Detailed information for compound 1080649

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 346.464 | Formula: C20H30N2O3
  • H donors: 1 H acceptors: 1 LogP: 3 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(CC1(C)OOC2(C1)CCCCC2)NCc1ccc(cc1)N(C)C
  • InChi: 1S/C20H30N2O3/c1-19(15-20(25-24-19)11-5-4-6-12-20)13-18(23)21-14-16-7-9-17(10-8-16)22(2)3/h7-10H,4-6,11-15H2,1-3H3,(H,21,23)
  • InChiKey: BJXGGWYWXKQKIC-UHFFFAOYSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cytochrome P450, family 2, subfamily C, polypeptide 19 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 2, subfamily D, polypeptide 6 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 1, subfamily A, polypeptide 2 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 2, subfamily C, polypeptide 9 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 similar to C.maltosa N-alkane inducible cytochrome P-450, ALK8 CYP52A11 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) cytochrome P450 family protein 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
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 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
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
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Trypanosoma cruzi cytochrome P450, putative 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
Leishmania mexicana cytochrome p450-like 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
Trypanosoma congolense 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
Loa Loa (eye worm) CYP4Cod1 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
Brugia malayi Cytochrome P450 family 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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Leishmania donovani cytochrome p450-like 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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Leishmania major cytochrome p450-like protein cytochrome P450, family 2, subfamily C, polypeptide 19 490 aa 411 aa 23.1 %
Brugia malayi Cytochrome P450 family protein cytochrome P450, family 1, subfamily A, polypeptide 2 516 aa 470 aa 26.2 %
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 cytochrome P450, family 2, subfamily C, polypeptide 9 490 aa 441 aa 21.8 %
Brugia malayi cytochrome P450 cytochrome P450, family 2, subfamily D, polypeptide 6 497 aa 425 aa 32.0 %
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
Plasmodium falciparum thioredoxin reductase 0.00632665 1 1
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.00219237 0.0132746 0.0132746
Brugia malayi Cytochrome P450 family protein 0.00572623 0.856698 0.856698
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.00219237 0.0132746 0.0682772
Leishmania major cytochrome p450-like protein 0.00295136 0.194423 0.194423
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.00219237 0.0132746 0.0132746
Loa Loa (eye worm) cytochrome P450 family protein 0.00295136 0.194423 0.194423
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.00219237 0.0132746 0.0132746
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.00219237 0.0132746 0.0132746
Trypanosoma brucei cytochrome P450, putative 0.00295136 0.194423 0.194423
Loa Loa (eye worm) cytochrome P450 family protein 0.00295136 0.194423 0.194423
Trypanosoma cruzi trypanothione reductase, putative 0.00219237 0.0132746 0.0132746
Treponema pallidum NADH oxidase 0.00219237 0.0132746 0.5
Toxoplasma gondii thioredoxin reductase 0.00632665 1 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.00219237 0.0132746 0.0132746
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.00295136 0.194423 1
Trypanosoma cruzi cytochrome P450, putative 0.00295136 0.194423 0.194423
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.00219237 0.0132746 0.0132746
Trichomonas vaginalis mercuric reductase, putative 0.00219237 0.0132746 0.5
Loa Loa (eye worm) thioredoxin reductase 0.00632665 1 1
Plasmodium vivax thioredoxin reductase, putative 0.00632665 1 1
Toxoplasma gondii NADPH-glutathione reductase 0.00219237 0.0132746 0.0132746
Brugia malayi Thioredoxin reductase 0.00632665 1 1
Echinococcus granulosus thioredoxin glutathione reductase 0.00632665 1 1
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.00219237 0.0132746 0.0132746
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.00219237 0.0132746 0.5
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.00219237 0.0132746 0.0132746
Trypanosoma cruzi cytochrome P450, putative 0.00295136 0.194423 0.194423
Leishmania major trypanothione reductase 0.00632665 1 1
Brugia malayi glutathione reductase 0.00632665 1 1
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.00219237 0.0132746 0.0132746
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.00219237 0.0132746 0.0132746
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.00219237 0.0132746 0.0132746
Trypanosoma brucei trypanothione reductase 0.00632665 1 1
Loa Loa (eye worm) CYP4Cod1 0.00295136 0.194423 0.194423
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.00219237 0.0132746 0.0132746
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.00219237 0.0132746 0.0132746
Leishmania major dihydrolipoamide dehydrogenase, putative 0.00219237 0.0132746 0.0132746
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.00219237 0.0132746 0.0132746
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.00219237 0.0132746 0.0132746
Giardia lamblia NADH oxidase lateral transfer candidate 0.00219237 0.0132746 0.5
Loa Loa (eye worm) glutathione reductase 0.00632665 1 1
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.00219237 0.0132746 0.0132746
Trichomonas vaginalis glutathione reductase, putative 0.00219237 0.0132746 0.5
Plasmodium falciparum glutathione reductase 0.00632665 1 1
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.00219237 0.0132746 0.0132746
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.00219237 0.0132746 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.00219237 0.0132746 0.5
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.00219237 0.0132746 0.0132746
Mycobacterium ulcerans flavoprotein disulfide reductase 0.00219237 0.0132746 0.0682772
Brugia malayi Cytochrome P450 family protein 0.00295136 0.194423 0.194423
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.00219237 0.0132746 0.5
Plasmodium vivax glutathione reductase, putative 0.00632665 1 1
Brugia malayi Cytochrome P450 family protein 0.00295136 0.194423 0.194423
Trypanosoma cruzi trypanothione reductase, putative 0.00632665 1 1
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.00632665 1 1
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.00219237 0.0132746 0.0132746
Leishmania major dihydrolipoamide dehydrogenase, putative 0.00219237 0.0132746 0.0132746
Loa Loa (eye worm) cytochrome P450 family protein 0.00572623 0.856698 0.856698
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.00219237 0.0132746 0.0682772
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.00219237 0.0132746 0.0132746
Echinococcus multilocularis thioredoxin glutathione reductase 0.00632665 1 1
Leishmania major acetoin dehydrogenase e3 component-like protein 0.00219237 0.0132746 0.0132746
Mycobacterium tuberculosis Probable oxidoreductase 0.00219237 0.0132746 0.0132746
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.00219237 0.0132746 0.0132746

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 24 nM Antimalarial activity against Plasmodium falciparum 3D7 infected in human O+ erythrocytes after 72 hrs by [3H]hypoxanthine incorporation assay using DAPI staining ChEMBL. 19699641
EC50 (functional) = 33 nM Antimalarial activity against Plasmodium falciparum Dd2 infected in human O+ erythrocytes after 72 hrs by [3H]hypoxanthine incorporation assay using DAPI staining ChEMBL. 19699641
EC50 (ADMET) = 27 uM Cytotoxicity against human RPTEC after 4 days by Alamar blue assay ChEMBL. 19699641
EC50 (ADMET) = 31 uM Cytotoxicity against NHDF after 4 days by Alamar blue assay ChEMBL. 19699641
IC50 (ADMET) = 2.3 uM Inhibition of human CYP2C19 ChEMBL. 19699641
IC50 (ADMET) = 3.8 uM Inhibition of human CYP1A2 ChEMBL. 19699641
IC50 (ADMET) = 4.8 uM Inhibition of human CYP3A4 ChEMBL. 19699641
IC50 (ADMET) > 5 uM Inhibition of human CYP2C9 ChEMBL. 19699641
IC50 (ADMET) > 5 uM Inhibition of human CYP2D6 ChEMBL. 19699641

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 19699641

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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