Detailed information for compound 605968

Basic information

Technical information
  • TDR Targets ID: 605968
  • Name: ethyl 1,2,3-trimethyl-9-oxo-6H-pyrrolo[3,2-f] quinoline-8-carboxylate
  • MW: 298.336 | Formula: C17H18N2O3
  • H donors: 1 H acceptors: 3 LogP: 3.45 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)c1cnc2c(c1O)c1c(cc2)n(c(c1C)C)C
  • InChi: 1S/C17H18N2O3/c1-5-22-17(21)11-8-18-12-6-7-13-14(15(12)16(11)20)9(2)10(3)19(13)4/h6-8H,5H2,1-4H3,(H,18,20)
  • InChiKey: UTHZUFYALDQMJA-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1,2,3-trimethyl-9-oxo-6H-pyrrolo[3,2-f]quinoline-8-carboxylic acid ethyl ester
  • 9-keto-1,2,3-trimethyl-6H-pyrrolo[3,2-f]quinoline-8-carboxylic acid ethyl ester
  • 3H-Pyrrolo[3,2-f]quinoline-8-carboxylic acid, 9-hydroxy-1,2,3-trimethyl-, ethyl ester
  • A3261/0138627
  • ZINC00107960

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Mycobacterium tuberculosis Probable lipase LipD 0.0074 0.1264 0.1251
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.039 0.8233 1
Brugia malayi Papain family cysteine protease containing protein 0.0017 0.0018 0.0021
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0074 0.1264 0.1251
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.0018 0.0017
Echinococcus granulosus cathepsin l1 0.0017 0.0018 0.0021
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Echinococcus multilocularis tumor protein p63 0.0379 0.7995 0.9712
Schistosoma mansoni cathepsin F (C01 family) 0.0017 0.0018 0.0021
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0065 0.107 0.8443
Loa Loa (eye worm) ctsf protein 0.0017 0.0018 0.0021
Mycobacterium tuberculosis Probable dehydrogenase 0.0111 0.2094 0.2082
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0065 0.107 0.8443
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0124 0.2368 1
Loa Loa (eye worm) hypothetical protein 0.0027 0.0228 0.0276
Loa Loa (eye worm) hypothetical protein 0.0055 0.0854 0.1038
Onchocerca volvulus 0.0074 0.1264 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Leishmania major cathepsin L-like protease 0.0065 0.107 0.8443
Brugia malayi MH2 domain containing protein 0.0238 0.4881 0.5929
Trichomonas vaginalis D-aminoacylase, putative 0.0074 0.1264 1
Loa Loa (eye worm) hypothetical protein 0.0074 0.1264 0.1536
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0065 0.107 0.8443
Echinococcus granulosus beta LACTamase domain containing family member 0.0074 0.1264 0.1536
Echinococcus granulosus lamin dm0 0.0055 0.0854 0.1038
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0049 0.0718 0.0703
Plasmodium falciparum cysteine proteinase falcipain 2b 0.0017 0.0018 0.003
Loa Loa (eye worm) thioredoxin reductase 0.0049 0.0718 0.0872
Mycobacterium tuberculosis Probable reductase 0.0111 0.2094 0.2082
Echinococcus granulosus cathepsin l cysteine peptidase 0.0017 0.0018 0.0021
Schistosoma mansoni tar DNA-binding protein 0.039 0.8233 1
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0111 0.2094 0.2082
Entamoeba histolytica cysteine protease, putative 0.0017 0.0018 0.5
Trypanosoma brucei trypanothione reductase 0.0049 0.0718 0.5623
Schistosoma mansoni tar DNA-binding protein 0.039 0.8233 1
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0124 0.2368 0.2356
Leishmania major hypothetical protein, conserved 0.0074 0.1264 1
Plasmodium vivax glutathione reductase, putative 0.0049 0.0718 0.5623
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0074 0.1264 0.1536
Toxoplasma gondii thioredoxin reductase 0.0049 0.0718 0.5623
Echinococcus granulosus lamin 0.0055 0.0854 0.1038
Mycobacterium tuberculosis Conserved protein 0.0074 0.1264 0.1251
Echinococcus multilocularis cytoplasmic intermediate filament protein 0.0027 0.0228 0.0276
Mycobacterium ulcerans beta-lactamase 0.0074 0.1264 1
Plasmodium falciparum cysteine proteinase falcipain 2a 0.0017 0.0018 0.003
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0074 0.1264 0.1536
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0017 0.0015 0.5
Loa Loa (eye worm) RNA binding protein 0.039 0.8233 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Brugia malayi intermediate filament protein 0.0055 0.0854 0.1038
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0017 0.0018 0.0017
Brugia malayi Cathepsin L-like precursor 0.0017 0.0018 0.0021
Echinococcus granulosus cytoplasmic intermediate filament protein 0.0027 0.0228 0.0276
Mycobacterium ulcerans hypothetical protein 0.0074 0.1264 1
Echinococcus multilocularis cysteine protease 0.0017 0.0018 0.0021
Leishmania major cathepsin L-like protease 0.0065 0.107 0.8443
Onchocerca volvulus 0.0074 0.1264 1
Brugia malayi Cathepsin L-like precursor 0.0017 0.0018 0.0021
Brugia malayi Cathepsin L-like precursor 0.0017 0.0018 0.0021
Schistosoma mansoni tar DNA-binding protein 0.039 0.8233 1
Plasmodium falciparum glutathione reductase 0.0049 0.0718 1
Loa Loa (eye worm) hypothetical protein 0.0017 0.0018 0.0021
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.0018 0.0017
Loa Loa (eye worm) intermediate filament protein 0.0055 0.0854 0.1038
Mycobacterium ulcerans lipase LipD 0.0074 0.1264 1
Brugia malayi RNA binding protein 0.039 0.8233 1
Trichomonas vaginalis D-aminoacylase, putative 0.0074 0.1264 1
Plasmodium vivax vivapain-2 0.0017 0.0018 0.0017
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0017 0.0015 0.0019
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0124 0.2368 0.2356
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0111 0.2094 0.2082
Mycobacterium tuberculosis Probable lipase LipE 0.0074 0.1264 0.1251
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0017 0.0015 0.5
Toxoplasma gondii ABC1 family protein 0.0074 0.1264 1
Echinococcus multilocularis tar DNA binding protein 0.039 0.8233 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0238 0.4881 0.5929
Loa Loa (eye worm) hypothetical protein 0.0074 0.1264 0.1536
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0074 0.1264 1
Leishmania major cathepsin L-like protease 0.0017 0.0018 0.0017
Entamoeba histolytica cysteine proteinase, putative 0.0017 0.0018 0.5
Onchocerca volvulus 0.0055 0.0854 0.6711
Trypanosoma cruzi cysteine peptidase, putative 0.0065 0.107 0.8443
Entamoeba histolytica cysteine proteinase, putative 0.0017 0.0018 0.5
Trypanosoma cruzi major cysteine proteinase, putative 0.0051 0.0764 0.5998
Plasmodium vivax vivapain-2 0.0017 0.0018 0.0017
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Leishmania major trypanothione reductase 0.0049 0.0718 0.5623
Trichomonas vaginalis esterase, putative 0.0074 0.1264 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0017 0.0018 0.0021
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Loa Loa (eye worm) fibroinase 0.0017 0.0018 0.0021
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0074 0.1264 0.1251
Echinococcus granulosus tar DNA binding protein 0.039 0.8233 1
Brugia malayi beta-lactamase 0.0074 0.1264 0.1536
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.0018 0.0017
Loa Loa (eye worm) hypothetical protein 0.0026 0.0205 0.025
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0017 0.0015 0.0019
Schistosoma mansoni cellular tumor antigen P53 0.0056 0.0866 0.1051
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Mycobacterium tuberculosis Conserved protein 0.0074 0.1264 0.1251
Giardia lamblia NADH oxidase lateral transfer candidate 0.0017 0.0015 0.5
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0074 0.1264 0.1251
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.0018 0.0017
Mycobacterium tuberculosis Conserved protein 0.0074 0.1264 0.1251
Trichomonas vaginalis D-aminoacylase, putative 0.0074 0.1264 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Leishmania major cathepsin L-like protease 0.0017 0.0018 0.0017
Loa Loa (eye worm) transcription factor SMAD2 0.0238 0.4881 0.5929
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0017 0.0015 0.0019
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.0018 0.0017
Schistosoma mansoni lamin 0.0055 0.0854 0.1038
Loa Loa (eye worm) beta-lactamase 0.0074 0.1264 0.1536
Schistosoma mansoni tar DNA-binding protein 0.039 0.8233 1
Brugia malayi Cathepsin L-like precursor 0.0017 0.0018 0.0021
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0065 0.107 0.8443
Schistosoma mansoni lamin 0.0055 0.0854 0.1038
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0017 0.0015 0.5
Toxoplasma gondii cathepsin CPL 0.0017 0.0018 0.0017
Loa Loa (eye worm) hypothetical protein 0.0074 0.1264 0.1536
Leishmania major cathepsin L-like protease 0.0017 0.0018 0.0017
Trypanosoma cruzi trypanothione reductase, putative 0.0049 0.0718 0.5623
Loa Loa (eye worm) hypothetical protein 0.0074 0.1264 0.1536
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0065 0.107 0.8443
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0059 0.0946 0.7452
Trypanosoma brucei hypothetical protein, conserved 0.0074 0.1264 1
Plasmodium vivax thioredoxin reductase, putative 0.0049 0.0718 0.5623
Trypanosoma cruzi hypothetical protein, conserved 0.0074 0.1264 1
Echinococcus multilocularis cathepsin L cysteine protease 0.0017 0.0018 0.0021
Leishmania major cathepsin L-like protease 0.0017 0.0018 0.0017
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Mycobacterium tuberculosis Probable oxidoreductase 0.0124 0.2368 0.2356
Echinococcus multilocularis musashi 0.0055 0.0854 0.1038
Echinococcus multilocularis cysteine protease 0.0017 0.0018 0.0021
Brugia malayi beta-lactamase family protein 0.0074 0.1264 0.1536
Schistosoma mansoni intermediate filament proteins 0.0055 0.0854 0.1038
Echinococcus multilocularis cathepsin L cysteine protease 0.0017 0.0018 0.0021
Schistosoma mansoni tar DNA-binding protein 0.039 0.8233 1
Brugia malayi Cathepsin L-like precursor 0.0017 0.0018 0.0021
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0017 0.0018 0.0017
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.0017 0.0018 0.0021
Mycobacterium tuberculosis Probable hydrolase 0.0074 0.1264 0.1251
Loa Loa (eye worm) hypothetical protein 0.0074 0.1264 0.1536
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.0018 0.0017
Brugia malayi Thioredoxin reductase 0.0049 0.0718 0.0872
Loa Loa (eye worm) papain family cysteine protease containing protein 0.0017 0.0018 0.0021
Brugia malayi glutathione reductase 0.0049 0.0718 0.0872
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0017 0.0015 0.0019
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Plasmodium vivax hypothetical protein, conserved 0.0074 0.1264 1
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0055 0.0854 0.1038
Leishmania major cysteine peptidase A (CPA) 0.0017 0.0018 0.0017
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0111 0.2094 0.2082
Echinococcus multilocularis beta LACTamase domain containing family member 0.0074 0.1264 0.1536
Brugia malayi cytoplasmic intermediate filament protein 0.0029 0.0292 0.0355
Trichomonas vaginalis penicillin-binding protein, putative 0.0074 0.1264 1
Echinococcus granulosus cathepsin L cysteine proteinase 0.0017 0.0018 0.0021
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.0018 0.0017
Trypanosoma cruzi cysteine peptidase, putative 0.0065 0.107 0.8443
Echinococcus granulosus tumor protein p63 0.0379 0.7995 0.9712
Onchocerca volvulus 0.0074 0.1264 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0065 0.107 0.8443
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0074 0.1264 0.1536
Echinococcus multilocularis lamin 0.0055 0.0854 0.1038
Echinococcus granulosus intermediate filament protein 0.0055 0.0854 0.1038
Plasmodium falciparum thioredoxin reductase 0.0049 0.0718 1
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0029 0.0292 0.0355
Mycobacterium tuberculosis Probable esterase LipL 0.0074 0.1264 0.1251
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0065 0.107 0.8443
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0065 0.107 0.8443
Onchocerca volvulus 0.0056 0.0866 0.6802
Mycobacterium ulcerans esterase/lipase LipP 0.0074 0.1264 1
Leishmania major cathepsin L-like protease 0.0017 0.0018 0.0017
Schistosoma mansoni cathepsin F (C01 family) 0.0017 0.0018 0.0021
Loa Loa (eye worm) hypothetical protein 0.0054 0.0832 0.1011
Onchocerca volvulus 0.0055 0.0854 0.6711
Echinococcus granulosus thioredoxin glutathione reductase 0.0049 0.0718 0.0872
Trichomonas vaginalis penicillin-binding protein, putative 0.0074 0.1264 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.0018 0.0017
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0065 0.107 0.8443
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0065 0.107 0.8443
Brugia malayi Intermediate filament tail domain containing protein 0.0055 0.0854 0.1038
Loa Loa (eye worm) glutathione reductase 0.0049 0.0718 0.0872
Brugia malayi Cathepsin L-like precursor 0.0017 0.0018 0.0021
Loa Loa (eye worm) hypothetical protein 0.0056 0.0866 0.1051
Echinococcus multilocularis lamin dm0 0.0055 0.0854 0.1038
Brugia malayi beta-lactamase family protein 0.0074 0.1264 0.1536
Loa Loa (eye worm) hypothetical protein 0.0026 0.0205 0.025
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0111 0.2094 0.2082
Trypanosoma cruzi hypothetical protein, conserved 0.0074 0.1264 1
Loa Loa (eye worm) TAR-binding protein 0.039 0.8233 1
Brugia malayi TAR-binding protein 0.039 0.8233 1
Loa Loa (eye worm) hypothetical protein 0.0074 0.1264 0.1536
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Leishmania major cathepsin L-like protease 0.0065 0.107 0.8443
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Brugia malayi RNA recognition motif domain containing protein 0.039 0.8233 1
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0111 0.2094 0.7521
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0065 0.107 0.8443
Trypanosoma cruzi cruzipain precursor, putative 0.0065 0.107 0.8443
Loa Loa (eye worm) cysteine protease 0.0017 0.0018 0.0021
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0074 0.1264 0.1536
Trypanosoma cruzi cysteine peptidase, putative 0.0065 0.107 0.8443
Echinococcus multilocularis thioredoxin glutathione reductase 0.0049 0.0718 0.0872
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0017 0.0018 0.0021
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0017 0.0018 0.0017
Treponema pallidum NADH oxidase 0.0017 0.0015 0.5
Trypanosoma cruzi cysteine peptidase, putative 0.0017 0.0018 0.0017
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0017 0.0018 0.0017
Plasmodium falciparum cysteine proteinase falcipain 3 0.0017 0.0018 0.003

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) NOVARTIS: Antimalarial liver stage activity measured as a greater than 50% reduction in Plasmodium yoelii schizont area in HepG2-A16-CD81 cells at 10uM compound concentration, determined by immuno-fluorescence. ChEMBL. 22096101
CC50 (functional) > 10 uM Huh7 cytotoxicity for Pf inhibitors Novartis-GNF Malaria Box. No reference
CC50 > 10 uM NOVARTIS: Cytotoxicity against human hepatocellular carcinoma cell line (Huh7) ChEMBL. 18579783
EC50 (functional) = 0.37 uM PF proliferation inhibition 3D7 Novartis-GNF Malaria Box. No reference
EC50 (functional) = 0.37 uM W2 Pf proliferation inhibition Novartis-GNF Malaria Box. No reference
EC50 (functional) = 0.37 uM NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
EC50 (functional) = 0.37 uM NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
IFI promiscuity index = 0 IFI promiscuity index Novartis-GNF Malaria Box. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 18579783

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

No literature references available for this target.

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