Detailed information for compound 33665

Basic information

Technical information
  • TDR Targets ID: 33665
  • Name: 4-(4-phenacylpiperazin-1-yl)-6,7,8,9-tetrahyd ropyrimido[4,5-b]indolizine-10-carbonitrile
  • MW: 400.476 | Formula: C23H24N6O
  • H donors: 0 H acceptors: 4 LogP: 2.48 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#Cc1c2ncnc(c2n2c1CCCC2)N1CCN(CC1)CC(=O)c1ccccc1
  • InChi: 1S/C23H24N6O/c24-14-18-19-8-4-5-9-29(19)22-21(18)25-16-26-23(22)28-12-10-27(11-13-28)15-20(30)17-6-2-1-3-7-17/h1-3,6-7,16H,4-5,8-13,15H2
  • InChiKey: BREASPARKWKPHH-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 4-(4-phenacyl-1-piperazinyl)-6,7,8,9-tetrahydropyrimido[4,5-b]indolizine-10-carbonitrile
  • 4-(4-phenacylpiperazino)-6,7,8,9-tetrahydropyrimido[4,5-b]indolizine-10-carbonitrile
  • 4-[4-(2-oxo-2-phenylethyl)piperazin-1-yl]-6,7,8,9-tetrahydropyrimido[6,5-b]indolizine-10-carbonitrile
  • 4-[4-(2-oxo-2-phenyl-ethyl)piperazin-1-yl]-6,7,8,9-tetrahydropyrimido[6,5-b]indolizine-10-carbonitrile
  • 4-[4-(2-oxo-2-phenylethyl)-1-piperazinyl]-6,7,8,9-tetrahydropyrimido[6,5-b]indolizine-10-carbonitrile
  • 4-[4-(2-keto-2-phenyl-ethyl)piperazin-1-yl]-6,7,8,9-tetrahydropyrimido[6,5-b]indolizine-10-carbonitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens ATP-binding cassette, sub-family C (CFTR/MRP), member 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Theileria parva ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Brugia malayi multidrug resistance related protein 1 Get druggable targets OG5_126561 All targets in OG5_126561
Loa Loa (eye worm) ABC transporter transmembrane region family protein Get druggable targets OG5_126561 All targets in OG5_126561
Candida albicans vacuolar ABC transporter similar to multiple drug resistance-associated protein Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania mexicana ABC-thiol transporter Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania braziliensis multidrug resistance protein, putative,p-glycoprotein, putative,ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Toxoplasma gondii ABC transporter transmembrane region domain-containing protein Get druggable targets OG5_126561 All targets in OG5_126561
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania mexicana p-glycoprotein e Get druggable targets OG5_126561 All targets in OG5_126561
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania infantum ATP-binding cassette protein subfamily C, member 1, putative Get druggable targets OG5_126561 All targets in OG5_126561
Echinococcus granulosus multidrug resistance associated protein 1 Get druggable targets OG5_126561 All targets in OG5_126561
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126561 All targets in OG5_126561
Candida albicans hypothetical protein Get druggable targets OG5_126561 All targets in OG5_126561
Echinococcus multilocularis multidrug resistance associated protein 4 Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania infantum p-glycoprotein e Get druggable targets OG5_126561 All targets in OG5_126561
Trypanosoma cruzi multidrug resistance-associated protein, putative Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania braziliensis p-glycoprotein e Get druggable targets OG5_126561 All targets in OG5_126561
Babesia bovis ABC transporter family protein Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania mexicana p-glycoprotein e, putative Get druggable targets OG5_126561 All targets in OG5_126561
Echinococcus multilocularis multidrug resistance associated protein 7 Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania donovani pentamidine resistance protein 1 Get druggable targets OG5_126561 All targets in OG5_126561
Entamoeba histolytica multidrug resistance protein, putative Get druggable targets OG5_126561 All targets in OG5_126561
Echinococcus granulosus multidrug resistance associated protein 4 Get druggable targets OG5_126561 All targets in OG5_126561
Schistosoma mansoni multidrug resistance protein Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania braziliensis ABC-thiol transporter Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania major p-glycoprotein e Get druggable targets OG5_126561 All targets in OG5_126561
Loa Loa (eye worm) multidrug resistance-associated protein Get druggable targets OG5_126561 All targets in OG5_126561
Theileria parva ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Theileria parva ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Entamoeba histolytica hypothetical protein Get druggable targets OG5_126561 All targets in OG5_126561
Schistosoma japonicum ko:K05674 ATP-binding cassette, subfamily C (CFTR/MRP), member 10, putative Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania infantum ATP-binding cassette protein subfamily C, member 2, putative Get druggable targets OG5_126561 All targets in OG5_126561
Schistosoma japonicum Multidrug resistance-associated protein 4, putative Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania major ATP-binding cassette protein subfamily C, member 2, putative Get druggable targets OG5_126561 All targets in OG5_126561
Trypanosoma brucei multidrug resistance protein E Get druggable targets OG5_126561 All targets in OG5_126561
Schistosoma japonicum Multidrug resistance-associated protein 7, putative Get druggable targets OG5_126561 All targets in OG5_126561
Giardia lamblia Multidrug resistance-associated protein 1 Get druggable targets OG5_126561 All targets in OG5_126561
Neospora caninum hypothetical protein Get druggable targets OG5_126561 All targets in OG5_126561
Trypanosoma brucei multidrug resistance-associated protein, putative Get druggable targets OG5_126561 All targets in OG5_126561
Trypanosoma brucei multidrug resistance-associated protein, putative Get druggable targets OG5_126561 All targets in OG5_126561
Candida albicans one of three genes similar to S. cerevisiae YCF1 (YDR135C) and BPT1 (YLL015W) Get druggable targets OG5_126561 All targets in OG5_126561
Entamoeba histolytica ATP-binding cassette protein, putative Get druggable targets OG5_126561 All targets in OG5_126561
Theileria parva ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Candida albicans similar to vacuolar membrane ATP-dependant transporter, metal resistance protein Get druggable targets OG5_126561 All targets in OG5_126561
Theileria parva ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Trypanosoma congolense multidrug resistance-associated protein, putative Get druggable targets OG5_126561 All targets in OG5_126561
Schistosoma mansoni multidrug resistance protein Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania mexicana multidrug resistance protein, copy 1-like protein Get druggable targets OG5_126561 All targets in OG5_126561
Giardia lamblia Multidrug resistance-associated protein 1 Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania mexicana p-glycoprotein-like protein Get druggable targets OG5_126561 All targets in OG5_126561
Babesia bovis ABC transporter family protein Get druggable targets OG5_126561 All targets in OG5_126561
Candida albicans similar to vacuolar membrane ATP-dependant transporter, metal resistance protein Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania major pentamidine resistance protein 1 Get druggable targets OG5_126561 All targets in OG5_126561
Babesia bovis ABC transporter family protein Get druggable targets OG5_126561 All targets in OG5_126561
Schistosoma japonicum Multidrug resistance-associated protein 1, putative Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania major ATP-binding cassette protein subfamily C, member 1, putative Get druggable targets OG5_126561 All targets in OG5_126561
Candida albicans one of three genes similar to S. cerevisiae YCF1 (YDR135C) and BPT1 (YLL015W) Get druggable targets OG5_126561 All targets in OG5_126561
Candida albicans one of three genes similar to S. cerevisiae YCF1 (YDR135C) and BPT1 (YLL015W) Get druggable targets OG5_126561 All targets in OG5_126561
Trypanosoma congolense multidrug resistance protein A Get druggable targets OG5_126561 All targets in OG5_126561
Entamoeba histolytica ATP-binding cassette protein, putative Get druggable targets OG5_126561 All targets in OG5_126561
Cryptosporidium hominis SI:dZ52I16.4 (novel ABC transporter similar to human multidrug-resistance proteins (MRP)) Get druggable targets OG5_126561 All targets in OG5_126561
Theileria parva ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Giardia lamblia Multidrug resistance-associated protein 1 Get druggable targets OG5_126561 All targets in OG5_126561
Theileria parva ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania infantum pentamidine resistance protein 1 Get druggable targets OG5_126561 All targets in OG5_126561
Brugia malayi ABC transporter transmembrane region family protein Get druggable targets OG5_126561 All targets in OG5_126561
Trypanosoma brucei gambiense multidrug resistance protein E,p-glycoprotein Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania mexicana ATP-binding cassette protein subfamily C, member 1, putative Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania braziliensis p-glycoprotein e, putative Get druggable targets OG5_126561 All targets in OG5_126561
Entamoeba histolytica ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Theileria parva ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Schistosoma japonicum Multidrug resistance-associated protein 4, putative Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania mexicana multidrug resistance protein, putative,p-glycoprotein, putative,ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania infantum ABC-thiol transporter Get druggable targets OG5_126561 All targets in OG5_126561
Schistosoma japonicum Multidrug resistance-associated protein 4, putative Get druggable targets OG5_126561 All targets in OG5_126561
Trypanosoma cruzi multidrug resistance-associated protein, putative Get druggable targets OG5_126561 All targets in OG5_126561
Babesia bovis ABC transporter, ATP-binding protein domain containing protein Get druggable targets OG5_126561 All targets in OG5_126561
Echinococcus multilocularis multidrug resistance associated protein 1 Get druggable targets OG5_126561 All targets in OG5_126561
Theileria parva ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Giardia lamblia MRP-like ABC transporter Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania braziliensis multidrug resistance protein, putative,p-glycoprotein, putative,ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Schistosoma japonicum ko:K05667 ATP-binding cassette, subfamily C (CFTR/MRP), member 3, putative Get druggable targets OG5_126561 All targets in OG5_126561
Theileria parva ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Echinococcus granulosus multidrug resistance associated protein 7 Get druggable targets OG5_126561 All targets in OG5_126561
Schistosoma mansoni multidrug resistance protein Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania infantum ATP-binding cassette protein subfamily C, member 5, putative Get druggable targets OG5_126561 All targets in OG5_126561
Candida albicans vacuolar ABC transporter similar to multiple drug resistance-associated protein Get druggable targets OG5_126561 All targets in OG5_126561
Entamoeba histolytica ATP-binding cassette protein, putative Get druggable targets OG5_126561 All targets in OG5_126561
Theileria parva ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Schistosoma mansoni multidrug resistance protein Get druggable targets OG5_126561 All targets in OG5_126561
Cryptosporidium parvum ABC ATpase (2 ABC domains) with 10 transmembrane domains, adjacent duplicated gene Get druggable targets OG5_126561 All targets in OG5_126561
Trypanosoma cruzi hypothetical protein Get druggable targets OG5_126561 All targets in OG5_126561
Entamoeba histolytica ATP-binding cassette protein, putative Get druggable targets OG5_126561 All targets in OG5_126561
Trypanosoma brucei gambiense multidrug resistance-associated protein, putative,p-glycoprotein Get druggable targets OG5_126561 All targets in OG5_126561
Candida albicans one of three genes similar to S. cerevisiae YCF1 (YDR135C) and BPT1 (YLL015W) Get druggable targets OG5_126561 All targets in OG5_126561
Cryptosporidium parvum ATP-binding cassette protein Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania major ATP-binding cassette protein subfamily C, member 5, putative Get druggable targets OG5_126561 All targets in OG5_126561
Trypanosoma brucei p-glycoprotein Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania major ABC-thiol transporter Get druggable targets OG5_126561 All targets in OG5_126561
Theileria parva ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Trypanosoma cruzi multidrug resistance protein E, putative Get druggable targets OG5_126561 All targets in OG5_126561
Giardia lamblia ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Theileria parva ABC transporter, putative Get druggable targets OG5_126561 All targets in OG5_126561
Schistosoma japonicum Canalicular multispecific organic anion transporter 2, putative Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania major ATP-binding cassette protein subfamily C, member 6, putative Get druggable targets OG5_126561 All targets in OG5_126561
Leishmania infantum ATP-binding cassette protein subfamily C, member 6, putative Get druggable targets OG5_126561 All targets in OG5_126561

By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase 0.027 1 1
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase 0.027 1 1
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase 0.027 1 0.5
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase 0.027 1 1
Echinococcus multilocularis protein dispatched 1 0.0111 0.3815 0.3815
Echinococcus granulosus multidrug resistance associated protein 7 0.0017 0.0155 0.0155
Entamoeba histolytica ABC transporter, putative 0.0017 0.0155 0.5
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0127 0.4419 1
Echinococcus multilocularis sterol regulatory element binding protein 0.0111 0.3815 0.3815
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase 0.027 1 1
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0127 0.4419 1
Echinococcus granulosus Protein patched homolog 1 0.0111 0.3815 0.3815
Echinococcus granulosus multidrug resistance associated protein 1 0.0017 0.0155 0.0155
Entamoeba histolytica ATP-binding cassette protein, putative 0.0017 0.0155 0.5
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0111 0.3815 0.3812
Entamoeba histolytica hypothetical protein 0.0017 0.0155 0.5
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) 0.027 1 1
Trypanosoma cruzi multidrug resistance protein E, putative 0.0017 0.0155 0.0155
Giardia lamblia Multidrug resistance-associated protein 1 0.0017 0.0155 0.0013
Entamoeba histolytica multidrug resistance protein, putative 0.0017 0.0155 0.5
Loa Loa (eye worm) hypothetical protein 0.027 1 1
Echinococcus granulosus sterol regulatory element binding protein 0.0111 0.3815 0.3815
Loa Loa (eye worm) hypothetical protein 0.0017 0.0155 0.015
Loa Loa (eye worm) hypothetical protein 0.0017 0.0155 0.015
Giardia lamblia Multidrug resistance-associated protein 1 0.0017 0.0155 0.0013
Echinococcus granulosus Niemann Pick C1 protein 0.0111 0.3815 0.3815
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0111 0.3815 0.3717
Giardia lamblia ABC transporter, putative 0.0017 0.0155 0.0013
Echinococcus multilocularis multidrug resistance associated protein 7 0.0017 0.0155 0.0155
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.027 1 1
Entamoeba histolytica ATP-binding cassette protein, putative 0.0017 0.0155 0.5
Trypanosoma cruzi multidrug resistance-associated protein, putative 0.0017 0.0155 0.0155
Schistosoma mansoni patched 1 0.0111 0.3815 0.3717
Entamoeba histolytica ATP-binding cassette protein, putative 0.0017 0.0155 0.5
Echinococcus multilocularis protein patched 0.0111 0.3815 0.3815
Giardia lamblia 3-hydroxy-3-methylglutaryl-coenzyme A reductase 0.0127 0.4419 1
Toxoplasma gondii ABC transporter transmembrane region domain-containing protein 0.0017 0.0155 0.5
Giardia lamblia MRP-like ABC transporter 0.0017 0.0155 0.0013
Loa Loa (eye worm) hypothetical protein 0.0111 0.3815 0.3812
Loa Loa (eye worm) ABC transporter transmembrane region family protein 0.0017 0.0155 0.015
Echinococcus multilocularis Niemann Pick C1 protein 0.0111 0.3815 0.3815
Trypanosoma cruzi multidrug resistance-associated protein, putative 0.0017 0.0155 0.0155
Brugia malayi CHE-14 protein 0.0111 0.3815 0.3717
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.027 1 1
Loa Loa (eye worm) hypothetical protein 0.0017 0.015 0.0144
Entamoeba histolytica ATP-binding cassette protein, putative 0.0017 0.0155 0.5
Echinococcus multilocularis multidrug resistance associated protein 1 0.0017 0.0155 0.0155
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0127 0.4419 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) >= 0.25 uM Inhibitory concentration against multidrug resistance associated protein 1 ChEMBL. 16168641
IC50 (binding) >= 0.25 uM Inhibitory concentration against multidrug resistance associated protein 1 ChEMBL. 16168641
IC50 (binding) = 1.85 uM Inhibitory activity against human transporter MRP1 (Multidrug resistance associated protein 1) expressed in COR.L23/R cell line ChEMBL. 14998323
IC50 (binding) = 1.85 uM Inhibitory activity against human transporter MRP1 (Multidrug resistance associated protein 1) expressed in COR.L23/R cell line ChEMBL. 14998323
IC50 (binding) = 23 uM Inhibitory activity against mouse transporter Pgp (P-glycoprotein) expressed in EMT6/AR1.0 cell line ChEMBL. 14998323
IC50 (binding) = 23 uM Inhibitory activity against mouse transporter Pgp (P-glycoprotein) expressed in EMT6/AR1.0 cell line ChEMBL. 14998323

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

2 literature references were collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.