Mycobacterium ulcerans arylamine N-acetyltransferase Nat 0.1332 1 1
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0053 0.0105 0.0108
Echinococcus granulosus histone acetyltransferase KAT2B 0.0136 0.0745 0.0846
Trypanosoma cruzi NAD+ synthase, putative 0.0089 0.038 0.1791
Schistosoma mansoni lipoxygenase 0.0053 0.0105 0.0031
Trichomonas vaginalis sucrase-isomaltase, putative 0.017 0.101 0.4315
Trypanosoma cruzi ATP-dependent 6-phosphofructokinase, glycosomal 0.0105 0.0505 0.3413
Echinococcus granulosus neutral alpha glucosidase AB 0.017 0.101 0.1151
Loa Loa (eye worm) 6-phosphofructokinase 0.0105 0.0505 0.0385
Plasmodium falciparum beta-ketoacyl-ACP synthase III 0.0306 0.2064 1
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0186 0.1132 0.0782
Echinococcus granulosus 6 phosphofructokinase 0.0105 0.0505 0.0569
Trichomonas vaginalis alpha-L-fucosidase, putative 0.0341 0.2327 1
Echinococcus multilocularis lysosomal alpha glucosidase 0.1164 0.8698 1
Toxoplasma gondii glutamine-dependent NAD(+) synthetase protein, putative 0.0089 0.038 0.3696
Echinococcus granulosus fucosidase alpha L 1 tissue 0.0776 0.5699 0.6548
Trichomonas vaginalis alpha-glucosidase, putative 0.017 0.101 0.4315
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.0108 0.0529 0.3725
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0071 0.0243 0.113
Mycobacterium ulcerans 3-oxoacyl-ACP synthase 0.0306 0.2064 0.175
Echinococcus multilocularis gcn5proteinral control of amino acid synthesis 0.014 0.0776 0.0781
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.012 0.0618 0.6117
Plasmodium vivax beta-ketoacyl-acyl carrier protein synthase III precursor, putative 0.0306 0.2064 1
Trichomonas vaginalis alpha-L-fucosidase, putative 0.0341 0.2327 1
Treponema pallidum diphosphate--fructose-6-phosphate 1-phosphotransferase 0.0105 0.0505 1
Trypanosoma brucei ATP-dependent 6-phosphofructokinase, glycosomal 0.0105 0.0505 0.3413
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.012 0.0618 0.2622
Schistosoma mansoni alpha-l-fucosidase 0.0776 0.5699 0.6831
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0186 0.1132 0.0782
Trypanosoma brucei hypothetical protein 0.0108 0.0529 0.3725
Trichomonas vaginalis phosphofructokinase, putative 0.0105 0.0505 0.2132
Trichomonas vaginalis alpha-glucosidase, putative 0.012 0.0618 0.2622
Schistosoma mansoni glutamine-dependent NAD(+) synthetase 0.0053 0.0105 0.0031
Mycobacterium ulcerans alpha-L-fucosidase 0.0776 0.5699 0.5529
Brugia malayi Glycosyl hydrolases family 31 protein 0.012 0.0618 0.0138
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0108 0.0529 0.3725
Trypanosoma brucei cysteine peptidase, Clan CA, family C2, putative 0.0108 0.0529 0.3725
Trichomonas vaginalis alpha-glucosidase, putative 0.012 0.0618 0.2622
Wolbachia endosymbiont of Brugia malayi 3-oxoacyl-ACP synthase 0.0306 0.2064 0.5
Trypanosoma cruzi NAD+ synthase, putative 0.0089 0.038 0.1791
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.0108 0.0529 0.3725
Mycobacterium ulcerans 6-phosphofructokinase 0.0105 0.0505 0.0129
Echinococcus granulosus lysosomal alpha glucosidase 0.1164 0.8698 1
Trichomonas vaginalis alpha-glucosidase, putative 0.017 0.101 0.4315
Mycobacterium tuberculosis 3-oxoacyl-[acyl-carrier-protein] synthase III FabH (beta-ketoacyl-ACP synthase III) (KAS III) 0.0306 0.2064 0.175
Entamoeba histolytica glycogen debranching enzyme, putative 0.0129 0.0688 0.6809
Schistosoma mansoni alpha-glucosidase 0.1113 0.8305 1
Loa Loa (eye worm) hypothetical protein 0.0129 0.0688 0.06
Echinococcus multilocularis glycogen debranching enzyme 0.0129 0.0688 0.0679
Trichomonas vaginalis phosphofructokinase, putative 0.0105 0.0505 0.2132
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.0108 0.0529 0.3725
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.012 0.0618 0.2622
Trichomonas vaginalis alpha-glucosidase, putative 0.017 0.101 0.4315
Schistosoma mansoni dihydrofolate reductase 0.0186 0.1132 0.128
Schistosoma mansoni hypothetical protein 0.0093 0.0411 0.0403
Brugia malayi Amylo-alpha-1,6-glucosidase family protein 0.0129 0.0688 0.0224
Trypanosoma brucei variant surface glycoprotein (VSG), putative 0.0108 0.0529 0.3725
Loa Loa (eye worm) hypothetical protein 0.012 0.0618 0.0518
Trichomonas vaginalis phosphofructokinase, putative 0.0105 0.0505 0.2132
Mycobacterium leprae PROBABLE 6-PHOSPHOFRUCTOKINASE PFKA (PHOSPHOHEXOKINASE) (PHOSPHOFRUCTOKINASE) 0.0105 0.0505 0.1655
Trypanosoma brucei NAD+ synthase, putative 0.0089 0.038 0.1791
Mycobacterium ulcerans 3-oxoacyl-ACP synthase 0.0306 0.2064 0.175
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.0108 0.0529 0.3725
Loa Loa (eye worm) acetyltransferase 0.014 0.0776 0.0703
Onchocerca volvulus 0.0837 0.6173 1
Trypanosoma cruzi glycosyl hydrolase-like protein, putative 0.012 0.0618 0.489
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.017 0.101 0.4315
Trichomonas vaginalis glycogen debranching enzyme, putative 0.0129 0.0688 0.2923
Trypanosoma brucei glycosyl hydrolase-like protein 0.012 0.0618 0.489
Leishmania major alpha glucosidase II subunit, putative 0.017 0.101 1
Trypanosoma brucei glucosidase, putative 0.017 0.101 1
Echinococcus multilocularis neutral alpha glucosidase AB 0.017 0.101 0.1054

Activities

Activity type Activity value Assay description Source Reference
T/C (functional) = 39 % Antitumor activity against CD8F1 mammary tumor and treated mean survival time per control mean survival time was determined at 300 mg/kg ChEMBL. 6699885
T/C (functional) = 39 % Antitumor activity against CD8F1 mammary tumor and treated mean survival time per control mean survival time was determined at 300 mg/kg ChEMBL. 6699885
T/C (functional) = 100 % Antitumor activity against P388 Lymphocytic leukemia and treated mean survival time per control mean survival time was determined at 200 mg/kg ChEMBL. 6699885
T/C (functional) = 100 % Antitumor activity against P388 Lymphocytic leukemia and treated mean survival time per control mean survival time was determined at 200 mg/kg ChEMBL. 6699885
T/C (functional) = 104 % Antitumor activity against P388 Lymphocytic leukemia and treated mean survival time per control mean survival time was determined at 200 mg/kg ChEMBL. 6699885
T/C (functional) = 104 % Antitumor activity against P388 Lymphocytic leukemia and treated mean survival time per control mean survival time was determined at 200 mg/kg ChEMBL. 6699885
T/C (functional) = 113 % Antitumor activity against L1210 lymphoid leukemia and treated mean survival time per control mean survival time was determined at 300 mg/kg ChEMBL. 6699885
T/C (functional) = 113 % Antitumor activity against L1210 lymphoid leukemia and treated mean survival time per control mean survival time was determined at 300 mg/kg ChEMBL. 6699885

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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