Detailed information for compound 53130

Basic information

Technical information
  • TDR Targets ID: 53130
  • Name: 2-[[4-[(2-amino-4-oxo-1H-pyrido[3,2-d]pyrimid in-6-yl)methylamino]benzoyl]amino]pentanedioi c acid
  • MW: 440.409 | Formula: C20H20N6O6
  • H donors: 6 H acceptors: 9 LogP: 0.46 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 2
  • SMILES: OC(=O)CCC(C(=O)O)NC(=O)c1ccc(cc1)NCc1ccc2c(n1)c(O)nc(n2)N
  • InChi: 1S/C20H20N6O6/c21-20-25-13-6-5-12(23-16(13)18(30)26-20)9-22-11-3-1-10(2-4-11)17(29)24-14(19(31)32)7-8-15(27)28/h1-6,14,22H,7-9H2,(H,24,29)(H,27,28)(H,31,32)(H3,21,25,26,30)
  • InChiKey: PEIIBFVUZRSFNO-UHFFFAOYSA-N  

Network

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Synonyms

  • 2-[[[4-[(2-amino-4-oxo-1H-pyrido[3,2-d]pyrimidin-6-yl)methylamino]phenyl]-oxomethyl]amino]pentanedioic acid
  • 2-[[4-[(2-azanyl-4-oxo-1H-pyrido[3,2-d]pyrimidin-6-yl)methylamino]phenyl]carbonylamino]pentanedioic acid
  • 2-[[4-[(2-amino-4-keto-1H-pyrido[3,2-d]pyrimidin-6-yl)methylamino]benzoyl]amino]glutaric acid
  • 8-deazafolic acid
  • 2-[[4-[(2-amino-4-oxo-1H-pyrido[6,5-e]pyrimidin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
  • 2-[[[4-[(2-amino-4-oxo-1H-pyrido[6,5-e]pyrimidin-6-yl)methylamino]phenyl]-oxomethyl]amino]pentanedioic acid
  • 2-[[4-[(2-amino-4-keto-1H-pyrido[6,5-e]pyrimidin-6-yl)methylamino]benzoyl]amino]glutaric acid
  • 2-[[4-[(2-amino-4-oxo-1H-pyrido[6,5-e]pyrimidin-6-yl)methylamino]phenyl]carbonylamino]pentanedioic acid
  • 51989-25-4
  • L-Glutamic acid, N-[4-[[(2-amino-4-hydroxypyrido[3,2-d]pyrimidin-6-yl)methyl]amino]benzoyl]-
  • NSC173522

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase/IMP cyclohydrolase Starlite/ChEMBL References
Lactobacillus casei Dihydrofolate reductase Starlite/ChEMBL References
Lactobacillus casei Thymidylate synthase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma mansoni dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) Get druggable targets OG5_127385 All targets in OG5_127385
Loa Loa (eye worm) thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans Bifunctional transforymlase/cyclohydrolase Get druggable targets OG5_127961 All targets in OG5_127961
Echinococcus multilocularis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi dihydrofolate reductase family protein Get druggable targets OG5_128410 All targets in OG5_128410
Leishmania infantum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Cryptosporidium hominis chain A, crystal structure of Dhfr Get druggable targets OG5_127385 All targets in OG5_127385
Wolbachia endosymbiont of Brugia malayi AICAR transformylase/IMP cyclohydrolase PurH Get druggable targets OG5_127961 All targets in OG5_127961
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium tuberculosis Probable bifunctional purine biosynthesis protein PurH: phosphoribosylaminoimidazolecarboxamide formyltransferase (AICAR transfo Get druggable targets OG5_127961 All targets in OG5_127961
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Get druggable targets OG5_128410 All targets in OG5_128410
Loa Loa (eye worm) dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus multilocularis thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus granulosus thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium yoelii thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Chlamydia trachomatis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Leishmania major dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative Get druggable targets OG5_127385 All targets in OG5_127385
Brugia malayi thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium leprae Probable bifunctional purine biosynthesis protein PurH : phosphoribosylaminoimidazolecarboxamide formyltransferase (aicar transf Get druggable targets OG5_127961 All targets in OG5_127961
Mycobacterium ulcerans thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Get druggable targets OG5_128410 All targets in OG5_128410
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans hypothetical protein Get druggable targets OG5_128410 All targets in OG5_128410
Leishmania donovani dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans Bifunctional transforymlase/cyclohydrolase Get druggable targets OG5_127961 All targets in OG5_127961
Mycobacterium ulcerans bifunctional phosphoribosylaminoimidazolecarboxamide formyltransferase/IMP cyclohydrolase Get druggable targets OG5_127961 All targets in OG5_127961
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Babesia bovis dihydrofolate reductase/thymidilate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Brugia malayi Dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma japonicum hypothetical protein Get druggable targets OG5_127385 All targets in OG5_127385

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   163 aa 173 aa 27.2 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   163 aa 139 aa 21.6 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   163 aa 133 aa 27.1 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   163 aa 138 aa 29.7 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0208 0.0222 0.1097
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.1033 0.8326 1
Mycobacterium leprae conserved hypothetical protein 0.0329 0.1415 0.6692
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.1033 0.8326 1
Trypanosoma brucei cAMP-specific phosphodiesterase 0.1033 0.8326 1
Onchocerca volvulus 0.0389 0.2005 0.5
Brugia malayi 3'5'-cyclic nucleotide phosphodiesterase family protein 0.0456 0.2662 1
Schistosoma mansoni biogenic amine (5HT) receptor 0.1204 1 1
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0704 0.5095 0.6119
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis cAMP/cGMP cyclic nucleotide phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Brugia malayi dihydrofolate reductase family protein 0.0208 0.0222 0.0826
Echinococcus granulosus dual 3'5' cyclic AMP and GMP phosphodiesterase 0.1033 0.8326 0.8298
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Treponema pallidum 5'-nucleotidase (ushA) 0.0449 0.2595 0.5
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0469 0.2784 1
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.1033 0.8326 1
Echinococcus multilocularis thymidylate synthase 0.0389 0.2005 0.187
Trichomonas vaginalis conserved hypothetical protein 0.0329 0.1415 0.1698
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0389 0.2005 1
Toxoplasma gondii GAF domain-containing protein 0.0329 0.1415 0.1999
Schistosoma mansoni 23-cyclic-nucleotide 2-phosphodiesterase 0.0449 0.2595 0.247
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Wolbachia endosymbiont of Brugia malayi AICAR transformylase/IMP cyclohydrolase PurH 0.0293 0.1062 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0906 0.708 0.8502
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0469 0.2784 1
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Brugia malayi thymidylate synthase 0.0389 0.2005 0.7531
Schistosoma mansoni dihydrofolate reductase 0.0208 0.0222 0.0057
Schistosoma mansoni cgmp-dependent 35-cyclic phosphodiesterase 0.0456 0.2662 0.2538
Mycobacterium ulcerans bifunctional phosphoribosylaminoimidazolecarboxamide formyltransferase/IMP cyclohydrolase 0.0293 0.1062 0.4709
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.1033 0.8326 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0389 0.2005 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0469 0.2784 0.3933
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis conserved hypothetical protein 0.0906 0.708 0.8502
Mycobacterium ulcerans putative regulatory protein 0.0329 0.1415 0.6692
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Mycobacterium leprae Probable bifunctional purine biosynthesis protein PurH : phosphoribosylaminoimidazolecarboxamide formyltransferase (aicar transf 0.0293 0.1062 0.4709
Loa Loa (eye worm) hypothetical protein 0.0456 0.2662 1
Echinococcus multilocularis biogenic amine (5HT) receptor 0.1204 1 1
Trichomonas vaginalis conserved hypothetical protein 0.1033 0.8326 1
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Mycobacterium tuberculosis Probable bifunctional purine biosynthesis protein PurH: phosphoribosylaminoimidazolecarboxamide formyltransferase (AICAR transfo 0.0293 0.1062 0.5289
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0456 0.2662 0.3195
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Brugia malayi Dihydrofolate reductase 0.0208 0.0222 0.0826
Mycobacterium tuberculosis Two component sensor histidine kinase DevS 0.0329 0.1415 0.7055
Schistosoma mansoni 23-cyclic-nucleotide 2-phosphodiesterase 0.0448 0.2583 0.2457
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.1033 0.8326 1
Toxoplasma gondii hypothetical protein 0.0906 0.708 1
Echinococcus multilocularis cAMP and cAMP inhibited cGMP 3',5' cyclic 0.0456 0.2662 0.2538
Brugia malayi Probable 3',5'-cyclic phosphodiesterase C32E12.2, putative 0.0456 0.2662 1
Echinococcus granulosus thymidylate synthase 0.0389 0.2005 0.187
Echinococcus multilocularis dihydrofolate reductase 0.0208 0.0222 0.0057
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0469 0.2784 0.3342
Mycobacterium tuberculosis Two component sensor histidine kinase DosT 0.0329 0.1415 0.7055
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Echinococcus granulosus dihydrofolate reductase 0.0208 0.0222 0.0057
Trypanosoma brucei cAMP-specific phosphodiesterase 0.1033 0.8326 1
Toxoplasma gondii hypothetical protein 0.0329 0.1415 0.1999
Echinococcus multilocularis dual 3',5' cyclic AMP and GMP phosphodiesterase 0.1033 0.8326 0.8298
Echinococcus granulosus cAMP and cAMP inhibited cGMP 3'5' cyclic 0.0456 0.2662 0.2538
Toxoplasma gondii 5'-nucleotidase, C-terminal domain-containing protein 0.0449 0.2595 0.3666
Mycobacterium ulcerans putative regulatory protein 0.0329 0.1415 0.6692
Loa Loa (eye worm) thymidylate synthase 0.0389 0.2005 0.7309
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.1033 0.8326 1
Mycobacterium ulcerans two component sensor histidine kinase DevS 0.0329 0.1415 0.6692
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0456 0.2662 0.3195
Loa Loa (eye worm) hypothetical protein 0.0329 0.1415 0.4891
Toxoplasma gondii hypothetical protein 0.0329 0.1415 0.1999
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0704 0.5095 0.6119
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.1033 0.8326 1
Mycobacterium ulcerans thymidylate synthase 0.0389 0.2005 1
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis conserved hypothetical protein 0.0906 0.708 0.8502
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0389 0.2005 0.187
Schistosoma mansoni camp/cgmp cyclic nucleotide phosphodiesterase 0.1033 0.8326 0.8298
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.1033 0.8326 1
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0456 0.2662 0.3195
Chlamydia trachomatis dihydrofolate reductase 0.0208 0.0222 0.5
Trichomonas vaginalis cAMP and cAMP-inhibited cGMP 3,5-cyclic phosphodiesterase, putative 0.0704 0.5095 0.6119
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1033 0.8326 1
Plasmodium falciparum GAF domain-related protein, putative 0.0329 0.1415 0.4771
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.1033 0.8326 1

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 23 uM Concentration required for inhibition of colony formation (cytotoxicity) against human epidermoid carcinoma cell number 2 ChEMBL. 6948961
IC50 (functional) = 0.00000133 M Tested for growth inhibition of L1210 leukemia cells ChEMBL. 3121855
IC50 (functional) = 0.00000133 M Tested for growth inhibition of L1210 leukemia cells ChEMBL. 3121855
IC50 (binding) = 0.0000064 M Inhibitory activity of the compound against AICAR formyltransferase of L. casei ChEMBL. 3121855
IC50 (binding) = 0.000012 M Inhibitory activity of the compound against dihydrofolate reductase of L. casei ChEMBL. 3121855
IC50 (binding) = 0.000014 M Inhibitory activity of the compound against thymidylate synthase of L. casei ChEMBL. 3121855
IC50 (binding) > 0.00002 M Inhibitory activity of the compound against GAR transformylase of L. casei ChEMBL. 3121855
IC50 (binding) = 0.0000064 nM Inhibitory activity of the compound against AICAR formyltransferase of L. casei ChEMBL. 3121855
IC50 (binding) = 0.000012 nM Inhibitory activity of the compound against dihydrofolate reductase of L. casei ChEMBL. 3121855
IC50 (binding) = 0.000014 nM Inhibitory activity of the compound against thymidylate synthase of L. casei ChEMBL. 3121855
IC50 (binding) > 0.00002 nM Inhibitory activity of the compound against GAR transformylase of L. casei ChEMBL. 3121855
IC50 (functional) = 0.3 nM Tested for growth inhibition of S. faecium (ATCC 8043) ChEMBL. 3121855
IC50 (functional) = 1.4 nM Tested for growth inhibition of L. casei (ATCC 7649) ChEMBL. 3121855
IC50 (functional) = 294 nM Tested for growth inhibition of S. faecium (MTX resistant) ChEMBL. 3121855
IC50 (functional) = 2036 nM Tested for growth inhibition of L. casei (MTX resistant) ChEMBL. 3121855

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 3121855

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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