Detailed information for compound 659732

Basic information

Technical information
  • TDR Targets ID: 659732
  • Name: N-(3-fluorophenyl)-2-oxochromene-3-carboxamid e
  • MW: 283.254 | Formula: C16H10FNO3
  • H donors: 1 H acceptors: 2 LogP: 3.05 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1cccc(c1)NC(=O)c1cc2ccccc2oc1=O
  • InChi: 1S/C16H10FNO3/c17-11-5-3-6-12(9-11)18-15(19)13-8-10-4-1-2-7-14(10)21-16(13)20/h1-9H,(H,18,19)
  • InChiKey: WBIXRKMWHQWRMJ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-(3-fluorophenyl)-2-oxo-chromene-3-carboxamide
  • N-(3-fluorophenyl)-2-oxo-3-chromenecarboxamide
  • N-(3-fluorophenyl)-2-keto-chromene-3-carboxamide
  • Oprea1_094109
  • CBMicro_025357
  • 2-Oxo-2H-chromene-3-carboxylic acid (3-fluoro-phenyl)-amide
  • BAS 00542737
  • ZINC00194710
  • ST5300107
  • BIM-0025465.P001
  • Oprea1_333313
  • AK-968/11367474

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens monoamine oxidase B Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) Get druggable targets OG5_130722 All targets in OG5_130722
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH Get druggable targets OG5_130722 All targets in OG5_130722
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH Get druggable targets OG5_130722 All targets in OG5_130722
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi amine oxidase, flavin-containing family protein monoamine oxidase B 520 aa 462 aa 19.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Entamoeba histolytica protein kinase, putative 0.0183007 0.0480547 0.5
Onchocerca volvulus 0.0382935 0.142656 0.164865
Loa Loa (eye worm) hypothetical protein 0.192496 0.872311 0.872311
Schistosoma mansoni adam (A disintegrin and metalloprotease 0.0142032 0.0286663 0.0286663
Loa Loa (eye worm) hypothetical protein 0.0211995 0.0617713 0.0617713
Brugia malayi Matrixin family protein 0.027007 0.089251 0.089251
Schistosoma mansoni sodium/chloride dependent transporter 0.0222756 0.0668631 0.0668631
Giardia lamblia Aurora kinase 0.0183007 0.0480547 0.164657
Brugia malayi Matrixin family protein 0.027007 0.089251 0.089251
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0211995 0.0617713 0.0617713
Schistosoma mansoni serine/threonine protein kinase 0.0311176 0.108702 0.108702
Loa Loa (eye worm) hypothetical protein 0.0211995 0.0617713 0.0617713
Entamoeba histolytica protein kinase , putative 0.0183007 0.0480547 0.5
Echinococcus multilocularis casein kinase I gamma 0.0256067 0.0826249 0.0826249
Loa Loa (eye worm) AGC/DMPK/ROCK protein kinase 0.0877068 0.376469 0.376469
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0358586 0.131135 1
Brugia malayi Matrixin family protein 0.027007 0.089251 0.089251
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0211995 0.0617713 0.0617713
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0981936 0.42609 0.42609
Plasmodium falciparum amino acid transporter, putative 0.0211995 0.0617713 1
Brugia malayi Sodium:neurotransmitter symporter family protein 1, putative 0.0211995 0.0617713 0.0617713
Trichomonas vaginalis AGC family protein kinase 0.0183007 0.0480547 1
Echinococcus multilocularis uncharacterized sodium dependent transporter 0.0211995 0.0617713 0.0617713
Loa Loa (eye worm) matrixin family protein 0.0653005 0.270447 0.270447
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0211995 0.0617713 0.0617713
Mycobacterium leprae PROBABLE HYDROLASE 0.0328931 0.117103 0.5
Echinococcus multilocularis a disintegrin and metalloproteinase with 0.0292626 0.0999242 0.0999242
Onchocerca volvulus 0.124884 0.552385 1
Echinococcus granulosus serotonin transporter 0.124884 0.552385 0.552385
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.124884 0.552385 0.552385
Schistosoma mansoni sodium-dependent amino acid transporter 0.0211995 0.0617713 0.0617713
Echinococcus multilocularis rho associated protein kinase 0.0270133 0.089281 0.089281
Echinococcus granulosus mitogen activated protein kinase 0.0166203 0.0401032 0.0401032
Brugia malayi serine/threonine-protein kinase 6 0.0183007 0.0480547 0.0480547
Trichomonas vaginalis AGC family protein kinase 0.0183007 0.0480547 1
Entamoeba histolytica protein kinase domain containing protein 0.0183007 0.0480547 0.5
Echinococcus granulosus MAP kinase activated protein kinase 2 0.219482 1 1
Onchocerca volvulus Matrix metalloproteinase homolog 0.0599001 0.244894 0.373252
Brugia malayi Sodium:neurotransmitter symporter family protein 0.124884 0.552385 0.552385
Echinococcus granulosus sodium and chloride dependent glycine 0.0211995 0.0617713 0.0617713
Brugia malayi Protein kinase domain containing protein 0.0877068 0.376469 0.376469
Schistosoma mansoni serine/threonine protein kinase 0.219482 1 1
Echinococcus granulosus aurora kinase A 0.0183007 0.0480547 0.0480547
Onchocerca volvulus 0.027007 0.089251 0.0560108
Echinococcus granulosus adam 0.0142032 0.0286663 0.0286663
Leishmania major protein kinase, putative 0.0183007 0.0480547 0.164657
Brugia malayi serine/threonine protein kinase 6 0.0183007 0.0480547 0.0480547
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0211995 0.0617713 0.0617713
Brugia malayi Matrixin family protein 0.027007 0.089251 0.089251
Echinococcus granulosus mitogen activated protein kinase 3 0.0166203 0.0401032 0.0401032
Echinococcus multilocularis serotonin transporter 0.124884 0.552385 0.552385
Echinococcus multilocularis mitogen activated protein kinase 0.0166203 0.0401032 0.0401032
Loa Loa (eye worm) protein kinase domain-containing protein 0.0256067 0.0826249 0.0826249
Schistosoma mansoni serine/threonine protein kinase 0.0256067 0.0826249 0.0826249
Echinococcus granulosus sodium and chloride dependent glycine 0.0211995 0.0617713 0.0617713
Brugia malayi Matrix metalloprotease, N-terminal domain containing protein 0.0328931 0.117103 0.117103
Echinococcus multilocularis ribosomal protein S6 kinase alpha 3 0.0311176 0.108702 0.108702
Loa Loa (eye worm) hypothetical protein 0.124884 0.552385 0.552385
Loa Loa (eye worm) solute carrier family 6 member 4 0.124884 0.552385 0.552385
Brugia malayi hypothetical protein 0.0211995 0.0617713 0.0617713
Chlamydia trachomatis Ssodium-dependent amino acid transporter 0.0211995 0.0617713 0.5
Echinococcus multilocularis mitogen activated protein kinase 3 0.0166203 0.0401032 0.0401032
Loa Loa (eye worm) hypothetical protein 0.124884 0.552385 0.552385
Loa Loa (eye worm) hypothetical protein 0.027007 0.089251 0.089251
Schistosoma mansoni protein kinase 0.0183007 0.0480547 0.0480547
Echinococcus multilocularis adam 0.0142032 0.0286663 0.0286663
Echinococcus granulosus sodium dependent neurotransmitter transporter 0.0211995 0.0617713 0.0617713
Plasmodium vivax hypothetical protein, conserved 0.0211995 0.0617713 1
Echinococcus granulosus rho-associated protein kinase 1 0.0270133 0.089281 0.089281
Toxoplasma gondii hypothetical protein 0.0211995 0.0617713 1
Loa Loa (eye worm) hypothetical protein 0.027007 0.089251 0.089251
Schistosoma mansoni matrix metallopeptidase-7 (M10 family) 0.027007 0.089251 0.089251
Toxoplasma gondii hypothetical protein 0.0211995 0.0617713 1
Echinococcus multilocularis sodium:chloride dependent neurotransmitter 0.0211995 0.0617713 0.0617713
Echinococcus multilocularis sodium and chloride dependent glycine 0.0211995 0.0617713 0.0617713
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0211995 0.0617713 0.0617713
Toxoplasma gondii aurora kinase 0.0183007 0.0480547 0.36697
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0211995 0.0617713 0.0617713
Plasmodium vivax amine transporter, putative 0.0211995 0.0617713 1
Echinococcus multilocularis MAP kinase activated protein kinase 2 0.219482 1 1
Echinococcus multilocularis sodium dependent neurotransmitter transporter 0.0211995 0.0617713 0.0617713
Schistosoma mansoni sodium/chloride dependent transporter 0.0211995 0.0617713 0.0617713
Loa Loa (eye worm) AUR protein kinase 0.0183007 0.0480547 0.0480547
Plasmodium falciparum transporter, putative 0.0211995 0.0617713 1
Onchocerca volvulus Matrilysin homolog 0.027007 0.089251 0.0560108
Entamoeba histolytica serine/threonine- protein kinase 6 , putative 0.0183007 0.0480547 0.5
Echinococcus multilocularis serine:threonine protein kinase 12 B 0.0183007 0.0480547 0.0480547
Schistosoma mansoni matrix metallopeptidase-9 (M10 family) 0.0183262 0.0481752 0.0481752
Brugia malayi ribosomal protein S6 kinase alpha 3 0.026826 0.0883946 0.0883946
Loa Loa (eye worm) hypothetical protein 0.0211995 0.0617713 0.0617713
Echinococcus multilocularis sodium and chloride dependent glycine 0.0211995 0.0617713 0.0617713
Brugia malayi metalloprotease disintegrin 16 with thrombospondin type I motif 0.0292626 0.0999242 0.0999242
Leishmania major rac serine-threonine kinase, putative,protein kinase, putative 0.026826 0.0883946 1
Trypanosoma cruzi aurora B kinase, putative 0.0183007 0.0480547 1
Loa Loa (eye worm) camk/mapkapk/mapkapk protein kinase 0.219482 1 1
Loa Loa (eye worm) hypothetical protein 0.0328931 0.117103 0.117103
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0211995 0.0617713 0.0617713
Schistosoma mansoni sodium/chloride dependent transporter 0.124884 0.552385 0.552385
Onchocerca volvulus Matrilysin homolog 0.0599001 0.244894 0.373252
Brugia malayi Hemopexin family protein 0.0382935 0.142656 0.142656
Trichomonas vaginalis AGC family protein kinase 0.0183007 0.0480547 1
Trichomonas vaginalis AGC family protein kinase 0.0183007 0.0480547 1
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0358586 0.131135 1
Entamoeba histolytica serine/threonine protein kinase 6, putative 0.0183007 0.0480547 0.5
Loa Loa (eye worm) hypothetical protein 0.0211995 0.0617713 0.0617713
Schistosoma mansoni serine/threonine protein kinase 0.0270133 0.089281 0.089281
Trypanosoma brucei aurora B kinase 0.0183007 0.0480547 1
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0211995 0.0617713 0.0617713
Schistosoma mansoni ADAMTS5 peptidase (M12 family) 0.0292626 0.0999242 0.0999242
Loa Loa (eye worm) hypothetical protein 0.0211995 0.0617713 0.0617713
Echinococcus multilocularis adam 17 protease 0.0670048 0.278512 0.278512
Loa Loa (eye worm) AUR protein kinase 0.0183007 0.0480547 0.0480547
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0211995 0.0617713 0.0617713
Brugia malayi hypothetical protein 0.0142032 0.0286663 0.0286663
Loa Loa (eye worm) matrix metalloproteinase 0.027007 0.089251 0.089251
Brugia malayi MAP kinase sur-1 0.0166203 0.0401032 0.0401032
Schistosoma mansoni hypothetical protein 0.0382935 0.142656 0.142656
Entamoeba histolytica serine/threonine- protein kinase 6, putative 0.0183007 0.0480547 0.5
Onchocerca volvulus 0.0270133 0.089281 0.0560721
Echinococcus granulosus ribosomal protein S6 kinase alpha 3 0.0311176 0.108702 0.108702
Giardia lamblia Kinase, AGC AKT 0.026826 0.0883946 1
Echinococcus granulosus sodium:chloride dependent neurotransmitter 0.0211995 0.0617713 0.0617713
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) 0.0333333 0.119186 1
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0211995 0.0617713 0.0617713
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0211995 0.0617713 0.0617713
Loa Loa (eye worm) hypothetical protein 0.0211995 0.0617713 0.0617713
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0211995 0.0617713 0.0617713
Loa Loa (eye worm) CMGC/MAPK/ERK1 protein kinase 0.0166203 0.0401032 0.0401032
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0211995 0.0617713 0.0617713
Schistosoma mansoni serine/threonine protein kinase 0.0166203 0.0401032 0.0401032
Loa Loa (eye worm) AUR protein kinase 0.0183007 0.0480547 0.0480547
Echinococcus granulosus a disintegrin and metalloproteinase with 0.0292626 0.0999242 0.0999242
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0211995 0.0617713 1
Loa Loa (eye worm) hypothetical protein 0.0211995 0.0617713 0.0617713
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.0981936 0.42609 0.42609
Echinococcus granulosus Blood coagulation inhibitor Disintegrin 0.0458871 0.178587 0.178587
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0211995 0.0617713 0.0617713
Brugia malayi serine/threonine kinase 12 0.0183007 0.0480547 0.0480547
Brugia malayi Matrixin family protein 0.0653005 0.270447 0.270447
Schistosoma mansoni serine/threonine protein kinase 0.0183007 0.0480547 0.0480547
Brugia malayi map kinase activated protein kinase protein 2 0.219482 1 1
Echinococcus multilocularis Blood coagulation inhibitor, Disintegrin 0.0458871 0.178587 0.178587
Schistosoma mansoni ADAM17 peptidase (M12 family) 0.0670048 0.278512 0.278512
Onchocerca volvulus 0.0259372 0.0841891 0.0456935
Loa Loa (eye worm) matrixin family protein 0.0599001 0.244894 0.244894
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0211995 0.0617713 1
Loa Loa (eye worm) casein kinase 0.0245306 0.0775331 0.0775331
Brugia malayi Protein kinase domain containing protein 0.0256067 0.0826249 0.0826249
Loa Loa (eye worm) hypothetical protein 0.124884 0.552385 0.552385
Echinococcus granulosus adam 17 protease 0.0751497 0.317052 0.317052
Entamoeba histolytica protein kinase, putative 0.0183007 0.0480547 0.5
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0211995 0.0617713 1
Loa Loa (eye worm) AGC/RSK/RSK protein kinase 0.0311176 0.108702 0.108702
Echinococcus granulosus casein kinase I gamma 0.0256067 0.0826249 0.0826249
Echinococcus granulosus serine:threonine protein kinase 12 B 0.0183007 0.0480547 0.0480547
Loa Loa (eye worm) hypothetical protein 0.027007 0.089251 0.089251
Echinococcus multilocularis aurora kinase A 0.0183007 0.0480547 0.0480547
Loa Loa (eye worm) serotonin transporter b 0.124884 0.552385 0.552385
Treponema pallidum sodium- and chloride- dependent transporter 0.124884 0.552385 0.5
Loa Loa (eye worm) norepinephrine transporter 0.124884 0.552385 0.552385
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0211995 0.0617713 0.0617713

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 15 uM Plasmodium falciparum 3D7 EC50 (uM) as measured by SYBR green dye Saint Jude. 20485428
EC50 (functional) = 15 uM Plasmodium falciparum K1 EC50 (uM) as measured by SYBR green dye Saint Jude. 20485428
EC50 (functional) > 15 uM ST_JUDE: Plasmodium falciparum K1 EC50 (uM) as measured by SYBR green dye ChEMBL. 20485428
EC50 (functional) > 15 uM ST_JUDE: Plasmodium falciparum 3D7 EC50 (uM) as measured by SYBR green dye ChEMBL. 20485428
IC50 (binding) Inhibition of human recombinant MAOA expressed in BTI-TN-5B1-4 cells assessed as effect on H2O2 production from para-tyramine at 100 uM by fluorimetric method ChEMBL. 19267475
IC50 (binding) = 0.25 uM Inhibition of human recombinant MAOB expressed in BTI-TN-5B1-4 cells assessed as effect on H2O2 production from para-tyramine by fluorimetric method ChEMBL. 19267475
Percent growth inhibition (functional) = 46.8 % Plasmodium falciparum 3D7 % growth inhibition at 7uM as measured by SYBR green dye Saint Jude. 20485428
Percent growth inhibition (functional) = 1649.7 % Plasmodium falciparum 3D7 % growth inhibition at 7uM as measured by YOYO-3 red dye Saint Jude. 20485428

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 20485428

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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