Detailed information for compound 407687

Basic information

Technical information
  • TDR Targets ID: 407687
  • Name: (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-ac etamido-3-hydroxypropanoyl]amino]-3-(4-hydrox yphenyl)propanoyl]amino]-3-hydroxypropanoyl]a mino]hexanoyl]amino]-5-[[(2S)-1-[[(2R)-1-[[(2 S)-5-(diaminomethylideneamino)-1-[[(2S)-1-[[2 -[[(2S)-1,6-diamino-1-oxohexan-2-yl]amino]-2- oxoethyl]amino]-3-(1H-indol-3-yl)-1-oxopropan -2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxo-3- phenylpropan-2-yl]amino]-3-(1H-imidazol-5-yl) -1-oxopropan-2-yl]amino]-5-oxopentanoic acid
  • MW: 1450.6 | Formula: C68H95N19O17
  • H donors: 21 H acceptors: 18 LogP: -4.64 Rotable bonds: 57
    Rule of 5 violations (Lipinski): 4
  • SMILES: CCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N)CCCCN)Cc1c[nH]c2c1cccc2)CCCN=C(N)N)Cc1ccccc1)Cc1nc[nH]c1)CCC(=O)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)CO)Cc1ccc(cc1)O)CO
  • InChi: 1S/C68H95N19O17/c1-3-4-16-47(81-67(104)55(36-89)87-64(101)51(29-40-20-22-43(91)23-21-40)84-66(103)54(35-88)78-38(2)90)60(97)82-49(24-25-57(93)94)62(99)86-53(31-42-33-73-37-77-42)65(102)83-50(28-39-13-6-5-7-14-39)63(100)80-48(19-12-27-74-68(71)72)61(98)85-52(30-41-32-75-45-17-9-8-15-44(41)45)59(96)76-34-56(92)79-46(58(70)95)18-10-11-26-69/h5-9,13-15,17,20-23,32-33,37,46-55,75,88-89,91H,3-4,10-12,16,18-19,24-31,34-36,69H2,1-2H3,(H2,70,95)(H,73,77)(H,76,96)(H,78,90)(H,79,92)(H,80,100)(H,81,104)(H,82,97)(H,83,102)(H,84,103)(H,85,98)(H,86,99)(H,87,101)(H,93,94)(H4,71,72,74)/t46-,47-,48-,49-,50+,51-,52-,53-,54-,55-/m0/s1
  • InChiKey: WAKZWGDSQCKJTJ-IJSCXIAKSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-hydroxy-propanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxy-propanoyl]amino]hexanoyl]amino]-5-[[(1S)-2-[[(1R)-2-[[(1S)-1-[[(1S)-2-[[2-[[(1S)-5-amino-1-carbamoyl-pentyl]amino]-2-oxo-ethyl]amino]-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]carbamoyl]-4-guanidino-butyl]amino]-1-benzyl-2-oxo-ethyl]amino]-1-(1H-imidazol-5-ylmethyl)-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
  • (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-hydroxy-1-oxopropyl]amino]-3-(4-hydroxyphenyl)-1-oxopropyl]amino]-3-hydroxy-1-oxopropyl]amino]-1-oxohexyl]amino]-5-[[(1S)-2-[[(1R)-2-[[(1S)-1-[[[(1S)-2-[[2-[[(1S)-5-amino-1-carbamoylpentyl]amino]-2-oxoethyl]amino]-1-(1H-indol-3-ylmethyl)-2-oxoethyl]amino]-oxomethyl]-4-guanidinobutyl]amino]-1-benzyl-2-oxoethyl]amino]-1-(1H-imidazol-5-ylmethyl)-2-oxoethyl]amino]-5-oxopentanoic acid
  • (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-hydroxy-propanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxy-propanoyl]amino]hexanoyl]amino]-5-[[(2S)-1-[[(2R)-1-[[(2S)-5-[bis(azanyl)methylideneamino]-1-[[(2S)-1-[[2-[[(2S)-1,6-bis(azanyl)-1-oxo-hexan-2-yl]amino]-2-oxo-ethyl]amino]-3-(1H-indol-3-yl)-1-oxo-propan-2-yl]amino]-1-oxo-pentan-2-yl]amino]-1-oxo-3-phenyl-propan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic acid
  • (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-hydroxy-propanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxy-propanoyl]amino]hexanoyl]amino]-5-[[(1S)-2-[[(1R)-2-[[(1S)-1-[[(1S)-2-[[2-[[(1S)-5-amino-1-carbamoyl-pentyl]amino]-2-keto-ethyl]amino]-1-(1H-indol-3-ylmethyl)-2-keto-ethyl]carbamoyl]-4-guanidino-butyl]amino]-1-benzyl-2-keto-ethyl]amino]-1-(1H-imidazol-5-ylmethyl)-2-keto-ethyl]amino]-5-keto-valeric acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus melanocortin 3 receptor Starlite/ChEMBL References
Mus musculus melanocortin 1 receptor Starlite/ChEMBL References
Mus musculus melanocortin 4 receptor Starlite/ChEMBL References
Mus musculus melanocortin 5 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
Brugia malayi hypothetical protein melanocortin 5 receptor 372 aa 314 aa 21.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0368 0.3237 0.5061
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.055 0.6351 1
Onchocerca volvulus Cathepsin L homolog 0.055 0.6351 1
Leishmania major cathepsin L-like protease 0.055 0.6351 0.5
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.055 0.6351 1
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0368 0.3237 0.5061
Plasmodium vivax vivapain-2 0.055 0.6351 1
Plasmodium vivax vivapain-3 0.0283 0.1783 0.2757
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Echinococcus multilocularis cysteine protease 0.055 0.6351 0.556
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0283 0.1783 0.2808
Echinococcus multilocularis voltage dependent calcium channel subunit 0.0347 0.2874 0.1328
Loa Loa (eye worm) hypothetical protein 0.0368 0.3237 0.5061
Entamoeba histolytica cysteine protease, putative 0.055 0.6351 1
Schistosoma mansoni dihydropyridine-sensitive l-type calcium channel 0.0333 0.2632 0.4143
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Trypanosoma cruzi cruzipain precursor, putative 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0368 0.3237 0.3182
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Leishmania major cysteine peptidase A (CPA) 0.055 0.6351 0.5
Plasmodium falciparum cysteine proteinase falcipain 2b 0.055 0.6351 1
Loa Loa (eye worm) ctsf protein 0.055 0.6351 1
Echinococcus granulosus voltage dependent calcium channel subunit 0.0347 0.2874 0.1328
Echinococcus granulosus cathepsin l1 0.055 0.6351 0.556
Echinococcus granulosus cathepsin l cysteine peptidase 0.055 0.6351 0.556
Trypanosoma cruzi cysteine protease, putative 0.0283 0.1783 0.2757
Entamoeba histolytica cysteine proteinase, putative 0.0368 0.3237 0.3182
Trypanosoma cruzi cysteine peptidase, putative 0.0283 0.1783 0.2757
Schistosoma mansoni cathepsin F (C01 family) 0.055 0.6351 1
Brugia malayi Cathepsin L-like precursor 0.055 0.6351 1
Leishmania major cathepsin L-like protease 0.055 0.6351 0.5
Loa Loa (eye worm) hypothetical protein 0.055 0.6351 1
Trypanosoma cruzi cysteine proteinase, putative 0.0283 0.1783 0.2757
Plasmodium vivax unspecified product 0.0283 0.1783 0.2757
Onchocerca volvulus 0.055 0.6351 1
Plasmodium vivax vivapain-2 0.055 0.6351 1
Brugia malayi Papain family cysteine protease containing protein 0.0283 0.1783 0.2757
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.055 0.6351 1
Brugia malayi Cathepsin L-like precursor 0.055 0.6351 1
Schistosoma mansoni cathepsin F (C01 family) 0.0368 0.3237 0.5096
Trypanosoma cruzi cysteine peptidase, putative 0.055 0.6351 1
Echinococcus multilocularis cysteine protease 0.055 0.6351 0.556
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.055 0.6351 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.055 0.6351 1
Entamoeba histolytica cysteine proteinase, putative 0.055 0.6351 1
Loa Loa (eye worm) cysteine protease 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Trypanosoma cruzi cysteine peptidase (N-terminal), putative 0.0283 0.1783 0.2757
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Plasmodium falciparum cysteine proteinase falcipain 2a 0.055 0.6351 1
Onchocerca volvulus Cathepsin L homolog 0.055 0.6351 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.055 0.6351 1
Brugia malayi Cathepsin L-like cysteine proteinase 0.0368 0.3237 0.5061
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.055 0.6351 1
Echinococcus multilocularis voltage dependent calcium channel subunit 0.0763 1 1
Leishmania major cathepsin L-like protease 0.055 0.6351 0.5
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Brugia malayi Papain family cysteine protease containing protein 0.0283 0.1783 0.2757
Loa Loa (eye worm) fibroinase 0.055 0.6351 1
Onchocerca volvulus 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.055 0.6351 1
Schistosoma mansoni cathepsin s 0.0182 0.0045 0.007
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.055 0.6351 1
Toxoplasma gondii cathepsin CPL 0.055 0.6351 0.5
Leishmania major cathepsin L-like protease 0.055 0.6351 0.5
Echinococcus granulosus cathepsin L cysteine proteinase 0.055 0.6351 0.556
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0368 0.3237 0.3182
Onchocerca volvulus 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.055 0.6351 1
Loa Loa (eye worm) hypothetical protein 0.0368 0.3237 0.5061
Plasmodium vivax vivapain-1 0.0283 0.1783 0.2757
Brugia malayi cathepsin L-like precursor 0.0368 0.3237 0.5061
Trypanosoma cruzi cysteine peptidase, putative 0.055 0.6351 1
Onchocerca volvulus 0.055 0.6351 1
Onchocerca volvulus 0.055 0.6351 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.055 0.6351 0.556
Echinococcus multilocularis cathepsin L cysteine protease 0.055 0.6351 0.556
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Leishmania major cathepsin L-like protease 0.055 0.6351 0.5
Brugia malayi Cathepsin L-like precursor 0.0368 0.3237 0.5061
Trypanosoma cruzi cysteine peptidase, putative 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Brugia malayi Cathepsin L-like precursor 0.0368 0.3237 0.5061
Schistosoma mansoni cathepsin F (C01 family) 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Brugia malayi Cathepsin L-like precursor 0.055 0.6351 1
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0283 0.1783 0.2808
Echinococcus multilocularis cathepsin L cysteine protease 0.055 0.6351 0.556
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.055 0.6351 1
Brugia malayi Cathepsin L-like precursor 0.055 0.6351 1
Brugia malayi Papain family cysteine protease containing protein 0.055 0.6351 1
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.055 0.6351 1
Brugia malayi Cathepsin L-like precursor 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.055 0.6351 1
Leishmania major cathepsin L-like protease 0.055 0.6351 0.5
Trypanosoma cruzi cysteine peptidase, putative 0.055 0.6351 1
Onchocerca volvulus 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Entamoeba histolytica cysteine proteinase, putative 0.055 0.6351 1
Leishmania major cathepsin L-like protease 0.055 0.6351 0.5
Onchocerca volvulus Cathepsin F homolog 0.055 0.6351 1
Leishmania major cathepsin L-like protease 0.055 0.6351 0.5
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.055 0.6351 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.055 0.6351 1
Loa Loa (eye worm) papain family cysteine protease containing protein 0.055 0.6351 1
Plasmodium falciparum cysteine proteinase falcipain 3 0.055 0.6351 1
Onchocerca volvulus 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Brugia malayi Cathepsin L-like precursor 0.055 0.6351 1
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0283 0.1783 0.2808
Trypanosoma cruzi cysteine proteinase, putative 0.0283 0.1783 0.2757
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.055 0.6351 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.055 0.6351 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.055 0.6351 0.556
Echinococcus granulosus cathepsin l1 0.0368 0.3237 0.1769
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.055 0.6351 1

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 0.018 nM Functional activity at the mouse melanocortin 1 receptor ChEMBL. 11405661
EC50 (functional) = 0.018 nM Functional activity at the mouse melanocortin 1 receptor ChEMBL. 11405661
EC50 (functional) = 0.16 nM Functional activity at the mouse melanocortin 3 receptor ChEMBL. 11405661
EC50 (functional) = 0.16 nM Functional activity at the mouse melanocortin 3 receptor ChEMBL. 11405661
EC50 (functional) = 0.44 nM Functional activity at the mouse melanocortin 4 receptor ChEMBL. 11405661
EC50 (functional) = 0.44 nM Functional activity at the mouse melanocortin 4 receptor ChEMBL. 11405661
EC50 (functional) = 0.46 nM Functional activity at the mouse melanocortin 5 receptor ChEMBL. 11405661
EC50 (functional) = 0.46 nM Functional activity at the mouse melanocortin 5 receptor ChEMBL. 11405661

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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