Detailed information for compound 443569

Basic information

Technical information
  • TDR Targets ID: 443569
  • Name: 1-[(2R)-1-[4-[2-[(1S)-1-amino-3-methylbutyl]- 4-methylphenyl]piperazin-1-yl]-3-(2,4-dichlor ophenyl)-1-oxopropan-2-yl]pyrrolidin-2-one
  • MW: 545.544 | Formula: C29H38Cl2N4O2
  • H donors: 1 H acceptors: 2 LogP: 5.1 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: CC(C[C@@H](c1cc(C)ccc1N1CCN(CC1)C(=O)[C@H](N1CCCC1=O)Cc1ccc(cc1Cl)Cl)N)C
  • InChi: 1S/C29H38Cl2N4O2/c1-19(2)15-25(32)23-16-20(3)6-9-26(23)33-11-13-34(14-12-33)29(37)27(35-10-4-5-28(35)36)17-21-7-8-22(30)18-24(21)31/h6-9,16,18-19,25,27H,4-5,10-15,17,32H2,1-3H3/t25-,27+/m0/s1
  • InChiKey: UINUKESLPATVPH-AHKZPQOWSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 1-[(1R)-2-[4-[2-[(1S)-1-amino-3-methyl-butyl]-4-methyl-phenyl]piperazin-1-yl]-1-[(2,4-dichlorophenyl)methyl]-2-oxo-ethyl]pyrrolidin-2-one
  • 1-[(1R)-2-[4-[2-[(1S)-1-amino-3-methylbutyl]-4-methylphenyl]-1-piperazinyl]-1-[(2,4-dichlorophenyl)methyl]-2-oxoethyl]-2-pyrrolidinone
  • 1-[(2R)-1-[4-[2-[(1S)-1-azanyl-3-methyl-butyl]-4-methyl-phenyl]piperazin-1-yl]-3-(2,4-dichlorophenyl)-1-oxo-propan-2-yl]pyrrolidin-2-one
  • 1-[(1R)-2-[4-[2-[(1S)-1-amino-3-methyl-butyl]-4-methyl-phenyl]piperazino]-1-(2,4-dichlorobenzyl)-2-keto-ethyl]-2-pyrrolidone
  • 1-[(1R)-2-[4-[2-[(1S)-1-amino-3-methyl-butyl]-4-methyl-phenyl]piperazin-1-yl]-1-(2,4-dichlorobenzyl)-2-keto-ethyl]-2-pyrrolidone
  • 1-[(2R)-1-[4-[2-[(1S)-1-amino-3-methyl-butyl]-4-methyl-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 cytochrome P450, family 3, subfamily A, polypeptide 4 Starlite/ChEMBL References
Homo sapiens melanocortin 4 receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Cytochrome P450 family protein 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
Trypanosoma brucei cytochrome P450, putative 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 mexicana cytochrome p450-like 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
Leishmania donovani cytochrome p450-like protein 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 cruzi 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 cytochrome P450 56 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) hypothetical 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
Loa Loa (eye worm) cytochrome P450 family protein 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
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 congolense 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
Loa Loa (eye worm) CYP4Cod1 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
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
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
Brugia malayi metallopeptidase family M24 containing protein 0.0082 0.1082 0.1082
Trypanosoma brucei metallo-peptidase, Clan MG, Family M24 0.0633 1 1
Plasmodium falciparum methionine aminopeptidase 1a, putative 0.0107 0.1483 0.1461
Leishmania major aminopeptidase P1, putative,metallo-peptidase, Clan MG, Family M24 0.0082 0.1082 0.1082
Wolbachia endosymbiont of Brugia malayi methionine aminopeptidase 0.0107 0.1483 1
Trypanosoma brucei Facilitates chromatin transcription complex subunit spt16 0.0082 0.1082 0.1082
Loa Loa (eye worm) methionine aminopeptidase type I 0.0123 0.1748 0.1748
Plasmodium vivax methionine aminopeptidase 2, putative 0.0633 1 1
Brugia malayi metallopeptidase family M24 containing protein 0.0082 0.1082 0.1082
Loa Loa (eye worm) initiation factor 2-associated protein 0.0633 1 1
Leishmania major aminopeptidase P1, putative,metallo-peptidase, Clan MG, Family M24 0.0082 0.1082 0.1082
Onchocerca volvulus Methionine aminopeptidase 2 homolog 0.0633 1 1
Chlamydia trachomatis methionine aminopeptidase 0.0107 0.1483 1
Trypanosoma brucei metallo-peptidase, Clan MG, Family M24 0.0082 0.1082 0.1082
Entamoeba histolytica methionine aminopeptidase, putative 0.0633 1 1
Mycobacterium ulcerans methionine aminopeptidase MapB 0.0107 0.1483 1
Trypanosoma cruzi Metallopeptidase family M24, putative 0.0082 0.1082 0.1082
Trypanosoma cruzi aminopeptidase P1, putative 0.0082 0.1082 0.1082
Echinococcus multilocularis methionyl aminopeptidase 2 0.0633 1 1
Leishmania major hypothetical protein, conserved 0.0082 0.1082 0.1082
Plasmodium falciparum proliferation-associated protein 2g4, putative 0.0082 0.1082 0.1059
Loa Loa (eye worm) metallopeptidase family M24 containing protein 0.0082 0.1082 0.1082
Plasmodium vivax peptidase, putative 0.0082 0.1082 0.1059
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24 0.0633 1 1
Schistosoma mansoni methionyl aminopeptidase 1 (M24 family) 0.0107 0.1483 0.045
Leishmania major transcription factor-like protein 0.0082 0.1082 0.1082
Leishmania major methionine aminopeptidase 2, putative 0.0633 1 1
Leishmania major aminopeptidase P1, putative,metallo-peptidase, Clan MG, Family M24 0.0082 0.1082 0.1082
Trypanosoma brucei methionine aminopeptidase, type I, putative 0.0123 0.1748 0.1748
Toxoplasma gondii proliferation-associated protein 2G4, putative 0.0082 0.1082 0.1059
Mycobacterium leprae PROBABLE METHIONINE AMINOPEPTIDASE MAPB (MAP) (PEPTIDASE M) 0.0107 0.1483 1
Trypanosoma brucei methionine aminopeptidase 2, putative 0.0633 1 1
Brugia malayi Methionine aminopeptidase protein type I 0.0123 0.1748 0.1748
Plasmodium falciparum aminopeptidase P 0.0082 0.1082 0.1059
Mycobacterium ulcerans methionine aminopeptidase 0.0107 0.1483 1
Trypanosoma cruzi metallo- peptidase, Clan MG, Family M24 0.0123 0.1748 0.1748
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0633 1 1
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0633 1 1
Plasmodium falciparum methionine aminopeptidase 1c, putative 0.0082 0.1082 0.1059
Mycobacterium ulcerans cytoplasmic peptidase PepQ 0.0082 0.1082 0.7295
Loa Loa (eye worm) hypothetical protein 0.0082 0.1082 0.1082
Brugia malayi metallopeptidase family M24 containing protein 0.0082 0.1082 0.1082
Trypanosoma brucei Xaa-Pro aminopeptidase, putative 0.0082 0.1082 0.1082
Toxoplasma gondii methionine aminopeptidase, type i, putative 0.0107 0.1483 0.1461
Toxoplasma gondii methionine aminopeptidase 0.0123 0.1748 0.1728
Toxoplasma gondii methionine aminopeptidase 2, putative 0.0633 1 1
Schistosoma mansoni methionyl aminopeptidase 1 (M24 family) 0.0107 0.1483 0.045
Plasmodium vivax methionine aminopeptidase 1c, putative 0.0082 0.1082 0.1059
Schistosoma mansoni methionyl aminopeptidase 2 (M24 family) 0.0633 1 1
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0633 1 1
Trypanosoma cruzi Metallopeptidase family M24/FACT complex subunit (SPT16/CDC68)/Histone chaperone Rttp106-like, putative 0.0082 0.1082 0.1082
Toxoplasma gondii creatinase domain-containing protein 0.0082 0.1082 0.1059
Trypanosoma cruzi Metallopeptidase family M24, putative 0.0082 0.1082 0.1082
Trypanosoma brucei hypothetical protein, conserved 0.0016 0.0025 0.0025
Plasmodium falciparum methionine aminopeptidase 1b, putative 0.0123 0.1748 0.1728
Echinococcus multilocularis methionyl aminopeptidase 1 (M24 family) 0.0123 0.1748 0.0747
Loa Loa (eye worm) hypothetical protein 0.0082 0.1082 0.1082
Echinococcus granulosus methionyl aminopeptidase 2 0.0633 1 1
Mycobacterium leprae PROBABLE METHIONINE AMINOPEPTIDASE MAPA (MAP) (PEPTIDASE M) (MetAP) 0.0107 0.1483 1
Loa Loa (eye worm) hypothetical protein 0.0082 0.1082 0.1082
Mycobacterium ulcerans dipeptidase 0.0082 0.1082 0.7295
Plasmodium falciparum methionine aminopeptidase 2 0.0633 1 1
Toxoplasma gondii peptidase D, putative 0.0082 0.1082 0.1059
Plasmodium vivax methionine aminopeptidase 1b, putative 0.0123 0.1748 0.1728
Toxoplasma gondii methionine aminopeptidase 0.0107 0.1483 0.1461
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24, putative 0.0082 0.1082 0.1082
Trypanosoma brucei metallo-peptidase, Clan MG, Family M24 0.0082 0.1082 0.1082
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24, putative 0.0082 0.1082 0.1082
Treponema pallidum methionine aminopeptidase (map) 0.0107 0.1483 1
Echinococcus granulosus methionyl aminopeptidase 1 M24 family 0.0123 0.1748 0.0747
Brugia malayi DNA-binding protein, 42 kDa containing protein 0.0082 0.1082 0.1082
Plasmodium falciparum FACT complex subunit SPT16, putative 0.0082 0.1082 0.1059
Loa Loa (eye worm) DNA-binding protein 0.0082 0.1082 0.1082
Giardia lamblia Methionine aminopeptidase 0.0633 1 1
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24 0.0082 0.1082 0.1082
Trypanosoma brucei metallo- peptidase, Clan MG, Family M24 0.0123 0.1748 0.1748
Echinococcus multilocularis methionyl aminopeptidase 1 (M24 family) 0.0107 0.1483 0.045
Mycobacterium ulcerans dipeptidase PepE 0.0082 0.1082 0.7295
Trypanosoma brucei Metallopeptidase family M24, putative 0.0082 0.1082 0.1082
Plasmodium vivax proliferation-associated protein 2g4, putative 0.0082 0.1082 0.1059
Leishmania major aminopeptidase P, putative,metallo-peptidase, Clan MG, Family M24 0.0082 0.1082 0.1082
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MG, Family M24 0.0082 0.1082 0.1082
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24 0.0082 0.1082 0.1082
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0633 1 1
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24 0.0633 1 1
Toxoplasma gondii transcriptional elongation factor FACT140 0.0082 0.1082 0.1059
Leishmania major hypothetical protein, conserved 0.0016 0.0025 0.0025
Mycobacterium tuberculosis Methionine aminopeptidase MapA (map) (peptidase M) (MetAP) 0.0107 0.1483 1
Trypanosoma brucei methionine aminopeptidase, putative 0.0123 0.1748 0.1748
Leishmania major methionine aminopeptidase, putative,metallo-peptidase, Clan MG, Family M24 0.0123 0.1748 0.1748
Mycobacterium tuberculosis Methionine aminopeptidase MapB (map) (peptidase M) 0.0107 0.1483 1
Trypanosoma cruzi metallo- peptidase, Clan MG, Family M24 0.0123 0.1748 0.1748
Mycobacterium ulcerans aminopeptidase 0.0082 0.1082 0.7295
Plasmodium vivax FACT complex subunit SPT16, putative 0.0082 0.1082 0.1059
Plasmodium vivax methionine aminopeptidase 1a, putative 0.0107 0.1483 0.1461
Trypanosoma cruzi hypothetical protein, conserved 0.0016 0.0025 0.0025
Trypanosoma cruzi aminopeptidase P, putative 0.0082 0.1082 0.1082
Trypanosoma cruzi hypothetical protein, conserved 0.0016 0.0025 0.0025

Activities

Activity type Activity value Assay description Source Reference
IC50 (ADMET) = 1900 nM Inhibition of microsomal CYP3A4 ChEMBL. 17822895
IC50 (ADMET) = 1900 nM Inhibition of microsomal CYP3A4 ChEMBL. 17822895
Ki (binding) = 3.2 nM Binding affinity at human MC4R ChEMBL. 17822895
Ki (binding) = 3.2 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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