Detailed information for compound 432027

Basic information

Technical information
  • TDR Targets ID: 432027
  • Name: (2S)-3-[[2-[(3R,5S)-1-phenylmethoxycarbonyl-5 -[(pyridin-2-ylamino)methyl]pyrrolidin-3-yl]o xyacetyl]amino]-2-[(2,4,6-trimethylbenzoyl)am ino]propanoic acid
  • MW: 617.692 | Formula: C33H39N5O7
  • H donors: 4 H acceptors: 6 LogP: 3.72 Rotable bonds: 17
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=C(NC[C@@H](C(=O)O)NC(=O)c1c(C)cc(cc1C)C)CO[C@H]1CN([C@@H](C1)CNc1ccccn1)C(=O)OCc1ccccc1
  • InChi: 1S/C33H39N5O7/c1-21-13-22(2)30(23(3)14-21)31(40)37-27(32(41)42)17-36-29(39)20-44-26-15-25(16-35-28-11-7-8-12-34-28)38(18-26)33(43)45-19-24-9-5-4-6-10-24/h4-14,25-27H,15-20H2,1-3H3,(H,34,35)(H,36,39)(H,37,40)(H,41,42)/t25-,26+,27-/m0/s1
  • InChiKey: ZJQXQBNPHQGXKR-VJGNERBWSA-N  

Network

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Synonyms

  • (2S)-3-[[2-[(3R,5S)-1-benzyloxycarbonyl-5-[(2-pyridylamino)methyl]pyrrolidin-3-yl]oxyacetyl]amino]-2-[(2,4,6-trimethylbenzoyl)amino]propanoic acid
  • (2S)-3-[[2-[[(3R,5S)-1-benzyloxycarbonyl-5-[(2-pyridylamino)methyl]-3-pyrrolidinyl]oxy]-1-oxoethyl]amino]-2-[[oxo-(2,4,6-trimethylphenyl)methyl]amino]propanoic acid
  • (2S)-3-[2-[(3R,5S)-1-phenylmethoxycarbonyl-5-[(pyridin-2-ylamino)methyl]pyrrolidin-3-yl]oxyethanoylamino]-2-[(2,4,6-trimethylphenyl)carbonylamino]propanoic acid
  • (2S)-3-[[2-[(3R,5S)-1-carbobenzoxy-5-[(2-pyridylamino)methyl]pyrrolidin-3-yl]oxyacetyl]amino]-2-[(2,4,6-trimethylbenzoyl)amino]propionic acid
  • (2S)-3-[[2-[(3R,5S)-1-(phenylmethoxycarbonyl)-5-[(pyridin-2-ylamino)methyl]pyrrolidin-3-yl]oxyacetyl]amino]-2-[(2,4,6-trimethylbenzoyl)amino]propanoic acid
  • (2S)-3-[[2-[(3R,5S)-1-(phenylmethoxycarbonyl)-5-[(2-pyridylamino)methyl]pyrrolidin-3-yl]oxyacetyl]amino]-2-[(2,4,6-trimethylbenzoyl)amino]propanoic acid
  • (2S)-3-[[1-oxo-2-[[(3R,5S)-1-[oxo-(phenylmethoxy)methyl]-5-[(2-pyridylamino)methyl]-3-pyrrolidinyl]oxy]ethyl]amino]-2-[[oxo-(2,4,6-trimethylphenyl)methyl]amino]propanoic acid
  • (2S)-3-[[2-[(3R,5S)-1-(benzyloxycarbonyl)-5-[(2-pyridylamino)methyl]pyrrolidin-3-yl]oxyacetyl]amino]-2-[(2,4,6-trimethylbenzoyl)amino]propionic acid
  • (2S)-3-[2-[(3R,5S)-1-(phenylmethoxycarbonyl)-5-[(pyridin-2-ylamino)methyl]pyrrolidin-3-yl]oxyethanoylamino]-2-[(2,4,6-trimethylphenyl)carbonylamino]propanoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens integrin, alpha V Starlite/ChEMBL References
Homo sapiens integrin, beta 1 (fibronectin receptor, beta polypeptide, antigen CD29 includes MDF2, MSK12) Starlite/ChEMBL References
Homo sapiens integrin, beta 3 (platelet glycoprotein IIIa, antigen CD61) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Integrin alpha pat-2 precursor Get druggable targets OG5_129341 All targets in OG5_129341
Loa Loa (eye worm) integrin beta-2 Get druggable targets OG5_127959 All targets in OG5_127959
Echinococcus multilocularis integrin beta 2 Get druggable targets OG5_127959 All targets in OG5_127959
Echinococcus granulosus integrin alpha 3 Get druggable targets OG5_129341 All targets in OG5_129341
Schistosoma japonicum Integrin beta-PS precursor, putative Get druggable targets OG5_127959 All targets in OG5_127959
Loa Loa (eye worm) integrin alpha pat-2 Get druggable targets OG5_129341 All targets in OG5_129341
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129341 All targets in OG5_129341
Schistosoma japonicum Integrin beta-3 precursor, putative Get druggable targets OG5_127959 All targets in OG5_127959
Schistosoma mansoni integrin alpha Get druggable targets OG5_129341 All targets in OG5_129341
Echinococcus multilocularis integrin alpha 3 Get druggable targets OG5_129341 All targets in OG5_129341
Schistosoma mansoni integrin beta subunit Get druggable targets OG5_127959 All targets in OG5_127959
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129341 All targets in OG5_129341
Schistosoma japonicum ko:K06476 integrin alpha 2B, putative Get druggable targets OG5_129341 All targets in OG5_129341
Schistosoma japonicum IPR013513,Integrin alpha chain, C-terminal cytoplasmic region,domain-containing Get druggable targets OG5_129341 All targets in OG5_129341
Brugia malayi Integrin beta pat-3 precursor Get druggable targets OG5_127959 All targets in OG5_127959
Schistosoma japonicum ko:K06464 integrin beta 2, putative Get druggable targets OG5_127959 All targets in OG5_127959
Echinococcus granulosus integrin beta 2 Get druggable targets OG5_127959 All targets in OG5_127959

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis integrin alpha ps integrin, alpha V 1002 aa 908 aa 22.6 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Schistosoma mansoni cercarial elastase (S01 family) 0.0051 0.0463 0.0719
Echinococcus multilocularis Peptidase S1 S6, chymotrypsin Hap 0.0051 0.0463 0.0566
Toxoplasma gondii carbamoylphosphate synthetase 0.0033 0.0215 0.2149
Echinococcus granulosus integrin alpha 3 0.0142 0.1687 0.2244
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0063 0.0623 0.0785
Schistosoma mansoni cercarial elastase (S01 family) 0.0051 0.0463 0.0719
Schistosoma mansoni cercarial elastase (S01 family) 0.0051 0.0463 0.0719
Loa Loa (eye worm) hypothetical protein 0.0024 0.0103 0.0054
Schistosoma mansoni integrin alpha 0.0185 0.227 0.3865
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0051 0.0463 0.0719
Echinococcus multilocularis integrin alpha ps 0.004 0.031 0.0357
Giardia lamblia Tenascin-like 0.0024 0.0103 0.5
Loa Loa (eye worm) hypothetical protein 0.0024 0.0103 0.0054
Plasmodium vivax carbamoyl phosphate synthetase, putative 0.0033 0.0215 1
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.0068 0.0697 0.065
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0051 0.0463 0.0719
Echinococcus granulosus fibrillin 1 0.0024 0.0103 0.0074
Schistosoma mansoni hypothetical protein 0.0051 0.0463 0.0719
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.0059 0.0576 0.0529
Echinococcus granulosus integrin alpha ps 0.0083 0.0893 0.1155
Echinococcus granulosus fibrillin 2 0.0024 0.0103 0.0074
Onchocerca volvulus 0.0051 0.0463 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0051 0.0463 0.0719
Brugia malayi EGF-like domain containing protein 0.0024 0.0103 0.0054
Brugia malayi Trypsin family protein 0.0051 0.0463 0.0415
Brugia malayi EGF-like domain containing protein 0.0024 0.0103 0.0054
Leishmania major 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.0059 0.0576 0.7491
Schistosoma mansoni tyrosyl-DNA phosphodiesterase 0.0068 0.0697 0.1126
Loa Loa (eye worm) hypothetical protein 0.0051 0.0463 0.0415
Echinococcus multilocularis integrin alpha 3 0.0142 0.1687 0.2244
Echinococcus granulosus transmembrane protease serine 3 0.0051 0.0463 0.0566
Loa Loa (eye worm) hypothetical protein 0.0102 0.1151 0.1107
Echinococcus granulosus Mastin 0.0051 0.0463 0.0566
Plasmodium falciparum carbamoyl phosphate synthetase 0.0033 0.0215 1
Echinococcus multilocularis enteropeptidase 0.0051 0.0463 0.0566
Brugia malayi Trypsin family protein 0.0051 0.0463 0.0415
Schistosoma mansoni cercarial elastase (S01 family) 0.0051 0.0463 0.0719
Loa Loa (eye worm) hypothetical protein 0.0145 0.1734 0.1693
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0055 0.0522 0.0475
Brugia malayi EGF-like domain containing protein 0.0024 0.0103 0.0054
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0059 0.0576 0.1222
Brugia malayi hypothetical protein 0.0051 0.0463 0.0415
Schistosoma mansoni cercarial elastase (S01 family) 0.0051 0.0463 0.0719
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0059 0.0576 0.0721
Trichomonas vaginalis hypothetical protein 0.0024 0.0103 0.0738
Loa Loa (eye worm) hypothetical protein 0.014 0.1662 0.1621
Schistosoma mansoni cercarial elastase (S01 family) 0.0051 0.0463 0.0719
Echinococcus multilocularis integrin alpha ps 0.0083 0.0893 0.1155
Echinococcus granulosus glycoprotein Antigen 5 0.0051 0.0463 0.0566
Leishmania major tyrosyl-DNA phosphodiesterase 1 0.0068 0.0697 1
Loa Loa (eye worm) hypothetical protein 0.0051 0.0463 0.0415
Giardia lamblia hypothetical protein 0.0024 0.0103 0.5
Trichomonas vaginalis teneurin and N-acetylglucosamine-1-phosphodiester alpha-N-acetylglucosaminidase, putative 0.0024 0.0103 0.0738
Onchocerca volvulus 0.0051 0.0463 1
Giardia lamblia High cysteine protein 0.0024 0.0103 0.5
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0051 0.0463 0.0719
Mycobacterium ulcerans hypothetical protein 0.0051 0.0463 0.0839
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0063 0.0623 0.0785
Giardia lamblia Neurogenic locus Notch protein precursor 0.0024 0.0103 0.5
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0051 0.0463 0.0719
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) 0.0051 0.0463 0.0566
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0051 0.0463 0.0719
Echinococcus multilocularis fibrillin 1 0.0024 0.0103 0.0074
Trichomonas vaginalis protein phosphatase type 2C, putative 0.012 0.14 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0051 0.0463 0.0719
Echinococcus granulosus Peptidase S1 S6 chymotrypsin Hap 0.0051 0.0463 0.0566
Wolbachia endosymbiont of Brugia malayi AICAR transformylase/IMP cyclohydrolase PurH 0.0251 0.3167 1
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.0059 0.0576 0.0916
Giardia lamblia Neurogenic locus notch-like protein 0.0024 0.0103 0.5
Trypanosoma brucei tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0068 0.0697 0.5
Echinococcus multilocularis protein jagged 2 0.0024 0.0103 0.0074
Onchocerca volvulus 0.0051 0.0463 1
Giardia lamblia Tenascin-X 0.0024 0.0103 0.5
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0051 0.0463 0.0719
Loa Loa (eye worm) hypothetical protein 0.0051 0.0463 0.0415
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0059 0.0576 0.0721
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0063 0.0623 0.0181
Onchocerca volvulus 0.0024 0.0103 0.1304
Wolbachia endosymbiont of Brugia malayi carbamoyl phosphate synthase large subunit 0.0033 0.0215 0.0679
Mycobacterium ulcerans bifunctional phosphoribosylaminoimidazolecarboxamide formyltransferase/IMP cyclohydrolase 0.0251 0.3167 1
Echinococcus multilocularis fibrillin 2 0.0024 0.0103 0.0074
Giardia lamblia Tenascin precursor 0.0024 0.0103 0.5
Echinococcus granulosus transcription factor Dp 1 0.004 0.0308 0.0354
Loa Loa (eye worm) hypothetical protein 0.0051 0.0463 0.0415
Schistosoma mansoni hypothetical protein 0.0051 0.0463 0.0719
Loa Loa (eye worm) hypothetical protein 0.0051 0.0463 0.0415
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0057 0.0546 0.068
Loa Loa (eye worm) trypsin family protein 0.0051 0.0463 0.0415
Toxoplasma gondii aldehyde dehydrogenase 0.0063 0.0623 1
Brugia malayi Kelch motif family protein 0.0115 0.1328 0.1285
Brugia malayi Trypsin family protein 0.0051 0.0463 0.0415
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0063 0.0623 0.8464
Trichomonas vaginalis protein phosphatase 2C delta isoform, putative 0.012 0.14 1
Brugia malayi EGF-like domain containing protein 0.0024 0.0103 0.0054
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0057 0.0546 0.068
Loa Loa (eye worm) integrin beta-2 0.0756 1 1
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.0068 0.0697 0.0887
Loa Loa (eye worm) hypothetical protein 0.0051 0.0463 0.0415
Brugia malayi hypothetical protein 0.0115 0.1328 0.1285
Echinococcus granulosus adam 0.0024 0.0103 0.0074
Trichomonas vaginalis protein phosphatase 2C, putative 0.012 0.14 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0063 0.0623 0.1381
Schistosoma mansoni integrin alpha-ps 0.0043 0.0356 0.0534
Echinococcus multilocularis integrin alpha ps 0.0083 0.0893 0.1155
Schistosoma mansoni cercarial elastase (S01 family) 0.0051 0.0463 0.0719
Echinococcus multilocularis Mastin 0.0051 0.0463 0.0566
Mycobacterium ulcerans aldehyde dehydrogenase 0.0063 0.0623 0.1381
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family 0.0051 0.0463 0.0566
Onchocerca volvulus 0.0051 0.0463 1
Onchocerca volvulus 0.0051 0.0463 1
Brugia malayi Trypsin-like protease protein 5 0.0051 0.0463 0.0415
Loa Loa (eye worm) hypothetical protein 0.004 0.031 0.0262
Giardia lamblia High cysteine protein 0.0024 0.0103 0.5
Schistosoma mansoni cercarial elastase (S01 family) 0.0051 0.0463 0.0719
Schistosoma mansoni hypothetical protein 0.004 0.031 0.0454
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.0068 0.0697 0.0887
Mycobacterium leprae Probable bifunctional purine biosynthesis protein PurH : phosphoribosylaminoimidazolecarboxamide formyltransferase (aicar transf 0.0251 0.3167 0.5
Echinococcus multilocularis integrin beta 2 0.056 0.7349 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0051 0.0463 0.0719
Schistosoma mansoni integrin beta subunit 0.0445 0.5796 1
Loa Loa (eye worm) hypothetical protein 0.0043 0.0356 0.0309
Loa Loa (eye worm) hypothetical protein 0.0024 0.0103 0.0054
Echinococcus multilocularis adam 0.0024 0.0103 0.0074
Echinococcus granulosus integrin alpha ps 0.004 0.031 0.0357
Schistosoma mansoni cercarial elastase (S01 family) 0.0051 0.0463 0.0719
Mycobacterium tuberculosis Probable bifunctional purine biosynthesis protein PurH: phosphoribosylaminoimidazolecarboxamide formyltransferase (AICAR transfo 0.0251 0.3167 1
Brugia malayi Integrin alpha cytoplasmic region family protein 0.014 0.1662 0.1621
Schistosoma mansoni aldehyde dehydrogenase 0.0063 0.0623 0.0998
Loa Loa (eye worm) integrin alpha pat-2 0.0285 0.3622 0.359
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0068 0.0697 0.5
Echinococcus multilocularis transmembrane protease serine 3 0.0051 0.0463 0.0566
Echinococcus granulosus enteropeptidase 0.0051 0.0463 0.0566
Loa Loa (eye worm) hypothetical protein 0.0051 0.0463 0.0415
Schistosoma mansoni lipoxygenase 0.0057 0.0546 0.0863
Brugia malayi Tyrosyl-DNA phosphodiesterase family protein 0.0068 0.0697 0.065
Brugia malayi Trypsin family protein 0.0051 0.0463 0.0415
Echinococcus granulosus integrin beta 2 0.056 0.7349 1
Brugia malayi Chymotrypsin-like protease CTRL-1 precursor 0.0051 0.0463 0.0415
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0068 0.0697 0.5
Loa Loa (eye worm) kelch domain-containing protein family protein 0.0115 0.1328 0.1285
Mycobacterium ulcerans aldehyde dehydrogenase 0.0063 0.0623 0.1381
Onchocerca volvulus 0.0051 0.0463 1
Loa Loa (eye worm) hypothetical protein 0.012 0.1398 0.1355
Schistosoma mansoni aldehyde dehydrogenase 0.0063 0.0623 0.0998
Echinococcus multilocularis glycoprotein Antigen 5 0.0051 0.0463 0.0566
Loa Loa (eye worm) hypothetical protein 0.0024 0.0103 0.0054
Giardia lamblia Tenascin-37 0.0024 0.0103 0.5
Schistosoma mansoni integrin alpha-ps 0.0083 0.0893 0.1468
Brugia malayi Integrin alpha pat-2 precursor 0.0185 0.227 0.2232
Entamoeba histolytica leucine rich repeat / protein phosphatase 2C domain containing protein 0.012 0.14 1
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0059 0.0576 0.1222
Loa Loa (eye worm) hypothetical protein 0.0115 0.1328 0.1285
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0051 0.0463 0.0719
Echinococcus multilocularis transcription factor Dp 1 0.004 0.0308 0.0354
Schistosoma mansoni aspartate carbamoyltransferase 0.0033 0.0215 0.0288

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 3.5 nM Inhibition of integrin alpha5beta1 receptor by ELISA ChEMBL. 17616113
IC50 (binding) = 3.5 nM Inhibition of integrin alpha5beta1 receptor by ELISA ChEMBL. 17616113
IC50 (binding) = 30000 nM Inhibition of integrin alphaVbeta3 receptor by ELISA ChEMBL. 17616113
IC50 (binding) = 30000 nM Inhibition of integrin alphaVbeta5 receptor by ELISA ChEMBL. 17616113
IC50 (binding) = 30000 nM Inhibition of integrin alphaVbeta3 receptor by ELISA ChEMBL. 17616113
IC50 (binding) = 30000 nM Inhibition of integrin alphaVbeta5 receptor by ELISA ChEMBL. 17616113
IC50 (binding) = 36000 nM Inhibition of integrin alpha3bbeta1 receptor by ELISA ChEMBL. 17616113
IC50 (binding) > 50000 nM Inhibition of integrin alpha2bbeta3 receptor by ELISA ChEMBL. 17616113
IC50 (binding) > 50000 nM Inhibition of integrin alpha2bbeta3 receptor by ELISA ChEMBL. 17616113
IC50 (functional) = 0.2 uM Antagonist activity at integrin alpha5beta1 in human A375M cells assessed as inhibition of cell adhesion to fibronectin in presence of Mg2+ and MK-0429 ChEMBL. 22575869
IC50 (functional) = 0.586 uM Antagonist activity at integrin alpha5beta1 in human K562 cells assessed as inhibition of cell adhesion ChEMBL. 22575869
IC50 (functional) = 1.2 uM Antagonist activity at integrin alphavbeta3 in human A375M cells assessed as inhibition of cell adhesion to fibrinogen in presence of Mg2+ ChEMBL. 22575869
IC50 (functional) = 3.2 uM Antagonist activity at integrin alphavbeta3alpha5beta1 in human A375M cells assessed as inhibition of cell adhesion to fibronectin in presence of Mg2+ ChEMBL. 22575869
Selectivity ratio (binding) = 10000 Selectivity for integrin alpha5beta1 over alphaVbeta3 receptor ChEMBL. 17616113
Selectivity ratio (binding) = 10000 Selectivity for integrin alpha5beta1 over alphaVbeta5 receptor ChEMBL. 17616113
Selectivity ratio (binding) = 10000 Selectivity for integrin alpha5beta1 over alpha2bbeta3 receptor ChEMBL. 17616113
Selectivity ratio (binding) = 10000 Selectivity for integrin alpha5beta1 over alpha3beta1 receptor ChEMBL. 17616113

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.
 
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External resources for this compound

Bibliographic References

2 literature references were collected for this gene.

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