Detailed information for compound 33846

Basic information

Technical information
  • TDR Targets ID: 33846
  • Name: 2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methy lamino]benzoyl]amino]-4-sulfobutanoic acid
  • MW: 490.493 | Formula: C19H22N8O6S
  • H donors: 5 H acceptors: 10 LogP: -1.07 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)C(NC(=O)c1ccc(cc1)N(Cc1cnc2c(n1)c(N)nc(n2)N)C)CCS(=O)(=O)O
  • InChi: 1S/C19H22N8O6S/c1-27(9-11-8-22-16-14(23-11)15(20)25-19(21)26-16)12-4-2-10(3-5-12)17(28)24-13(18(29)30)6-7-34(31,32)33/h2-5,8,13H,6-7,9H2,1H3,(H,24,28)(H,29,30)(H,31,32,33)(H4,20,21,22,25,26)
  • InChiKey: AZBMALLCUFVCHQ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]-4-sulfo-butanoic acid
  • 2-[[[4-[(2,4-diamino-6-pteridinyl)methyl-methylamino]phenyl]-oxomethyl]amino]-4-sulfobutanoic acid
  • 2-[[4-[[2,4-bis(azanyl)pteridin-6-yl]methyl-methyl-amino]phenyl]carbonylamino]-4-sulfo-butanoic acid
  • 2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]benzoyl]amino]-4-sulfo-butyric acid
  • 2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]phenyl]carbonylamino]-4-sulfo-butanoic acid
  • 90081-15-5
  • NCI60_034431
  • NSC696558
  • 2-[(4-{[(2,4-Diaminopteridin-6-yl)methyl]methylamino}phenyl)carbonylamino]-4-sulfobutanoic acid
  • AIDS-097017
  • AIDS097017
  • N-(4-Amino-4-deoxy-N10-methypteroyl)-D,L-homocysteic acid
  • 2-((4-(((2,4-Diaminopteridin-6-yl)methyl)methylamino)phenyl)carbonylamino)-4-sulfobutanoic acid

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
Loa Loa (eye worm) NADH-ubiquinone oxidoreductase 51 kDa subunit 0.0782 0.1405 0.1405
Echinococcus multilocularis tyrosine protein phosphatase non receptor type 0.3532 1 1
Mycobacterium leprae probable proteasome (alpha subunit) PrcA 0.1788 0.455 0.5
Trichomonas vaginalis NADH-ubiquinone oxidoreductase flavoprotein, putative 0.0782 0.1405 0.5
Loa Loa (eye worm) protein-tyrosine phosphatase 0.3532 1 1
Mycobacterium tuberculosis Proteasome alpha subunit PrcA; assembles with beta subunit PrcB. 0.1788 0.455 1
Wolbachia endosymbiont of Brugia malayi NADH dehydrogenase I subunit F 0.0782 0.1405 1
Trypanosoma brucei NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial, putative 0.0782 0.1405 0.5
Trichomonas vaginalis NADH-ubiquinone oxidoreductase flavoprotein, putative 0.0782 0.1405 0.5
Echinococcus granulosus receptor type tyrosine protein phosphatase 0.061 0.0867 0.0423
Trypanosoma cruzi NADH-ubiquinone oxidoreductase, mitochondrial, putative 0.0782 0.1405 0.5
Onchocerca volvulus NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial homolog 0.0419 0.0271 0.5
Mycobacterium ulcerans proteasome PrcA 0.1788 0.455 1
Echinococcus granulosus receptor type tyrosine protein phosphatase 0.061 0.0867 0.0423
Brugia malayi hypothetical protein 0.036 0.0087 0.0087
Loa Loa (eye worm) hypothetical protein 0.036 0.0087 0.0087
Echinococcus multilocularis NADH dehydrogenase (ubiquinone) flavoprotein 1 0.0782 0.1405 0.0589
Leishmania major NADH-ubiquinone oxidoreductase, mitochondrial, putative 0.0782 0.1405 0.5
Echinococcus granulosus tyrosine protein phosphatase non receptor type 0.3532 1 1
Trypanosoma brucei NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial 0.0782 0.1405 0.5
Schistosoma mansoni NADH-ubiquinone oxidoreductase 0.0782 0.1405 0.0987
Schistosoma mansoni protein tyrosine phosphatase non-receptor type nt1 0.3532 1 1
Mycobacterium ulcerans NADH dehydrogenase I subunit F 0.0782 0.1405 0.2304
Trypanosoma cruzi NADH-ubiquinone oxidoreductase, mitochondrial, putative 0.0782 0.1405 0.5
Echinococcus granulosus Receptor type tyrosine protein phosphatase O 0.1504 0.3661 0.3353
Echinococcus granulosus NADH dehydrogenase ubiquinone flavoprotein 1 0.0782 0.1405 0.0987
Mycobacterium tuberculosis Probable NADH dehydrogenase I (chain F) NuoF (NADH-ubiquinone oxidoreductase chain F) 0.0782 0.1405 0.2304
Brugia malayi NADH-ubiquinone oxidoreductase 51 kDa subunit, mitochondrial precursor 0.0782 0.1405 0.1405

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 144 % In vivo antitumor activity was evaluated against L1210 leukemia implanted mice by measuring percent increase in life span after intraperitoneal administration of compound at 16 mg/kg ChEMBL. 6546949
Activity (functional) = 144 % In vivo antitumor activity was evaluated against L1210 leukemia implanted mice by measuring percent increase in life span after intraperitoneal administration of compound at 16 mg/kg ChEMBL. 6546949
Activity (functional) = 155 % In vivo antitumor activity was evaluated against L1210 leukemia implanted mice by measuring percent increase in life span after intraperitoneal administration of compound at 16 mg/kg ChEMBL. 6546949
Activity (functional) = 155 % In vivo antitumor activity was evaluated against L1210 leukemia implanted mice by measuring percent increase in life span after intraperitoneal administration of compound at 16 mg/kg ChEMBL. 6546949
GI50 (functional) -7.474 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Leukemia cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -6.456 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the MDA-N Breast cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -6.278 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -6.084 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SF-539 Central Nervous System cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -5.747 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SK-MEL-5 Melanoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -5.725 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the NCI-H23 Non-Small Cell Lung cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -5.565 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the UO-31 Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -5.34 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SN12C Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -5.235 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the DU-145 Prostate cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -5.101 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the MALME-3M Melanoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell line. (Class of assay: confirmatory) ChEMBL. No reference
ID50 (functional) = 0.041 uM Compound was evaluated for its antitumor activity by the inhibition of L1210 murine leukemia dihydrofolate reductase ChEMBL. 6546949
ID50 (functional) = 0.041 uM Compound was evaluated for its antitumor activity by the inhibition of L1210 murine leukemia dihydrofolate reductase ChEMBL. 6546949
ID50 (functional) = 0.18 uM Compound was evaluated for its cytotoxicity against the L1210 murine leukemia cell culture ChEMBL. 6546949
ID50 (functional) = 0.18 uM Compound was evaluated for its cytotoxicity against the L1210 murine leukemia cell culture ChEMBL. 6546949
Inhibition (binding) = 59 % Inhibition of Folyl-polyglutamate synthase from mouse liver ChEMBL. 3385729
Inhibition (binding) = 59 % Inhibition of Folyl-polyglutamate synthase from mouse liver ChEMBL. 3385729
Ki (binding) = 188 uM Inhibition of Folyl-polyglutamate synthase from mouse liver ChEMBL. 3385729
Ki (binding) = 188 uM Inhibition of Folyl-polyglutamate synthase from mouse liver ChEMBL. 3385729
Ki (binding) = 198 uM Compound was evaluated for the binding affinity to mouse liver folyl polyglutamate synthetase. ChEMBL. 6546949
Ki (binding) = 198 uM Compound was evaluated for the binding affinity to mouse liver folyl polyglutamate synthetase. ChEMBL. 6546949
Survival days (functional) = 19 In vivo antitumor activity was evaluated against L1210 leukemia implanted mice by measuring number of survival days after intraperitoneal administration of compound at 16 mg/kg; range 19-21 ChEMBL. 6546949
Survival days (functional) = 21 In vivo antitumor activity was evaluated against L1210 leukemia implanted mice by measuring T/C median after intraperitoneal administration of compound at 16 mg/kg; 21/9 ChEMBL. 6546949
Survival days (functional) = 21 In vivo antitumor activity was evaluated against L1210 leukemia implanted mice by measuring number of survival days after intraperitoneal administration of compound at 32 mg/kg; range 21-24 ChEMBL. 6546949
Survival days (functional) = 22 In vivo antitumor activity was evaluated against L1210 leukemia implanted mice by measuring T/C median after intraperitoneal administration of compound at 32 mg/kg; 22/9 ChEMBL. 6546949
Weight change (functional) = -12 % In vivo antitumor activity was evaluated against L1210 leukemia implanted mice by measuring 7-day weight change after intraperitoneal administration of compound at 32 mg/kg ChEMBL. 6546949
Weight change (functional) = -12 % In vivo antitumor activity was evaluated against L1210 leukemia implanted mice by measuring 7-day weight change after intraperitoneal administration of compound at 32 mg/kg ChEMBL. 6546949
Weight change (functional) = -9 % In vivo antitumor activity was evaluated against L1210 leukemia implanted mice by measuring 7-day weight change after intraperitoneal administration of compound at 16 mg/kg ChEMBL. 6546949
Weight change (functional) = -9 % In vivo antitumor activity was evaluated against L1210 leukemia implanted mice by measuring 7-day weight change after intraperitoneal administration of compound at 16 mg/kg ChEMBL. 6546949

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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