Detailed information for compound 379520

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 1352.55 | Formula: C63H93N21O13
  • H donors: 17 H acceptors: 16 LogP: -1.54 Rotable bonds: 50
    Rule of 5 violations (Lipinski): 4
  • SMILES: CCCC/N=C(\NC#N)/NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(=O)N)C)NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCC(=O)N1)Cc1nc[nH]c1)Cc1cccnc1)CO)Cc1ccc(cc1)O)CCCN=C(N)N)CC(C)C
  • InChi: 1S/C63H93N21O13/c1-5-6-23-71-63(73-34-64)72-24-8-7-13-44(61(97)84-26-11-15-50(84)60(96)75-37(4)52(65)88)78-55(91)45(27-36(2)3)79-53(89)42(14-10-25-70-62(66)67)77-56(92)46(28-38-16-18-41(86)19-17-38)81-59(95)49(33-85)83-57(93)47(29-39-12-9-22-68-31-39)80-58(94)48(30-40-32-69-35-74-40)82-54(90)43-20-21-51(87)76-43/h9,12,16-19,22,31-32,35-37,42-50,85-86H,5-8,10-11,13-15,20-21,23-30,33H2,1-4H3,(H2,65,88)(H,69,74)(H,75,96)(H,76,87)(H,77,92)(H,78,91)(H,79,89)(H,80,94)(H,81,95)(H,82,90)(H,83,93)(H4,66,67,70)(H2,71,72,73)/t37-,42-,43+,44+,45+,46+,47-,48+,49+,50+/m1/s1
  • InChiKey: XRVFFMMEMRNIIT-QRXUQFRFSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Gonadotropin-releasing hormone receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi GnHR receptor homolog Get druggable targets OG5_131719 All targets in OG5_131719
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma japonicum Alpha-1A adrenergic receptor, putative Gonadotropin-releasing hormone receptor   327 aa 290 aa 19.7 %
Schistosoma mansoni peptide (allatostatin)-like receptor Gonadotropin-releasing hormone receptor   327 aa 272 aa 23.2 %
Echinococcus multilocularis tachykinin peptides receptor 99D Gonadotropin-releasing hormone receptor   327 aa 283 aa 20.1 %
Loa Loa (eye worm) hypothetical protein Gonadotropin-releasing hormone receptor   327 aa 334 aa 21.6 %
Echinococcus granulosus allatostatin A receptor Gonadotropin-releasing hormone receptor   327 aa 284 aa 22.9 %
Schistosoma mansoni neuropeptide receptor Gonadotropin-releasing hormone receptor   327 aa 263 aa 24.0 %
Onchocerca volvulus E3 ubiquitin-protein ligase rpm-1 homolog Gonadotropin-releasing hormone receptor   327 aa 288 aa 27.8 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Gonadotropin-releasing hormone receptor   327 aa 273 aa 19.8 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Gonadotropin-releasing hormone receptor   327 aa 263 aa 23.2 %
Onchocerca volvulus Gonadotropin-releasing hormone receptor   327 aa 271 aa 20.7 %
Schistosoma japonicum 5-hydroxytryptamine receptor 4, putative Gonadotropin-releasing hormone receptor   327 aa 305 aa 24.9 %
Onchocerca volvulus Gonadotropin-releasing hormone receptor   327 aa 292 aa 19.5 %
Onchocerca volvulus Gonadotropin-releasing hormone receptor   327 aa 284 aa 19.4 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Gonadotropin-releasing hormone receptor   327 aa 288 aa 24.3 %
Brugia malayi ORL1-like opioid receptor Gonadotropin-releasing hormone receptor   327 aa 293 aa 20.8 %
Onchocerca volvulus Gonadotropin-releasing hormone receptor   327 aa 336 aa 20.8 %
Echinococcus granulosus tachykinin peptides receptor 99D Gonadotropin-releasing hormone receptor   327 aa 283 aa 19.1 %
Echinococcus multilocularis allatostatin A receptor Gonadotropin-releasing hormone receptor   327 aa 279 aa 23.7 %
Echinococcus granulosus tm gpcr rhodopsin Gonadotropin-releasing hormone receptor   327 aa 299 aa 23.1 %
Onchocerca volvulus Gonadotropin-releasing hormone receptor   327 aa 336 aa 19.0 %
Echinococcus multilocularis neuropeptide receptor Gonadotropin-releasing hormone receptor   327 aa 263 aa 20.9 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Gonadotropin-releasing hormone receptor   327 aa 343 aa 21.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Entamoeba histolytica fatty acid elongase, putative 0.009 0.1044 0.5
Loa Loa (eye worm) hypothetical protein 0.0072 0.0764 0.8582
Loa Loa (eye worm) hypothetical protein 0.0041 0.0307 0.2784
Toxoplasma gondii type I fatty acid synthase, putative 0.0054 0.0512 0.3844
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsB 0.0047 0.0407 0.0362
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA 0.0053 0.0487 0.6856
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.0054 0.0512 0.0512
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.0054 0.0512 0.0467
Plasmodium falciparum beta-ketoacyl-ACP synthase III 0.0697 1 1
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD 0.0053 0.0487 0.6856
Wolbachia endosymbiont of Brugia malayi 3-oxoacyl-ACP synthase 0.0697 1 1
Mycobacterium leprae 3-oxoacyl-[acyl-carrier-protein] synthase 2 KasB (BETA-KETOACYL-ACP SYNTHASE) (KAS I) 0.0047 0.0401 0.5528
Mycobacterium leprae PROBABLE FATTY ACID SYNTHASE FAS (FATTY ACID SYNTHETASE) 0.0034 0.0207 0.2495
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC 0.0054 0.0512 0.725
Mycobacterium tuberculosis Polyketide synthase Pks2 0.0052 0.0474 0.0474
Trypanosoma brucei beta-ketoacyl-ACP synthase 0.0079 0.0875 0.5
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.0026 0.0088 0.0088
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0053 0.0487 0.0487
Echinococcus multilocularis 3 oxoacyl (acyl carrier protein) synthase 0.0079 0.0875 0.5
Mycobacterium tuberculosis Probable polyketide synthase Pks9 0.0041 0.0311 0.0311
Loa Loa (eye worm) fatty acid synthase 0.0027 0.0109 0.0271
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsE 0.0043 0.0348 0.0303
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.0052 0.0474 0.0474
Mycobacterium leprae 3-oxoacyl-[acyl-carrier-protein] synthase 1 KasA (BETA-KETOACYL-ACP SYNTHASE) (KAS I) 0.0047 0.0401 0.5528
Trypanosoma cruzi beta-ketoacyl synthase family protein, putative 0.0079 0.0875 0.5
Mycobacterium ulcerans 3-oxoacyl-(acyl carrier protein) synthase II 0.0079 0.0875 0.0832
Mycobacterium tuberculosis Probable fatty acid synthase Fas (fatty acid synthetase) 0.0034 0.0207 0.0207
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.0079 0.0875 0.1
Mycobacterium tuberculosis Polyketide synthase Pks13 0.0066 0.0688 0.0688
Mycobacterium tuberculosis Polyketide synthase Pks12 0.0054 0.0512 0.0512
Mycobacterium tuberculosis Probable polyketide synthase Pks15 0.0036 0.0244 0.0244
Brugia malayi GnHR receptor homolog 0.0558 0.7959 1
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSE 0.0043 0.0348 0.4702
Mycobacterium ulcerans 3-oxoacyl-(acyl carrier protein) synthase II 0.0079 0.0875 0.0832
Mycobacterium tuberculosis 3-oxoacyl-[acyl-carrier protein] synthase 2 KasB (beta-ketoacyl-ACP synthase) (KAS I) 0.0047 0.0401 0.0401
Trypanosoma cruzi beta-ketoacyl synthase family protein, putative 0.0079 0.0875 0.5
Plasmodium vivax beta-ketoacyl-acyl carrier protein synthase III precursor, putative 0.0697 1 1
Leishmania major beta-ketoacyl synthase family protein, putative,3-oxoacyl-acyl carrier protein synthase ii, putative 0.0079 0.0875 0.5
Toxoplasma gondii 3-oxoacyl-acyl-carrier protein synthase I/II, putative 0.0079 0.0875 1
Entamoeba histolytica fatty acid elongase, putative 0.009 0.1044 0.5
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB 0.0047 0.0407 0.5613
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0053 0.0487 0.0487
Schistosoma mansoni 3-oxoacyl-[ACP] synthase 0.0079 0.0875 0.5
Mycobacterium ulcerans Type I modular polyketide synthase 0.0053 0.0487 0.0442
Entamoeba histolytica fatty acid elongase, putative 0.009 0.1044 0.5
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.0054 0.0512 0.0512
Mycobacterium ulcerans Type I modular polyketide synthase 0.0053 0.0487 0.0442
Mycobacterium tuberculosis Polyketide synthetase MbtC (polyketide synthase) 0.0035 0.0219 0.0219
Mycobacterium ulcerans polyketide synthase 0.0053 0.0487 0.0442
Mycobacterium ulcerans polyketide synthase MbtC 0.0032 0.0181 0.0135
Mycobacterium tuberculosis 3-oxoacyl-[acyl-carrier protein] synthase 1 KasA (beta-ketoacyl-ACP synthase) (KAS I) 0.0047 0.0401 0.0401
Mycobacterium leprae Probable polyketide synthase Pks1 0.0054 0.0512 0.725
Mycobacterium ulcerans 3-oxoacyl-ACP synthase 0.0697 1 1
Onchocerca volvulus Fatty acid synthase homolog 0.0075 0.0814 1
Toxoplasma gondii beta-ketoacyl synthase, N-terminal domain-containing protein 0.0043 0.0343 0.099
Toxoplasma gondii type I fatty acid synthase, putative 0.0045 0.0369 0.1425
Mycobacterium ulcerans polyketide synthase Pks13 0.0066 0.0688 0.0644
Mycobacterium tuberculosis Probable thioesterase TesA 0.0023 0.0047 0.0047
Loa Loa (eye worm) beta-ketoacyl synthase domain-containing protein 0.0079 0.0875 1
Mycobacterium tuberculosis Probable membrane bound polyketide synthase Pks6 0.0066 0.0688 0.0688
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.0048 0.0412 0.0412
Entamoeba histolytica fatty acid elongase, putative 0.009 0.1044 0.5
Echinococcus granulosus 3 oxoacyl acyl carrier protein synthase 0.0079 0.0875 0.5
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0053 0.0487 0.0442
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0053 0.0487 0.0487
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.0053 0.0487 0.0506
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0077 0.0852 0.097
Mycobacterium ulcerans polyketide synthase Pks9 0.0043 0.0348 0.0303
Mycobacterium ulcerans 3-oxoacyl-ACP synthase 0.0697 1 1
Mycobacterium ulcerans polyketide synthase 0.0054 0.0512 0.0467
Onchocerca volvulus 0.0073 0.0788 0.9651
Mycobacterium ulcerans fatty acid synthase Fas 0.0034 0.0207 0.0161
Entamoeba histolytica fatty acid elongase, putative 0.009 0.1044 0.5
Mycobacterium tuberculosis 3-oxoacyl-[acyl-carrier-protein] synthase III FabH (beta-ketoacyl-ACP synthase III) (KAS III) 0.0697 1 1
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0047 0.0407 0.0362
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas 0.0054 0.0512 0.725
Mycobacterium ulcerans beta-ketoacyl synthase-like protein 0.0697 1 1
Mycobacterium leprae Polyketide synthase Pks13 0.0066 0.0688 1
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0054 0.0512 0.0467
Mycobacterium ulcerans Type I modular polyketide synthase 0.0053 0.0487 0.0442

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) 0 Potency of the compound (2.5 mg/rat) using anti-ovulatory assay, expressed as rat ovulating/total number of treated rats measured after sc administration; 5/6 ChEMBL. 1714956
Activity (functional) 0 Potency of the compound (5 mg/rat) using anti-ovulatory assay, expressed as rat ovulating/total number of treated rats measured after sc administration; 1/6 ChEMBL. 1714956
ED50 (functional) = 3.5 ug ml-1 In vitro inhibition of histamine release by rat mast cells. ChEMBL. 1714956
Kd (binding) = 1 nM In vitro binding affinity of Gonadotropin-releasing hormone antagonist was measured in rat pituitary cell membranes ChEMBL. 1714956
Kd (binding) = 1 nM In vitro binding affinity of Gonadotropin-releasing hormone antagonist was measured in rat pituitary cell membranes ChEMBL. 1714956
Relative potency (functional) = 1.2 Antagonist potency at GnRH receptor relative to a standard ([Ac-delta3Pro, DFpa2, DTrp3,6]GnRH). ChEMBL. 1714956
Relative potency (functional) = 1.2 Antagonist potency at GnRH receptor relative to a standard ([Ac-delta3Pro, DFpa2, DTrp3,6]GnRH). ChEMBL. 1714956

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

1 literature reference was collected for this gene.

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