Detailed information for compound 306811

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 505.395 | Formula: C27H22Cl2N4O2
  • H donors: 2 H acceptors: 3 LogP: 6.41 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 2
  • SMILES: Clc1ccc(c(c1)C(=O)Nc1ccc(cn1)Cl)NC(=O)c1ccc(cc1)c1ccccc1N(C)C
  • InChi: 1S/C27H22Cl2N4O2/c1-33(2)24-6-4-3-5-21(24)17-7-9-18(10-8-17)26(34)31-23-13-11-19(28)15-22(23)27(35)32-25-14-12-20(29)16-30-25/h3-16H,1-2H3,(H,31,34)(H,30,32,35)
  • InChiKey: IXIGSFVEWZYVDT-UHFFFAOYSA-N  


Substructure search Similarity search

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 coagulation factor X Starlite/ChEMBL References
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Curated by TDR Targets References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Babesia bovis dihydrofolate reductase/thymidilate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania donovani dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Loa Loa (eye worm) thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus granulosus thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Cryptosporidium hominis chain A, crystal structure of Dhfr Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania infantum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania major dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Brugia malayi thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative Get druggable targets OG5_127385 All targets in OG5_127385
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium yoelii thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium ulcerans thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus multilocularis thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum hypothetical protein Get druggable targets OG5_127385 All targets in OG5_127385
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
Brugia malayi inosine-5'-monophosphate dehydrogenase 0.0183 0.3362 0.3362
Echinococcus multilocularis thymidylate synthase 0.013 0.198 0.1978
Brugia malayi inosine-5'-monophosphate dehydrogenase 0.0183 0.3362 0.3362
Trypanosoma brucei GMP reductase 0.0441 1 1
Plasmodium falciparum glutathione reductase 0.0208 0.398 0.3949
Trypanosoma cruzi GMP reductase 0.0441 1 1
Loa Loa (eye worm) glutathione reductase 0.0208 0.398 0.3978
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0072 0.0491 0.0268
Trypanosoma brucei trypanothione reductase 0.0208 0.398 0.3669
Plasmodium falciparum thioredoxin reductase 0.0208 0.398 0.3949
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0072 0.0491 0.0489
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.0441 1 1
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.0441 1 1
Mycobacterium ulcerans inosine 5'-monophosphate dehydrogenase 0.0441 1 1
Brugia malayi Thioredoxin reductase 0.0208 0.398 0.398
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0072 0.0491 0.0268
Leishmania major trypanothione reductase 0.0208 0.398 0.3669
Brugia malayi GMP reductase 0.0183 0.3362 0.3362
Brugia malayi dihydrofolate reductase family protein 0.0053 0.0002 0.0002
Brugia malayi Dihydrofolate reductase 0.0053 0.0002 0.0002
Brugia malayi hypothetical protein 0.0062 0.0229 0.0229
Schistosoma mansoni inosine-5-monophosphate dehydrogenase 0.0441 1 1
Brugia malayi glutathione reductase 0.0208 0.398 0.398
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0072 0.0491 0.0489
Loa Loa (eye worm) GMP reductase 0.0183 0.3362 0.336
Mycobacterium tuberculosis Probable oxidoreductase 0.0072 0.0491 0.0489
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0072 0.0491 0.0489
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0072 0.0491 1
Plasmodium vivax glutathione reductase, putative 0.0208 0.398 0.3949
Treponema pallidum NADH oxidase 0.0072 0.0491 0.5
Echinococcus granulosus inosine 5' monophosphate dehydrogenase 2 0.0441 1 1
Echinococcus multilocularis thioredoxin glutathione reductase 0.0208 0.398 0.3978
Loa Loa (eye worm) thymidylate synthase 0.013 0.198 0.1978
Mycobacterium tuberculosis Hypothetical protein 0.0062 0.0229 0.0227
Leishmania major inosine-5-monophosphate dehydrogenase 0.0441 1 1
Trichomonas vaginalis mercuric reductase, putative 0.0072 0.0491 1
Plasmodium vivax thioredoxin reductase, putative 0.0208 0.398 0.3949
Trichomonas vaginalis glutathione reductase, putative 0.0072 0.0491 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0072 0.0491 0.0268
Plasmodium vivax inosine-5'-monophosphate dehydrogenase, putative 0.0415 0.9325 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.0072 0.0491 0.5
Plasmodium falciparum inosine-5'-monophosphate dehydrogenase 0.0415 0.9325 1
Mycobacterium ulcerans thymidylate synthase 0.013 0.198 0.1978
Mycobacterium leprae PROBABLE INOSINE-5'-MONOPHOSPHATE DEHYDROGENASE GUAB1(IMP DEHYDROGENASE) (IMPDH) (IMPD) 0.021 0.4036 0.4035
Brugia malayi thymidylate synthase 0.013 0.198 0.198
Mycobacterium tuberculosis Probable inosine-5'-monophosphate dehydrogenase GuaB2 (imp dehydrogenase) (inosinic acid dehydrogenase) (inosinate dehydrogenase 0.0441 1 1
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.0072 0.0491 0.0489
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0208 0.398 0.3978
Trypanosoma cruzi trypanothione reductase, putative 0.0072 0.0491 0.0268
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB2 (IMP dehydrogenase) (IMPDH) (IMPD) 0.0441 1 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0072 0.0491 0.0489
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0183 0.3341 0.3185
Loa Loa (eye worm) IMP dehydrogenase 1 0.0441 1 1
Mycobacterium ulcerans inosine 5-monophosphate dehydrogenase 0.0415 0.9325 0.9325
Mycobacterium ulcerans inosine 5-monophosphate dehydrogenase 0.021 0.4036 0.4035
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB3 (IMP dehydrogenase 2) (inosinic acid dehydrogenase) (inosinate dehydrogena 0.0232 0.4605 0.4604
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.0441 1 1
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0072 0.0491 0.0268
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0183 0.3341 0.3226
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0183 0.3341 0.3226
Toxoplasma gondii IMP dehydrogenas 0.0441 1 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0183 0.3341 0.2997
Trypanosoma cruzi GMP reductase 0.0441 1 1
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0183 0.3341 0.2997
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0183 0.3341 0.2997
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0072 0.0491 0.0268
Leishmania major guanosine monophosphate reductase 0.0441 1 1
Toxoplasma gondii thioredoxin reductase 0.0208 0.398 0.3669
Loa Loa (eye worm) thioredoxin reductase 0.0208 0.398 0.3978
Trypanosoma cruzi trypanothione reductase, putative 0.0208 0.398 0.3839
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.198 0.1978
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0072 0.0491 0.0489
Mycobacterium tuberculosis Probable inosine-5'-monophosphate dehydrogenase GuaB3 (imp dehydrogenase) (inosinic acid dehydrogenase) (inosinate dehydrogenase 0.0232 0.4605 0.4604
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0072 0.0491 0.0489
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0072 0.0491 0.0268
Echinococcus granulosus thioredoxin glutathione reductase 0.0208 0.398 0.3978
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.013 0.198 0.1978
Wolbachia endosymbiont of Brugia malayi IMP dehydrogenase 0.0441 1 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.013 0.198 0.1978
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0072 0.0491 0.0489
Echinococcus multilocularis inosine 5' monophosphate dehydrogenase 2 0.0441 1 1
Echinococcus granulosus thymidylate synthase 0.013 0.198 0.1978
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0072 0.0491 0.0489
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0072 0.0491 0.0268
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0072 0.0491 0.0489
Trypanosoma brucei inosine-5'-monophosphate dehydrogenase 0.0441 1 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0072 0.0491 0.0268
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0072 0.0491 0.0491
Onchocerca volvulus Putative GMP reductase 0.0183 0.3362 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) > 5 uM Concentration required to double the lag time of maximum thrombin generation in human plasma-based thrombin generation assay. ChEMBL. 15013006
Activity (functional) > 5 uM Concentration required to double the lag time of maximum thrombin generation in human plasma-based thrombin generation assay. ChEMBL. 15013006
cLog D (ADMET) = 5.01 Hidrophilicity of the compound was determined at pH 7 ChEMBL. 15013006
F (ADMET) = 100 % Oral bioavailability in rat ChEMBL. 15013006
IC50 (binding) = 0.9 nM Inhibitory concentration against coagulation factor Xa. ChEMBL. 15013006
IC50 (binding) = 0.9 nM Inhibitory concentration against coagulation factor Xa. ChEMBL. 15013006
Ki (binding) = 0.1 nM Inhibition of Coagulation factor X ChEMBL. 15013006
Ki (binding) = 0.1 nM Inhibition of Coagulation factor X ChEMBL. 15013006

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

1 literature reference was collected for this gene.

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