Detailed information for compound 402180

Basic information

Technical information
  • TDR Targets ID: 402180
  • Name: (2R)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[( 2S)-2-[[(2S)-5-(diaminomethylideneamino)-2-[[ 2-(methylamino)acetyl]amino]pentanoyl]amino]- 3-methylbutanoyl]amino]-3-(4-hexadecanoyloxyp henyl)propanoyl]amino]-3-methylbutanoyl]amino ]-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2 -carbonyl]amino]-3-naphthalen-2-ylpropanoic a cid
  • MW: 1276.61 | Formula: C68H101N13O11
  • H donors: 11 H acceptors: 11 LogP: 7.64 Rotable bonds: 50
    Rule of 5 violations (Lipinski): 4
  • SMILES: CCCCCCCCCCCCCCCC(=O)Oc1ccc(cc1)C[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(=O)O)Cc1ccc2c(c1)cccc2)Cc1c[nH]cn1)C(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)CNC)CCCN=C(N)N
  • InChi: 1S/C68H101N13O11/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-28-58(83)92-51-33-30-46(31-34-51)38-53(76-64(87)59(44(2)3)79-61(84)52(75-57(82)42-71-6)26-22-35-73-68(69)70)62(85)80-60(45(4)5)65(88)77-54(40-50-41-72-43-74-50)66(89)81-36-23-27-56(81)63(86)78-55(67(90)91)39-47-29-32-48-24-20-21-25-49(48)37-47/h20-21,24-25,29-34,37,41,43-45,52-56,59-60,71H,7-19,22-23,26-28,35-36,38-40,42H2,1-6H3,(H,72,74)(H,75,82)(H,76,87)(H,77,88)(H,78,86)(H,79,84)(H,80,85)(H,90,91)(H4,69,70,73)/t52-,53-,54-,55+,56-,59-,60-/m0/s1
  • InChiKey: NLDJQPKVAQFJDH-RKIOUCSHSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2R)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-guanidino-2-[[2-(methylamino)acetyl]amino]pentanoyl]amino]-3-methyl-butanoyl]amino]-3-(4-hexadecanoyloxyphenyl)propanoyl]amino]-3-methyl-butanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-(2-naphthyl)propanoic acid
  • (2R)-2-[[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-guanidino-2-[[2-(methylamino)-1-oxoethyl]amino]-1-oxopentyl]amino]-3-methyl-1-oxobutyl]amino]-1-oxo-3-[4-(1-oxohexadecoxy)phenyl]propyl]amino]-3-methyl-1-oxobutyl]amino]-3-(1H-imidazol-5-yl)-1-oxopropyl]-2-pyrrolidinyl]-oxomethyl]amino]-3-(2-naphthalenyl)propanoic acid
  • (2R)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-[bis(azanyl)methylideneamino]-2-[2-(methylamino)ethanoylamino]pentanoyl]amino]-3-methyl-butanoyl]amino]-3-(4-hexadecanoyloxyphenyl)propanoyl]amino]-3-methyl-butanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]pyrrolidin-2-yl]carbonylamino]-3-naphthalen-2-yl-propanoic acid
  • (2R)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-guanidino-2-(sarcosylamino)pentanoyl]amino]-3-methyl-butanoyl]amino]-3-(4-hexadecanoyloxyphenyl)propanoyl]amino]-3-methyl-butanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]prolyl]amino]-3-(2-naphthyl)propionic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Bos taurus Angiotensin II type 1a (AT-1a) receptor Starlite/ChEMBL References
Oryctolagus cuniculus Angiotensin II type 1a (AT-1a) receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni peptide (allatostatin)-like receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 314 aa 26.4 %
Loa Loa (eye worm) hypothetical protein Angiotensin II type 1a (AT-1a) receptor   359 aa 300 aa 28.0 %
Echinococcus multilocularis neuropeptide receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 319 aa 24.5 %
Echinococcus granulosus neuropeptide receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 319 aa 24.1 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 349 aa 25.5 %
Brugia malayi GnHR receptor homolog Angiotensin II type 1a (AT-1a) receptor   359 aa 366 aa 20.8 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 329 aa 22.8 %
Brugia malayi putative neuropeptide receptor NPR1 Angiotensin II type 1a (AT-1a) receptor   359 aa 295 aa 27.1 %
Echinococcus granulosus pyroglutamylated rfamide peptide receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 403 aa 18.9 %
Loa Loa (eye worm) neuropeptide F receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 360 aa 22.2 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Angiotensin II type 1a (AT-1a) receptor   359 aa 325 aa 21.8 %
Echinococcus multilocularis G-protein coupled receptor, putative Angiotensin II type 1a (AT-1a) receptor   359 aa 308 aa 22.7 %
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily Angiotensin II type 1a (AT-1a) receptor   359 aa 315 aa 21.0 %
Echinococcus multilocularis allatostatin A receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 350 aa 26.6 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 292 aa 25.7 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 317 aa 20.5 %
Echinococcus granulosus allatostatin A receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 350 aa 26.6 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Angiotensin II type 1a (AT-1a) receptor   359 aa 346 aa 24.9 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 313 aa 24.6 %
Brugia malayi ORL1-like opioid receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 314 aa 20.4 %
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 346 aa 18.2 %
Schistosoma mansoni biogenic amine (octopamine/dopamine) receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 362 aa 24.3 %
Echinococcus multilocularis pyroglutamylated rfamide peptide receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 381 aa 19.7 %
Echinococcus granulosus tm gpcr rhodopsin Angiotensin II type 1a (AT-1a) receptor   359 aa 315 aa 21.0 %
Echinococcus granulosus growth hormone secretagogue receptor type 1 Angiotensin II type 1a (AT-1a) receptor   359 aa 342 aa 22.2 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 399 aa 25.1 %
Onchocerca volvulus E3 ubiquitin-protein ligase rpm-1 homolog Angiotensin II type 1a (AT-1a) receptor   359 aa 339 aa 21.2 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Angiotensin II type 1a (AT-1a) receptor   359 aa 324 aa 24.1 %
Schistosoma japonicum Rhodopsin, putative Angiotensin II type 1a (AT-1a) receptor   359 aa 355 aa 23.9 %
Loa Loa (eye worm) hypothetical protein Angiotensin II type 1a (AT-1a) receptor   359 aa 329 aa 22.2 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 350 aa 23.1 %
Schistosoma mansoni opsin-like receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 299 aa 25.8 %
Schistosoma mansoni adenoreceptor Angiotensin II type 1a (AT-1a) receptor   359 aa 338 aa 23.4 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 303 aa 25.4 %
Echinococcus granulosus thyrotropin releasing hormone receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 329 aa 23.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase 0.0519 0.1661 0.5463
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.134 1 1
Echinococcus granulosus cathepsin L cysteine proteinase 0.0654 0.304 0.304
Echinococcus granulosus cathepsin l1 0.0654 0.304 0.304
Onchocerca volvulus Cathepsin F homolog 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Onchocerca volvulus 0.0654 0.304 1
Loa Loa (eye worm) ctsf protein 0.0654 0.304 0.2295
Brugia malayi Cathepsin L-like precursor 0.045 0.0967 0.0967
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.134 1 1
Schistosoma mansoni SmCB2 peptidase (C01 family) 0.134 1 1
Loa Loa (eye worm) hypothetical protein 0.134 1 1
Plasmodium vivax vivapain-2 0.0654 0.304 1
Echinococcus granulosus cathepsin b 0.134 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Echinococcus granulosus cathepsin b 0.134 1 1
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.134 1 1
Echinococcus multilocularis cathepsin L cysteine protease 0.0654 0.304 0.304
Plasmodium falciparum cysteine proteinase falcipain 2a 0.0654 0.304 1
Echinococcus multilocularis cathepsin b 0.134 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0654 0.304 1
Leishmania major cysteine peptidase A (CPA) 0.0654 0.304 1
Entamoeba histolytica cysteine protease, putative 0.0654 0.304 1
Echinococcus multilocularis cysteine protease 0.0654 0.304 0.304
Brugia malayi Cathepsin L-like cysteine proteinase 0.045 0.0967 0.0967
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Onchocerca volvulus 0.0654 0.304 1
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.134 1 1
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0519 0.1661 0.1661
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0654 0.304 1
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.0654 0.304 0.2295
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0654 0.304 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0654 0.304 1
Brugia malayi Cathepsin L-like precursor 0.0654 0.304 0.304
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0654 0.304 1
Loa Loa (eye worm) hypothetical protein 0.0654 0.304 0.2295
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0519 0.1661 0.1661
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.045 0.0967 0.3182
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0654 0.304 1
Brugia malayi Cathepsin L-like precursor 0.0654 0.304 0.304
Leishmania major cathepsin L-like protease 0.0654 0.304 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0654 0.304 0.304
Plasmodium falciparum cysteine proteinase falcipain 3 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Onchocerca volvulus Cathepsin L homolog 0.0654 0.304 1
Trypanosoma cruzi cysteine peptidase, putative 0.0654 0.304 0.304
Giardia lamblia Cathepsin B precursor 0.0519 0.1661 0.5
Schistosoma mansoni cathepsin F (C01 family) 0.0654 0.304 0.304
Echinococcus multilocularis cysteine protease 0.0654 0.304 0.304
Giardia lamblia Cathepsin B precursor 0.0519 0.1661 0.5
Leishmania major cathepsin L-like protease 0.0654 0.304 1
Brugia malayi Papain family cysteine protease containing protein 0.0654 0.304 0.304
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.045 0.0967 0.3182
Leishmania major cathepsin L-like protease 0.0654 0.304 1
Onchocerca volvulus 0.0654 0.304 1
Trypanosoma brucei cysteine peptidase C (CPC) 0.0519 0.1661 0.5463
Loa Loa (eye worm) papain family cysteine protease containing protein 0.0654 0.304 0.2295
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0654 0.304 1
Onchocerca volvulus 0.0654 0.304 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0654 0.304 1
Onchocerca volvulus 0.0654 0.304 1
Trypanosoma cruzi cysteine peptidase, putative 0.0654 0.304 0.304
Brugia malayi Cathepsin L-like precursor 0.0654 0.304 0.304
Leishmania major cathepsin L-like protease 0.0654 0.304 1
Trypanosoma cruzi cysteine peptidase, putative 0.0654 0.304 0.304
Loa Loa (eye worm) cathepsin B 0.0519 0.1661 0.0768
Leishmania major cathepsin L-like protease 0.0654 0.304 1
Plasmodium falciparum cysteine proteinase falcipain 2b 0.0654 0.304 1
Brugia malayi Cathepsin L-like precursor 0.045 0.0967 0.0967
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0654 0.304 1
Brugia malayi Cathepsin L-like precursor 0.0654 0.304 0.304
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0654 0.304 1
Toxoplasma gondii cathepsin CPL 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0654 0.304 1
Brugia malayi cathepsin L-like precursor 0.045 0.0967 0.0967
Trypanosoma cruzi cysteine peptidase, putative 0.0654 0.304 0.304
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Leishmania major cathepsin L-like protease 0.0654 0.304 1
Brugia malayi Cathepsin L-like precursor 0.0654 0.304 0.304
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0654 0.304 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0654 0.304 1
Loa Loa (eye worm) fibroinase 0.0654 0.304 0.2295
Echinococcus granulosus cathepsin l cysteine peptidase 0.0654 0.304 0.304
Onchocerca volvulus 0.0654 0.304 1
Onchocerca volvulus Cathepsin L homolog 0.0654 0.304 1
Entamoeba histolytica cysteine proteinase, putative 0.045 0.0967 0.3182
Leishmania major cathepsin L-like protease 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Echinococcus multilocularis cathepsin b 0.134 1 1
Giardia lamblia Cathepsin B precursor 0.0519 0.1661 0.5
Trypanosoma cruzi cruzipain precursor, putative 0.0654 0.304 0.304
Loa Loa (eye worm) cysteine protease 0.0654 0.304 0.2295
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0654 0.304 0.304
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0654 0.304 1
Echinococcus multilocularis cathepsin L cysteine protease 0.0654 0.304 0.304
Plasmodium vivax vivapain-2 0.0654 0.304 1
Entamoeba histolytica cysteine proteinase, putative 0.0654 0.304 1
Schistosoma mansoni cathepsin F (C01 family) 0.0654 0.304 0.304
Entamoeba histolytica cysteine proteinase, putative 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0654 0.304 1
Leishmania major cathepsin L-like protease 0.0654 0.304 1
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.045 0.0967 0.0967
Onchocerca volvulus 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0654 0.304 1
Echinococcus granulosus cathepsin l1 0.045 0.0967 0.0967
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Brugia malayi Cathepsin L-like precursor 0.0654 0.304 0.304
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0654 0.304 1
Schistosoma mansoni cathepsin F (C01 family) 0.045 0.0967 0.0967

Activities

Activity type Activity value Assay description Source Reference
Kd (binding) = 6.65 Dissociation constant for [125 I] Ang binding to type 1 Angiotensin II receptorof bovine adrenocortical membranes ChEMBL. 9379447
Kd (functional) = 6.99 Negative log of the dose of antagonist (compound) that reduces response of a double dose of Angiotensin II receptor, type 1 to that of a single dose, on rabbit aorta ChEMBL. 9379447
pA2 (functional) = 6.99 Negative log of the dose of antagonist (compound) that reduces response of a double dose of Angiotensin II receptor, type 1 to that of a single dose, on rabbit aorta ChEMBL. 9379447
pKd (binding) = 6.65 Dissociation constant for [125 I] Ang binding to type 1 Angiotensin II receptorof bovine adrenocortical membranes ChEMBL. 9379447
RA (binding) = 2.57 Relative affinity for type 1 Angiotensin II receptor of bovine adrenocortical membranes compared to angiotensin ChEMBL. 9379447
RA (binding) = 2.57 Relative affinity for type 1 Angiotensin II receptor of bovine adrenocortical membranes compared to angiotensin ChEMBL. 9379447

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

1 literature reference was collected for this gene.

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