Detailed information for compound 1913873

Basic information

Technical information
  • TDR Targets ID: 1913873
  • Name: benzyl N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[ [2-[[(2S)-1-[[(2S)-1-[(2S)-2-[(2-amino-2-oxoe thyl)carbamoyl]pyrrolidin-1-yl]-5-(diaminomet hylideneamino)-1-oxopentan-2-yl]amino]-4-meth yl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]- 3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3 -hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol- 3-yl)-1-oxopropan-2-yl]amino]-4-methyl-1-oxop entan-2-yl]carbamate hydrochloride
  • MW: 1217.8 | Formula: C58H81ClN14O13
  • H donors: 14 H acceptors: 12 LogP: 2.78 Rotable bonds: 43
    Rule of 5 violations (Lipinski): 4
  • SMILES: OC[C@@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)NCC(=O)N)CCCNC(=N)N)CC(C)C)Cc1ccc(cc1)O)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)OCc1ccccc1)CC(C)C.Cl
  • InChi: 1S/C58H80N14O13.ClH/c1-33(2)24-42(51(78)67-41(16-10-22-62-57(60)61)56(83)72-23-11-17-47(72)55(82)64-29-48(59)75)66-49(76)30-65-50(77)44(26-35-18-20-38(74)21-19-35)68-54(81)46(31-73)70-53(80)45(27-37-28-63-40-15-9-8-14-39(37)40)69-52(79)43(25-34(3)4)71-58(84)85-32-36-12-6-5-7-13-36;/h5-9,12-15,18-21,28,33-34,41-47,63,73-74H,10-11,16-17,22-27,29-32H2,1-4H3,(H2,59,75)(H,64,82)(H,65,77)(H,66,76)(H,67,78)(H,68,81)(H,69,79)(H,70,80)(H,71,84)(H4,60,61,62);1H/t41-,42-,43-,44-,45-,46-,47-;/m0./s1
  • InChiKey: SYPHOMSYAKPQCV-VHRXPJTKSA-N  


Substructure search Similarity search

Network

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Synonyms

  • benzyl N-[(1S)-1-[[(1S)-2-[[(1S)-2-[[(1S)-2-[[2-[[(1S)-1-[[(1S)-1-[(2S)-2-[(2-amino-2-oxo-ethyl)carbamoyl]pyrrolidine-1-carbonyl]-4-guanidino-butyl]carbamoyl]-3-methyl-butyl]amino]-2-oxo-ethyl]amino]-1-[(4-hydroxyphenyl)methyl]-2-oxo-ethyl]amino]-1-(hydroxymethyl)-2-oxo-ethyl]amino]-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]carbamoyl]-3-methyl-butyl]carbamate hydrochloride
  • N-[(1S)-1-[[[(1S)-2-[[(1S)-2-[[(1S)-2-[[2-[[(1S)-1-[[[(1S)-1-[[(2S)-2-[[(2-amino-2-oxoethyl)amino]-oxomethyl]-1-pyrrolidinyl]-oxomethyl]-4-guanidinobutyl]amino]-oxomethyl]-3-methylbutyl]amino]-2-oxoethyl]amino]-1-[(4-hydroxyphenyl)methyl]-2-oxoethyl]amino]-1-(hydroxymethyl)-2-oxoethyl]amino]-1-(1H-indol-3-ylmethyl)-2-oxoethyl]amino]-oxomethyl]-3-methylbutyl]carbamic acid benzyl ester hydrochloride
  • N-[(1S)-1-[[(1S)-2-[[(1S)-2-[[(1S)-2-[[2-[[(1S)-1-[[(1S)-1-[(2S)-2-[(2-amino-2-keto-ethyl)carbamoyl]pyrrolidine-1-carbonyl]-4-guanidino-butyl]carbamoyl]-3-methyl-butyl]amino]-2-keto-ethyl]amino]-1-(4-hydroxybenzyl)-2-keto-ethyl]amino]-2-keto-1-methylol-ethyl]amino]-1-(1H-indol-3-ylmethyl)-2-keto-ethyl]carbamoyl]-3-methyl-butyl]carbamic acid benzyl ester hydrochloride
  • phenylmethyl N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[(2S)-2-[(2-amino-2-oxo-ethyl)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxo-pentan-2-yl]amino]-4-methyl-1-oxo-pentan-2-yl]amino]-2-oxo-ethyl]amino]-3-(4-hydroxyphenyl)-1-oxo-propan-2-yl]amino]-3-hydroxy-1-oxo-propan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxo-propan-2-yl]amino]-4-methyl-1-oxo-pentan-2-yl]carbamate hydrochloride
  • 71033-95-9
  • Luteinizing hormone-releasing factor(pig), 1-de(5-oxo-L-proline)-2-(N-((phenylmethoxy)carbonyl)-L-leucine)-, hydrochloride, hydrate (2:3:6)
  • Z-(Leu(sup 1)-des-His(sup 2))-LHRH hydrochloride hydrate (2:3:6)
  • Z-(Leu(sup 1)-des-His(sup 2))-luteinizing hormone-releasing hormone HCl H2-O (2:3:6)

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
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0018 0.0015 0.0213
Plasmodium vivax glutathione reductase, putative 0.0051 0.0281 1
Treponema pallidum DNA helicase II (uvrD) 0.0038 0.0176 0.999
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.0018 0.0017 0.0003
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0117 0.0804 0.0791
Leishmania major trypanothione reductase 0.0051 0.0281 0.4086
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0018 0.0017 0.0038
Schistosoma mansoni kinase 0.0052 0.0288 0.1946
Chlamydia trachomatis exodeoxyribonuclease V subunit alpha 0.0607 0.4687 0.4679
Mycobacterium tuberculosis Probable reductase 0.0117 0.0804 0.0791
Trypanosoma brucei trypanothione reductase 0.0051 0.0281 0.4086
Trypanosoma cruzi trypanothione reductase, putative 0.0051 0.0281 0.3958
Loa Loa (eye worm) hypothetical protein 0.0115 0.0788 0.6455
Trichomonas vaginalis glutathione reductase, putative 0.0018 0.0015 0.0213
Plasmodium falciparum ubiquitin-conjugating enzyme E2 N, putative 0.0044 0.0221 0.7732
Plasmodium falciparum glutathione reductase 0.0051 0.0281 1
Mycobacterium ulcerans ATP-dependent DNA helicase II UvrD1 0.0038 0.0176 0.0176
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0018 0.0017 0.0096
Echinococcus multilocularis ubiquitin conjugating enzyme E2 N 0.0044 0.0221 0.0284
Trypanosoma brucei ubiquitin-protein ligase, putative 0.0044 0.0221 0.3208
Schistosoma mansoni hypothetical protein 0.0195 0.1417 1
Mycobacterium ulcerans exodeoxyribonuclease V (gamma chain), RecC 0.1277 1 1
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0117 0.0804 0.0791
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0053 0.0297 0.0389
Entamoeba histolytica serine/threonine protein kinase, putative 0.0103 0.0688 1
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0018 0.0017 0.0018
Wolbachia endosymbiont of Brugia malayi ATP-dependent exoDNAse (exonuclease V) beta subunit, RecB 0.0038 0.0176 0.999
Echinococcus granulosus ubiquitin conjugating enzyme E2 N 0.0044 0.0221 0.147
Mycobacterium leprae conserved hypothetical protein 0.0038 0.0176 0.0002
Trypanosoma brucei polo-like protein kinase 0.0103 0.0688 1
Schistosoma mansoni hypothetical protein 0.0195 0.1417 1
Brugia malayi Latrophilin receptor protein 2 0.0053 0.0297 0.2357
Echinococcus granulosus thioredoxin glutathione reductase 0.0051 0.0281 0.1901
Wolbachia endosymbiont of Brugia malayi RecB exonuclease 0.0038 0.0176 1
Mycobacterium tuberculosis Probable ATP-dependent DNA helicase 0.0076 0.0478 0.0465
Trypanosoma cruzi ubiquitin-conjugating enzyme E2, putative 0.0044 0.0221 0.306
Trichomonas vaginalis CAMK family protein kinase 0.0051 0.0277 0.402
Treponema pallidum hypothetical protein 0.0038 0.0176 1
Toxoplasma gondii hypothetical protein 0.0064 0.038 1
Trypanosoma cruzi ATP-dependent DNA helicase, putative 0.0038 0.0176 0.2391
Trichomonas vaginalis ubiquitin-conjugating enzyme E2, putative 0.0044 0.0221 0.3208
Plasmodium falciparum thioredoxin reductase 0.0051 0.0281 1
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0053 0.0297 0.2012
Mycobacterium leprae conserved hypothetical protein 0.0102 0.0682 0.6917
Echinococcus granulosus hypothetical protein 0.0038 0.0176 0.115
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0018 0.0017 0.0096
Trypanosoma cruzi polo-like protein kinase, putative 0.0103 0.0688 1
Mycobacterium tuberculosis Conserved hypothetical protein 0.0038 0.0176 0.0162
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0117 0.0804 0.8581
Trichomonas vaginalis CAMK family protein kinase 0.0103 0.0688 1
Toxoplasma gondii UvrD/REP helicase domain-containing protein 0.0038 0.0176 0.4416
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0018 0.0017 0.0018
Schistosoma mansoni hypothetical protein 0.0053 0.0297 0.2012
Mycobacterium ulcerans exodeoxyribonuclease V (beta chain), RecB 0.037 0.2804 0.2804
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0018 0.0015 0.0015
Plasmodium vivax ATP-dependent DNA helicase UvrD, putative 0.0038 0.0176 0.6042
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0018 0.0017 0.025
Brugia malayi Isocitrate dehydrogenase 0.0018 0.0017 0.0021
Loa Loa (eye worm) hypothetical protein 0.0053 0.0297 0.234
Trichomonas vaginalis CAMK family protein kinase 0.0103 0.0688 1
Brugia malayi glutathione reductase 0.0051 0.0281 0.2227
Trichomonas vaginalis CAMK family protein kinase 0.0103 0.0688 1
Mycobacterium ulcerans ATP-dependent DNA helicase 0.0076 0.0478 0.0478
Plasmodium falciparum ATP-dependent DNA helicase UvrD 0.0038 0.0176 0.6042
Toxoplasma gondii thioredoxin reductase 0.0051 0.0281 0.7308
Mycobacterium ulcerans ATP-dependent DNA helicase 0.0076 0.0478 0.0478
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0018 0.0017 0.0004
Schistosoma mansoni hypothetical protein 0.0115 0.0788 0.5516
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.0018 0.0015 0.0213
Plasmodium vivax ubiquitin-conjugating enzyme E2 N, putative 0.0044 0.0221 0.7732
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.013 0.0908 0.0895
Trypanosoma cruzi ubiquitin-conjugating enzyme E2, putative 0.0044 0.0221 0.306
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0018 0.0017 0.0004
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0169 0.1212 1
Brugia malayi isocitrate dehydrogenase 0.0018 0.0017 0.0021
Chlamydia trachomatis exodeoxyribonuclease V subunit beta 0.037 0.2804 0.2794
Mycobacterium tuberculosis Possible ATP-dependent DNA helicase 0.0076 0.0478 0.0465
Loa Loa (eye worm) ubiquitin conjugating enzyme protein 13 0.0044 0.0221 0.1704
Schistosoma mansoni ubiquitin conjugating enzyme 13 0.0044 0.0221 0.147
Trichomonas vaginalis CAMK family protein kinase 0.0051 0.0277 0.402
Trichomonas vaginalis ATP-dependent DNA helicase rep, putative 0.0038 0.0176 0.2553
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0018 0.0015 0.0213
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0117 0.0804 0.0791
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0018 0.0017 0.0038
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.0018 0.0015 0.0213
Echinococcus multilocularis GPCR, family 2 0.0053 0.0297 0.0389
Trichomonas vaginalis ubiquitin-conjugating enzyme E2, putative 0.0044 0.0221 0.3208
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0053 0.0297 0.2012
Mycobacterium ulcerans hypothetical protein 0.0064 0.038 0.038
Schistosoma mansoni serine/threonine protein kinase 0.0103 0.0688 0.4804
Mycobacterium tuberculosis Probable ATP-dependent DNA helicase II UvrD1 0.0038 0.0176 0.0161
Loa Loa (eye worm) thioredoxin reductase 0.0051 0.0281 0.2211
Trichomonas vaginalis CAMK family protein kinase 0.0103 0.0688 1
Treponema pallidum ATP-dependent nuclease, subunit A 0.0038 0.0176 0.999
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.0018 0.0015 0.0213
Toxoplasma gondii isocitrate dehydrogenase 0.0018 0.0017 0.007
Toxoplasma gondii isocitrate dehydrogenase 0.0018 0.0017 0.007
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0117 0.0804 0.0791
Giardia lamblia RNA helicase, putative 0.0064 0.038 0.5415
Mycobacterium tuberculosis Probable exonuclease V (alpha chain) RecD (exodeoxyribonuclease V alpha chain) (exodeoxyribonuclease V polypeptide) 0.0607 0.4687 0.4679
Mycobacterium tuberculosis Probable dehydrogenase 0.0117 0.0804 0.0791
Loa Loa (eye worm) latrophilin receptor protein 2 0.0053 0.0297 0.234
Chlamydia trachomatis exodeoxyribonuclease V subunit alpha 0.0607 0.4687 0.4679
Brugia malayi serine/threonine-protein kinase plk-2 0.0103 0.0688 0.5628
Trichomonas vaginalis CAMK family protein kinase 0.0103 0.0688 1
Loa Loa (eye worm) hypothetical protein 0.0169 0.1212 1
Toxoplasma gondii ubiquitin-conjugating enzyme subfamily protein 0.0044 0.0221 0.5651
Leishmania major protein kinase, putative,polo-like protein kinase, putative 0.0103 0.0688 1
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0018 0.0017 0.0004
Chlamydia trachomatis DNA helicase 0.0038 0.0176 0.0161
Loa Loa (eye worm) PLK/PLK1 protein kinase 0.0103 0.0688 0.5618
Plasmodium vivax thioredoxin reductase, putative 0.0051 0.0281 1
Schistosoma mansoni hypothetical protein 0.0053 0.0297 0.2012
Brugia malayi ubiquitin conjugating enzyme protein 13 0.0044 0.0221 0.1722
Trichomonas vaginalis CAMK family protein kinase 0.0103 0.0688 1
Mycobacterium ulcerans exodeoxyribonuclease V (alpha chain), RecD 0.0607 0.4687 0.4687
Mycobacterium tuberculosis Probable exonuclease V (gamma chain) RecC (exodeoxyribonuclease V gamma chain)(exodeoxyribonuclease V polypeptide) 0.1277 1 1
Trypanosoma cruzi ATP-dependent DNA helicase, putative 0.0038 0.0176 0.2391
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0018 0.0015 0.0015
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.013 0.0908 1
Echinococcus multilocularis isocitrate dehydrogenase 0.0018 0.0017 0.0004
Trichomonas vaginalis CAMK family protein kinase 0.0103 0.0688 1
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0018 0.0015 0.0213
Echinococcus granulosus serine:threonine protein kinase PLK1 0.0103 0.0688 0.4804
Schistosoma mansoni hypothetical protein 0.0053 0.0297 0.2012
Loa Loa (eye worm) ubiquitin conjugating enzyme protein 13 0.0044 0.0221 0.1704
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0018 0.0017 0.025
Brugia malayi latrophilin 2 splice variant baaae 0.0115 0.0788 0.6462
Wolbachia endosymbiont of Brugia malayi superfamily I DNA/RNA helicase 0.0038 0.0176 0.999
Echinococcus multilocularis geminin 0.0195 0.1417 0.1935
Loa Loa (eye worm) glutathione reductase 0.0051 0.0281 0.2211
Onchocerca volvulus Serine\/threonine kinase homolog 0.0103 0.0688 1
Trypanosoma cruzi polo-like protein kinase, putative 0.0103 0.0688 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0169 0.1212 1
Echinococcus multilocularis serine:threonine protein kinase PLK1 0.0103 0.0688 0.093
Echinococcus multilocularis conserved hypothetical protein 0.0038 0.0176 0.0223
Mycobacterium tuberculosis Probable ATP-dependent DNA helicase II UvrD2 0.0038 0.0176 0.0161
Brugia malayi Ubiquitin conjugating enzyme protein 13 0.0044 0.0221 0.1722
Mycobacterium ulcerans hypothetical protein 0.0038 0.0176 0.0176
Echinococcus granulosus geminin 0.0195 0.1417 1
Brugia malayi MH2 domain containing protein 0.013 0.0904 0.7424
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0018 0.0017 0.025
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.013 0.0908 0.0895
Loa Loa (eye worm) transcription factor SMAD2 0.013 0.0904 0.7419
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.0932 0.7263 1
Treponema pallidum hypothetical protein 0.0038 0.0176 1
Treponema pallidum rep helicase, single-stranded DNA-dependent ATPase (rep) 0.0038 0.0176 0.999
Echinococcus granulosus GPCR family 2 0.0053 0.0297 0.2012
Giardia lamblia Kinase, PLK 0.0103 0.0688 1
Schistosoma mansoni hypothetical protein 0.0053 0.0297 0.2012
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0053 0.0297 0.2357
Mycobacterium tuberculosis Probable exonuclease V (beta chain) RecB (exodeoxyribonuclease V beta chain)(exodeoxyribonuclease V polypeptide) (chi-specific e 0.0408 0.3107 0.3097
Trichomonas vaginalis mercuric reductase, putative 0.0018 0.0015 0.0213
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0018 0.0015 0.0015
Brugia malayi Calcitonin receptor-like protein seb-1 0.0169 0.1212 1
Leishmania major acetoin dehydrogenase e3 component-like protein 0.0018 0.0015 0.0213
Echinococcus multilocularis thioredoxin glutathione reductase 0.0051 0.0281 0.0368
Mycobacterium tuberculosis Probable oxidoreductase 0.013 0.0908 0.0895
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0018 0.0015 0.0213
Brugia malayi Thioredoxin reductase 0.0051 0.0281 0.2227
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0018 0.0017 0.0004
Loa Loa (eye worm) MH2 domain-containing protein 0.013 0.0904 0.7419
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0051 0.0281 0.0267
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0053 0.0297 0.0389
Leishmania major ubiquitin-conjugating enzyme e2, putative 0.0044 0.0221 0.3208

Activities

Activity type Activity value Assay description Source Reference
ED50 (binding) = 750 molar ratio In vitro antagonist activity at GNRHR in CD rat anterior pituitary gland assessed as ratio of molar concentration of compound to LH-RH for inhibition of LH-RH-stimulated LH release after 4 hrs by radioimmunoassay ChEMBL. 385877
Inhibition (binding) = 95 % In vitro antagonist activity at GNRHR in CD rat anterior pituitary gland assessed as inhibition of LH-RH-stimulated LH release at compound to LH-RH molar ratio of 1000 after 4 hrs by radioimmunoassay ChEMBL. 385877

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

No literature references available for this target.

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