Detailed information for compound 443584

Basic information

Technical information
  • TDR Targets ID: 443584
  • Name: 1-[(2R)-1-[4-[2-[(1S)-1-(3-aminopropylamino)- 3-methylbutyl]-6-fluorophenyl]piperazin-1-yl] -3-(2,4-dichlorophenyl)-1-oxopropan-2-yl]pyrr olidin-2-one
  • MW: 606.602 | Formula: C31H42Cl2FN5O2
  • H donors: 2 H acceptors: 2 LogP: 4.76 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 2
  • SMILES: NCCCN[C@H](c1cccc(c1N1CCN(CC1)C(=O)[C@H](N1CCCC1=O)Cc1ccc(cc1Cl)Cl)F)CC(C)C
  • InChi: 1S/C31H42Cl2FN5O2/c1-21(2)18-27(36-12-5-11-35)24-6-3-7-26(34)30(24)37-14-16-38(17-15-37)31(41)28(39-13-4-8-29(39)40)19-22-9-10-23(32)20-25(22)33/h3,6-7,9-10,20-21,27-28,36H,4-5,8,11-19,35H2,1-2H3/t27-,28+/m0/s1
  • InChiKey: ZXOJJZQNCXSKSG-WUFINQPMSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[(1R)-2-[4-[2-[(1S)-1-(3-aminopropylamino)-3-methyl-butyl]-6-fluoro-phenyl]piperazin-1-yl]-1-[(2,4-dichlorophenyl)methyl]-2-oxo-ethyl]pyrrolidin-2-one
  • 1-[(1R)-2-[4-[2-[(1S)-1-(3-aminopropylamino)-3-methylbutyl]-6-fluorophenyl]-1-piperazinyl]-1-[(2,4-dichlorophenyl)methyl]-2-oxoethyl]-2-pyrrolidinone
  • 1-[(2R)-1-[4-[2-[(1S)-1-(3-azanylpropylamino)-3-methyl-butyl]-6-fluoro-phenyl]piperazin-1-yl]-3-(2,4-dichlorophenyl)-1-oxo-propan-2-yl]pyrrolidin-2-one
  • 1-[(1R)-2-[4-[2-[(1S)-1-(3-aminopropylamino)-3-methyl-butyl]-6-fluoro-phenyl]piperazino]-1-(2,4-dichlorobenzyl)-2-keto-ethyl]-2-pyrrolidone
  • 1-[(1R)-2-[4-[2-[(1S)-1-(3-aminopropylamino)-3-methyl-butyl]-6-fluoro-phenyl]piperazin-1-yl]-1-(2,4-dichlorobenzyl)-2-keto-ethyl]-2-pyrrolidone
  • 1-[(2R)-1-[4-[2-[(1S)-1-(3-aminopropylamino)-3-methyl-butyl]-6-fluoro-phenyl]piperazin-1-yl]-3-(2,4-dichlorophenyl)-1-oxo-propan-2-yl]pyrrolidin-2-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens melanocortin 4 receptor Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 3, subfamily A, polypeptide 4 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans closely related to C.maltosa N-alkane-inducible cytochrome P-450, alkane hydroxylating monooxygenase CYP52A3-b aka P450Alk1A (BA Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans cytochrome P450 56 Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania major cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma congolense cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans similar to C.maltosa N-alkane inducible cytochrome P-450, ALK8 CYP52A11 Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma brucei gambiense cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 Get druggable targets OG5_126554 All targets in OG5_126554
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) CYP4Cod1 Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans similar to C.maltosa N-alkane inducible cytochrome P-450, ALK8 CYP52A11 Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania mexicana cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma cruzi cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania braziliensis cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania infantum cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania donovani cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma brucei cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans cytochrome P450 556 Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma cruzi cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi cytochrome P450 cytochrome P450, family 3, subfamily A, polypeptide 4 502 aa 492 aa 24.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Giardia lamblia Methionine aminopeptidase 0.0232 1 1
Leishmania major aminopeptidase P1, putative,metallo-peptidase, Clan MG, Family M24 0.0029 0.0822 0.0641
Loa Loa (eye worm) hypothetical protein 0.0029 0.0822 0.0822
Brugia malayi DNA-binding protein, 42 kDa containing protein 0.0029 0.0822 0.0641
Mycobacterium tuberculosis Methionine aminopeptidase MapB (map) (peptidase M) 0.0029 0.0822 0.5
Loa Loa (eye worm) initiation factor 2-associated protein 0.0232 1 1
Mycobacterium ulcerans aminopeptidase 0.0029 0.0822 1
Mycobacterium ulcerans dipeptidase PepE 0.0029 0.0822 1
Trypanosoma cruzi aminopeptidase P1, putative 0.0029 0.0822 0.0641
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0232 1 1
Treponema pallidum aminopeptidase P 0.0029 0.0822 0.5
Entamoeba histolytica methionine aminopeptidase, putative 0.0232 1 1
Chlamydia trachomatis aminopeptidase P 0.0029 0.0822 0.5
Loa Loa (eye worm) methionine aminopeptidase type I 0.0029 0.0822 0.0822
Schistosoma mansoni methionyl aminopeptidase 2 (M24 family) 0.0232 1 1
Chlamydia trachomatis methionine aminopeptidase 0.0029 0.0822 0.5
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24 0.0029 0.0822 0.0641
Brugia malayi Methionine aminopeptidase protein type I 0.0029 0.0822 0.0641
Trypanosoma cruzi Metallopeptidase family M24, putative 0.0029 0.0822 0.0641
Mycobacterium ulcerans methionine aminopeptidase MapB 0.0029 0.0822 1
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24 0.0232 1 1
Leishmania major aminopeptidase P1, putative,metallo-peptidase, Clan MG, Family M24 0.0029 0.0822 0.0641
Mycobacterium ulcerans methionine aminopeptidase 0.0029 0.0822 1
Trypanosoma cruzi Metallopeptidase family M24/FACT complex subunit (SPT16/CDC68)/Histone chaperone Rttp106-like, putative 0.0029 0.0822 0.0641
Trypanosoma brucei Xaa-Pro aminopeptidase, putative 0.0029 0.0822 0.0641
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0232 1 1
Trypanosoma brucei methionine aminopeptidase 2, putative 0.0232 1 1
Echinococcus granulosus methionyl aminopeptidase 2 0.0232 1 1
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0232 1 1
Leishmania major aminopeptidase P, putative,metallo-peptidase, Clan MG, Family M24 0.0029 0.0822 0.0641
Mycobacterium leprae PROBABLE METHIONINE AMINOPEPTIDASE MAPB (MAP) (PEPTIDASE M) 0.0029 0.0822 0.5
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24 0.0029 0.0822 0.0641
Plasmodium falciparum methionine aminopeptidase 2 0.0232 1 1
Mycobacterium tuberculosis Dipeptidase PepE 0.0029 0.0822 0.5
Mycobacterium leprae Probable cytoplasmic peptidase PepQ 0.0029 0.0822 0.5
Trypanosoma brucei Metallopeptidase family M24, putative 0.0029 0.0822 0.0641
Loa Loa (eye worm) hypothetical protein 0.0029 0.0822 0.0822
Onchocerca volvulus Methionine aminopeptidase 2 homolog 0.0232 1 1
Loa Loa (eye worm) CYP4Cod1 0.0015 0.0193 0.0193
Trypanosoma brucei methionine aminopeptidase, type I, putative 0.0029 0.0822 0.0641
Trypanosoma cruzi aminopeptidase P, putative 0.0029 0.0822 0.0641
Trypanosoma brucei methionine aminopeptidase, putative 0.0029 0.0822 0.0641
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0232 1 1
Mycobacterium ulcerans dipeptidase 0.0029 0.0822 1
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24 0.0232 1 1
Leishmania major hypothetical protein, conserved 0.0029 0.0822 0.0641
Brugia malayi metallopeptidase family M24 containing protein 0.0029 0.0822 0.0641
Leishmania major aminopeptidase P1, putative,metallo-peptidase, Clan MG, Family M24 0.0029 0.0822 0.0641
Wolbachia endosymbiont of Brugia malayi methionine aminopeptidase 0.0029 0.0822 0.5
Toxoplasma gondii methionine aminopeptidase 2, putative 0.0232 1 1
Trypanosoma brucei metallo-peptidase, Clan MG, Family M24 0.0029 0.0822 0.0641
Mycobacterium leprae PROBABLE METHIONINE AMINOPEPTIDASE MAPA (MAP) (PEPTIDASE M) (MetAP) 0.0029 0.0822 0.5
Echinococcus multilocularis methionyl aminopeptidase 2 0.0232 1 1
Trypanosoma cruzi metallo- peptidase, Clan MG, Family M24 0.0029 0.0822 0.0641
Trypanosoma brucei metallo- peptidase, Clan MG, Family M24 0.0029 0.0822 0.0641
Trypanosoma brucei Facilitates chromatin transcription complex subunit spt16 0.0029 0.0822 0.0641
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24, putative 0.0029 0.0822 0.0641
Trypanosoma cruzi metallo- peptidase, Clan MG, Family M24 0.0029 0.0822 0.0641
Wolbachia endosymbiont of Brugia malayi Xaa-Pro aminopeptidase 0.0029 0.0822 0.5
Loa Loa (eye worm) hypothetical protein 0.0029 0.0822 0.0822
Loa Loa (eye worm) cytochrome P450 family protein 0.0015 0.0193 0.0193
Loa Loa (eye worm) metallopeptidase family M24 containing protein 0.0029 0.0822 0.0822
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MG, Family M24 0.0029 0.0822 0.0641
Trypanosoma cruzi Metallopeptidase family M24, putative 0.0029 0.0822 0.0641
Mycobacterium ulcerans cytoplasmic peptidase PepQ 0.0029 0.0822 1
Treponema pallidum methionine aminopeptidase (map) 0.0029 0.0822 0.5
Trypanosoma brucei metallo-peptidase, Clan MG, Family M24 0.0232 1 1
Loa Loa (eye worm) DNA-binding protein 0.0029 0.0822 0.0822
Trypanosoma brucei metallo-peptidase, Clan MG, Family M24 0.0029 0.0822 0.0641
Leishmania major methionine aminopeptidase, putative,metallo-peptidase, Clan MG, Family M24 0.0029 0.0822 0.0641
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24, putative 0.0029 0.0822 0.0641
Brugia malayi metallopeptidase family M24 containing protein 0.0029 0.0822 0.0641
Mycobacterium tuberculosis Probable cytoplasmic peptidase PepQ 0.0029 0.0822 0.5
Mycobacterium tuberculosis Methionine aminopeptidase MapA (map) (peptidase M) (MetAP) 0.0029 0.0822 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0015 0.0193 0.0193
Leishmania major transcription factor-like protein 0.0029 0.0822 0.0641
Leishmania major methionine aminopeptidase 2, putative 0.0232 1 1
Plasmodium vivax methionine aminopeptidase 2, putative 0.0232 1 1
Brugia malayi metallopeptidase family M24 containing protein 0.0029 0.0822 0.0641

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 44 nM Antagonist activity at human MC4R expressed in HEK293 cells by cAMP acumulation assay ChEMBL. 17822895
IC50 (functional) = 44 nM Antagonist activity at human MC4R expressed in HEK293 cells by cAMP acumulation assay ChEMBL. 17822895
IC50 (ADMET) = 16000 nM Inhibition of microsomal CYP3A4 ChEMBL. 17822895
IC50 (ADMET) = 16000 nM Inhibition of microsomal CYP3A4 ChEMBL. 17822895
Ki (binding) = 0.9 nM Binding affinity at human MC4R ChEMBL. 17822895
Ki (binding) = 0.9 nM Binding affinity at human MC4R ChEMBL. 17822895

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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