Detailed information for compound 1322522

Basic information

Technical information
  • TDR Targets ID: 1322522
  • Name: methyl 3-(4-fluorophenyl)-1-methyl-4,6-dioxo- 5-phenyl-2,3,3a,6a-tetrahydropyrrolo[3,4-c]py rrole-1-carboxylate
  • MW: 382.385 | Formula: C21H19FN2O4
  • H donors: 1 H acceptors: 3 LogP: 1.89 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)C1(C)NC(C2C1C(=O)N(C2=O)c1ccccc1)c1ccc(cc1)F
  • InChi: 1S/C21H19FN2O4/c1-21(20(27)28-2)16-15(17(23-21)12-8-10-13(22)11-9-12)18(25)24(19(16)26)14-6-4-3-5-7-14/h3-11,15-17,23H,1-2H3
  • InChiKey: MMTCGVFQEZEANG-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 3-(4-fluorophenyl)-1-methyl-4,6-dioxo-5-phenyl-2,3,3a,6a-tetrahydropyrrolo[3,4-c]pyrrole-1-carboxylic acid methyl ester
  • 3-(4-fluorophenyl)-4,6-diketo-1-methyl-5-phenyl-2,3,3a,6a-tetrahydropyrrolo[3,4-c]pyrrole-1-carboxylic acid methyl ester
  • ASN 06211224

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens geminin, DNA replication inhibitor Starlite/ChEMBL No references
Mus musculus RAR-related orphan receptor gamma Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Hypothetical 65.5 kDa Trp-Asp repeats containing protein F02E8.5 inchromosome X geminin, DNA replication inhibitor 209 aa 176 aa 27.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0113 0.283 0.276
Entamoeba histolytica P-glycoprotein-1 0.0352 1 1
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0352 1 1
Echinococcus multilocularis 0.0113 0.283 0.276
Trichomonas vaginalis ATP-binding cassette transporter, putative 0.0352 1 1
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0076 0.1728 0.1646
Leishmania major ATP-binding cassette protein subfamily C, member 2, putative 0.0125 0.3192 0.1394
Echinococcus granulosus multidrug resistance protein 1 0.0243 0.6744 0.6712
Echinococcus multilocularis ATP binding cassette sub family B 0.0113 0.283 0.276
Giardia lamblia Multidrug resistance-associated protein 1 0.0125 0.3192 1
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0076 0.1728 0.1646
Trichomonas vaginalis ABC transporter, putative 0.0352 1 1
Echinococcus multilocularis multidrug resistance protein 1 0.0243 0.6744 0.6712
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.0352 1 1
Plasmodium vivax multidrug resistance protein 1, putative 0.0352 1 1
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0029 0.0321 0.0225
Echinococcus granulosus multidrug resistance protein 1 0.0352 1 1
Loa Loa (eye worm) hypothetical protein 0.0121 0.3074 0.3006
Echinococcus granulosus voltage gated sodium channel Nav1 alpha subunit 0.0088 0.2089 0.2011
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.0352 1 1
Entamoeba histolytica ATP-binding cassette protein, putative 0.0125 0.3192 0.0657
Schistosoma mansoni voltage-gated potassium channel 0.0094 0.2271 0.2271
Echinococcus granulosus multidrug resistance associated protein 1 0.0125 0.3192 0.3124
Entamoeba histolytica P-glycoprotein 6, putative 0.0113 0.283 0.0161
Schistosoma mansoni smdr1 0.0113 0.283 0.283
Trichomonas vaginalis ATP-binding cassette transporter, putative 0.0109 0.2713 0.2641
Mycobacterium ulcerans transmembrane ABC transporter ATP-binding protein 0.0113 0.283 0.5
Brugia malayi hypothetical protein 0.0113 0.283 0.276
Trichomonas vaginalis ABC transporter, half transporter, putative 0.0352 1 1
Echinococcus granulosus ATP binding cassette subfamily B MDR:TAP 0.0352 1 1
Loa Loa (eye worm) hypothetical protein 0.0186 0.5025 0.4976
Trichomonas vaginalis ATP-binding cassette transporter, putative 0.0109 0.2713 0.2641
Schistosoma mansoni multidrug resistance protein 0.0352 1 1
Wolbachia endosymbiont of Brugia malayi ABC-type protease secretion system, ATPase and permease component, AprD 0.0113 0.283 0.5
Schistosoma mansoni multidrug resistance protein 0.0125 0.3192 0.3192
Echinococcus multilocularis sodium channel protein 0.0088 0.2089 0.2011
Trichomonas vaginalis ATP-binding cassette transporter, putative 0.0352 1 1
Leishmania major ATP-binding cassette protein subfamily B, member 2, putative 0.0352 1 1
Toxoplasma gondii ATP-binding cassette transporter ABC.B1 0.0352 1 1
Echinococcus multilocularis ATP binding cassette sub family B 0.0113 0.283 0.276
Echinococcus granulosus ATP binding cassette subfamily B MDR:TAP 0.0352 1 1
Entamoeba histolytica ABC transporter, putative 0.0125 0.3192 0.0657
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0029 0.0321 0.0225
Onchocerca volvulus 0.0352 1 0.5
Echinococcus multilocularis multidrug resistance protein 1 0.0352 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0029 0.0321 0.0321
Echinococcus granulosus sodium channel protein 0.0088 0.2089 0.2011
Entamoeba histolytica P-glycoprotein 5, putative 0.0352 1 1
Brugia malayi multidrug Resistance Protein family member (mrp-5), putative 0.0113 0.283 0.276
Schistosoma mansoni multidrug resistance protein 0.0352 1 1
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0021 0.0098 0.0098
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0109 0.2713 0.2641
Loa Loa (eye worm) inward rectifying k channel family protein 1 0.0186 0.5025 0.4976
Leishmania major pentamidine resistance protein 1 0.0125 0.3192 0.1394
Echinococcus multilocularis multidrug resistance associated protein 7 0.0125 0.3192 0.3124
Brugia malayi ABC transporter transmembrane region family protein 0.0125 0.3192 0.3124
Loa Loa (eye worm) hypothetical protein 0.0348 0.9882 0.9881
Echinococcus granulosus ATP binding cassette subfamily B MDR:TAP 0.0352 1 1
Trypanosoma brucei p-glycoprotein 0.0125 0.3192 1
Giardia lamblia Multidrug resistance-associated protein 1 0.0121 0.3074 0.7544
Mycobacterium ulcerans transmembrane ABC transporter ATP-binding protein 0.0113 0.283 0.5
Leishmania major ATP-binding cassette protein subfamily C, member 1, putative 0.0125 0.3192 0.1394
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0352 1 1
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0352 1 1
Loa Loa (eye worm) ABC transporter 0.0113 0.283 0.276
Trichomonas vaginalis ABC transporter, putative 0.0352 1 1
Echinococcus granulosus ATP binding cassette subfamily B MDR:TAP 0.0352 1 1
Schistosoma mansoni ATP-binding cassette sub-family B member 7 mitochondrial precursor (abc7) 0.0113 0.283 0.283
Echinococcus granulosus ATP binding cassette sub family B 0.0113 0.283 0.276
Leishmania major p-glycoprotein 0.0352 1 1
Entamoeba histolytica P-glycoprotein-2 0.0352 1 1
Loa Loa (eye worm) hypothetical protein 0.0352 1 1
Echinococcus multilocularis geminin 0.0205 0.559 0.5547
Echinococcus multilocularis multidrug resistance protein 1 0.0352 1 1
Entamoeba histolytica ATP-binding cassette protein, putative 0.0125 0.3192 0.0657
Giardia lamblia ABC transporter, putative 0.0125 0.3192 1
Trichomonas vaginalis ATP-binding cassette transporter, putative 0.0352 1 1
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0021 0.0098 0.0098
Mycobacterium ulcerans component linked with the assembly of cytochrome transport transmembrane ATP-binding protein ABC transporter CydD 0.0113 0.283 0.5
Loa Loa (eye worm) hypothetical protein 0.0125 0.3192 0.3124
Echinococcus granulosus voltage gated potassium channel 0.0029 0.0321 0.0225
Trypanosoma cruzi multidrug resistance-associated protein, putative 0.0125 0.3192 1
Loa Loa (eye worm) hypothetical protein 0.0076 0.1726 0.1645
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0352 1 1
Toxoplasma gondii hypothetical protein 0.0186 0.5025 0.3061
Brugia malayi ABC transporter 0.0113 0.283 0.276
Loa Loa (eye worm) multidrug resistance protein 3 0.0352 1 1
Echinococcus granulosus ATP binding cassette sub family B 0.0113 0.283 0.276
Loa Loa (eye worm) hypothetical protein 0.0109 0.2713 0.2641
Loa Loa (eye worm) ABC transporter 0.0113 0.283 0.276
Echinococcus multilocularis voltage gated potassium channel 0.0029 0.0321 0.0225
Trypanosoma brucei multidrug resistance-associated protein, putative 0.0125 0.3192 1
Entamoeba histolytica multidrug resistance protein, putative 0.0125 0.3192 0.0657
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0352 1 1
Entamoeba histolytica ATP-binding cassette protein, putative 0.0125 0.3192 0.0657
Trypanosoma cruzi multidrug resistance-associated protein, putative 0.0125 0.3192 1
Leishmania major p-glycoprotein e 0.0125 0.3192 0.1394
Schistosoma mansoni multidrug resistance protein 0.0125 0.3192 0.3192
Echinococcus multilocularis ATP binding cassette sub family B 0.0113 0.283 0.276
Chlamydia trachomatis ABC transporter ATP binding protein/permease 0.0352 1 0.5
Brugia malayi ABC transporter family protein 0.0113 0.283 0.276
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0352 1 1
Echinococcus multilocularis ATP binding cassette sub family B 0.0113 0.283 0.276
Schistosoma mansoni ATP-binding cassette sub-family B member 6 mitochondrial precursor (abc6) 0.0109 0.2713 0.2713
Trichomonas vaginalis ABC transporter, half transporter, putative 0.0352 1 1
Schistosoma mansoni hypothetical protein 0.0205 0.559 0.559
Schistosoma mansoni voltage-gated potassium channel 0.0021 0.0098 0.0098
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0352 1 1
Trichomonas vaginalis ATP-binding cassette transporter, putative 0.0352 1 1
Echinococcus granulosus multidrug resistance protein 1 0.0352 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0094 0.2271 0.2271
Loa Loa (eye worm) hypothetical protein 0.0186 0.5025 0.4976
Brugia malayi ABC transporter family protein 0.0113 0.283 0.276
Brugia malayi ABC transporter 0.0109 0.2713 0.2641
Loa Loa (eye worm) hypothetical protein 0.0352 1 1
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.0352 1 1
Loa Loa (eye worm) ABC transporter transmembrane region family protein 0.0125 0.3192 0.3124
Trichomonas vaginalis abcb9, putative 0.0352 1 1
Leishmania major ATP-binding cassette protein subfamily C, member 5, putative 0.0125 0.3192 0.1394
Brugia malayi ABC transporter transmembrane region family protein 0.0109 0.2713 0.2641
Schistosoma mansoni multidrug resistance protein 0.0125 0.3192 0.3192
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0029 0.0321 0.0225
Loa Loa (eye worm) ABC transporter 0.0113 0.283 0.276
Entamoeba histolytica P-glyco protein 6, putative 0.0352 1 1
Leishmania major ATP-binding cassette protein subfamily B, member 3, putative 0.0113 0.283 0.0937
Mycobacterium tuberculosis Probable transmembrane multidrug efflux pump 0.0352 1 1
Toxoplasma gondii ABC transporter transmembrane region domain-containing protein 0.0125 0.3192 0.0504
Mycobacterium ulcerans transmembrane ABC transporter ATP-binding protein 0.0113 0.283 0.5
Trichomonas vaginalis ABC transporter, putative 0.0352 1 1
Trypanosoma brucei multidrug resistance-associated protein, putative 0.0125 0.3192 1
Trichomonas vaginalis abcb9, putative 0.0352 1 1
Brugia malayi ABC transporter family protein 0.0113 0.283 0.276
Toxoplasma gondii ABC transporter transmembrane region domain-containing protein 0.0352 1 1
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0352 1 1
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0352 1 1
Leishmania major ATP-binding cassette protein subfamily C, member 8, putative 0.0113 0.283 0.0937
Echinococcus granulosus multidrug resistance protein 1 0.0243 0.6744 0.6712
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0086 0.2047 0.1969
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.0352 1 1
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.0352 1 1
Trichomonas vaginalis ATP-binding cassette transporter, putative 0.0243 0.6744 0.6712
Trypanosoma cruzi multidrug resistance protein E, putative 0.0125 0.3192 1
Brugia malayi multidrug resistance related protein 1 0.0125 0.3192 0.3124
Trichomonas vaginalis taga, putative 0.0352 1 1
Brugia malayi ABC transporter family protein 0.0352 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0109 0.2713 0.2641
Leishmania major ATP-binding cassette protein subfamily C, member 6, putative 0.0125 0.3192 0.1394
Entamoeba histolytica P-glycoprotein 6, putative 0.0113 0.283 0.0161
Echinococcus multilocularis multidrug resistance associated protein 1 0.0125 0.3192 0.3124
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0086 0.2047 0.1969
Loa Loa (eye worm) hypothetical protein 0.0029 0.0321 0.0225
Echinococcus granulosus ATP binding cassette sub family B 0.0109 0.2713 0.2641
Mycobacterium leprae PROBABLE DRUGS-TRANSPORT TRANSMEMBRANE ATP-BINDING PROTEIN ABC TRANSPORTER 0.0113 0.283 0.5
Giardia lamblia Multidrug resistance-associated protein 1 0.0125 0.3192 1
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0021 0.0098 0.0098
Schistosoma mansoni hypothetical protein 0.0205 0.559 0.559
Trichomonas vaginalis ABC transporter, putative 0.0352 1 1
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0352 1 1
Echinococcus granulosus multidrug resistance associated protein 7 0.0125 0.3192 0.3124
Entamoeba histolytica P-glycoprotein-5 0.0352 1 1
Schistosoma mansoni smdr2 0.0352 1 1
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0086 0.2047 0.1969
Brugia malayi P-glycoprotein-like protein 0.0113 0.283 0.276
Trichomonas vaginalis abcb9, putative 0.0352 1 1
Loa Loa (eye worm) ATP-binding cassette sub-family B member 2 0.0352 1 1
Schistosoma mansoni multidrug resistance protein 0.0352 1 1
Echinococcus granulosus 5'partial|ATP binding cassette sub family B 0.0348 0.9882 0.9881
Echinococcus multilocularis ATP binding cassette sub family B 0.0348 0.9882 0.9881
Schistosoma mansoni multidrug resistance protein 0.0125 0.3192 0.3192
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0352 1 1
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0021 0.0098 0.0098
Loa Loa (eye worm) hypothetical protein 0.0186 0.5025 0.4976
Leishmania major ATP-binding cassette protein subfamily B, member 1, putative 0.0113 0.283 0.0937
Wolbachia endosymbiont of Brugia malayi ABC-type multidrug transport system, ATPase and permease component 0.0113 0.283 0.5
Leishmania major ABC-thiol transporter 0.0125 0.3192 0.1394
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0021 0.0098 0.0098
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0352 1 1
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0352 1 1
Entamoeba histolytica P-glycoprotein-2 0.0352 1 1
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0352 1 1
Schistosoma mansoni multidrug resistance protein 0.0113 0.283 0.283
Schistosoma mansoni multidrug resistance protein 0.0109 0.2713 0.2713
Loa Loa (eye worm) hypothetical protein 0.0125 0.3192 0.3124
Echinococcus granulosus multidrug resistance protein 1 0.0352 1 1
Entamoeba histolytica hypothetical protein 0.0125 0.3192 0.0657
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0352 1 1
Trichomonas vaginalis ATP-binding cassette transporter, putative 0.0352 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0029 0.0321 0.0321
Plasmodium falciparum multidrug resistance protein 1 0.0352 1 1
Mycobacterium ulcerans drugs-transport transmembrane ATP-binding protein ABC transporter 0.0113 0.283 0.5
Giardia lamblia MRP-like ABC transporter 0.0125 0.3192 1
Mycobacterium leprae PROBABLE DRUGS-TRANSPORT TRANSMEMBRANE ATP-BINDING PROTEIN ABC TRANSPORTER 0.0113 0.283 0.5
Trypanosoma brucei multidrug resistance protein E 0.0125 0.3192 1
Entamoeba histolytica P-glycoprotein-2, putative 0.0352 1 1
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0113 0.283 0.276
Echinococcus granulosus geminin 0.0205 0.559 0.5547
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0086 0.2047 0.1969
Entamoeba histolytica ATP-binding cassette protein, putative 0.0125 0.3192 0.0657
Brugia malayi ABC transporter transmembrane region family protein 0.0113 0.283 0.276

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 0.0046 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 0.3981 um PUBCHEM_BIOASSAY: qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 14.7157 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) = 28.1838 um PUBCHEM_BIOASSAY: qHTS Inhibitors of AmpC Beta-Lactamase (assay with detergent). (Class of assay: confirmatory) [Related pubchem assays: 1002 (Confirmation Concentration-Response Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent)), 585 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay without detergent) - a screen old NIH MLSMR collection), 584 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay with detergent) - a screen of the old NIH MLSMR collection), 1003 (Confirmation Cuvette-Based Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent))] ChEMBL. No reference
Potency (functional) 29.0929 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 125.8925 uM PubChem BioAssay. qHTS of PTHR Inhibitors: Primary Screen. (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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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