Detailed information for compound 1568316

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 432.897 | Formula: C22H25ClN2O5
  • H donors: 1 H acceptors: 2 LogP: 4.28 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOc1cc(ccc1OC)C(=CC#N)c1ccc(c(c1)OC(=O)[C@@H](N)C)OC.Cl
  • InChi: 1S/C22H24N2O5.ClH/c1-5-28-20-12-15(6-8-18(20)26-3)17(10-11-23)16-7-9-19(27-4)21(13-16)29-22(25)14(2)24;/h6-10,12-14H,5,24H2,1-4H3;1H/t14-;/m0./s1
  • InChiKey: SFVZZDMVHCPASE-UQKRIMTDSA-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 phosphodiesterase 4D, cAMP-specific Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum cAMP-specific 3',5'-cyclic phosphodiesterase 4D, putative Get druggable targets OG5_128242 All targets in OG5_128242
Cryptosporidium hominis hypothetical protein Get druggable targets OG5_128242 All targets in OG5_128242
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Giardia lamblia CAMP-specific 3,5-cyclic phosphodiesterase 4B Get druggable targets OG5_128242 All targets in OG5_128242
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Schistosoma japonicum IPR002073,3'5'-cyclic nucleotide phosphodiesterase,domain-containing Get druggable targets OG5_128242 All targets in OG5_128242
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Loa Loa (eye worm) cyclic AMP specific phosphodiesterase PDE4D5A Get druggable targets OG5_128242 All targets in OG5_128242
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128242 All targets in OG5_128242
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein Get druggable targets OG5_128242 All targets in OG5_128242
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Schistosoma japonicum cAMP-specific 3',5'-cyclic phosphodiesterase, isoform F, putative Get druggable targets OG5_128242 All targets in OG5_128242
Brugia malayi Probable 3',5'-cyclic phosphodiesterase R153.1, putative Get druggable targets OG5_128242 All targets in OG5_128242
Cryptosporidium parvum membrane associated HD superfamily cyclic nucleotide phosphodiesterase domain containing protein Get druggable targets OG5_128242 All targets in OG5_128242
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Schistosoma japonicum cAMP-specific 3',5'-cyclic phosphodiesterase 4C, putative Get druggable targets OG5_128242 All targets in OG5_128242
Neospora caninum cAMP-specific phosphodiesterase, putative Get druggable targets OG5_128242 All targets in OG5_128242
Schistosoma japonicum cAMP-specific 3',5'-cyclic phosphodiesterase 4D, putative Get druggable targets OG5_128242 All targets in OG5_128242

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
Giardia lamblia Phosphoinositide-3-kinase, class 3 0.0057 0.0403 0.0354
Trypanosoma cruzi phosphatidylinositol 4-kinase alpha, putative 0.0033 0.0145 0.0168
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0171 0.074
Echinococcus granulosus phosphatidylinositol 4 phosphate 3 kinase C2 0.0153 0.1435 0.1405
Brugia malayi thymidylate synthase 0.0217 0.2113 0.2085
Schistosoma mansoni lipoxygenase 0.0048 0.0305 0.0271
Trichomonas vaginalis PIKK family atypical protein kinase 0.0045 0.0274 0.1185
Leishmania major target of rapamycin (TOR) kinase 2, putative 0.0055 0.038 0.0526
Trichomonas vaginalis PIKK family atypical protein kinase 0.0033 0.0141 0.0609
Mycobacterium tuberculosis Hypothetical protein 0.0103 0.0893 0.0757
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0106 0.0926 0.3601
Leishmania major target of rapamycin kinase (TOR) kinase 3 0.0045 0.0274 0.0365
Toxoplasma gondii aldehyde dehydrogenase 0.004 0.0211 0.0103
Trichomonas vaginalis PIKK family atypical protein kinase 0.0045 0.0274 0.1185
Schistosoma mansoni lipoxygenase 0.0069 0.0528 0.0494
Trypanosoma brucei phosphatidylinositol 4-kinase alpha, putative 0.0033 0.0145 0.0168
Echinococcus multilocularis phosphatidylinositol 4 kinase alpha 0.0033 0.0145 0.011
Mycobacterium ulcerans aldehyde dehydrogenase 0.004 0.0211 0.0065
Trichomonas vaginalis PIKK family atypical protein kinase 0.0023 0.0035 0.0151
Trichomonas vaginalis PIKK family atypical protein kinase 0.0055 0.038 0.1645
Loa Loa (eye worm) hypothetical protein 0.0082 0.0665 0.0632
Onchocerca volvulus 0.0217 0.2113 0.5
Loa Loa (eye worm) phosphatidylinositol 4-kinase type 3 alpha isoform 1 0.0033 0.0145 0.011
Trichomonas vaginalis PIKK family atypical protein kinase 0.0033 0.0141 0.0609
Trichomonas vaginalis PIKK family atypical protein kinase 0.0038 0.0198 0.0856
Brugia malayi Dihydrofolate reductase 0.0951 1 1
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor2 0.0055 0.038 0.0526
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0112 0.0985 0.1301
Brugia malayi phosphatidylinositol 4-kinase, catalytic, alpha polypeptide 0.0033 0.0145 0.011
Giardia lamblia Phosphoinositide-3-kinase, catalytic, alpha polypeptide 0.0115 0.1023 1
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.0081 0.0654 0.2828
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0069 0.0528 0.0494
Trichomonas vaginalis PIKK family atypical protein kinase 0.0055 0.038 0.1645
Trichomonas vaginalis PIKK family atypical protein kinase 0.0045 0.0274 0.1185
Trypanosoma cruzi phosphatidylinositol 3-kinase vps34-like 0.0081 0.0654 0.0943
Echinococcus multilocularis phosphatidylinositol 4 phosphate 3 kinase C2 0.0153 0.1435 0.1405
Trichomonas vaginalis PIKK family atypical protein kinase 0.0048 0.0304 0.1316
Echinococcus multilocularis FKBP12 rapamycin complex associated protein 0.0055 0.038 0.0347
Schistosoma mansoni dihydrofolate reductase 0.0951 1 1
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0112 0.0985 0.0954
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0635 0.6604 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0043 0.0247 0.1069
Schistosoma mansoni aldehyde dehydrogenase 0.004 0.0211 0.0177
Leishmania major target of rapamycin (TOR) kinase 1, putative 0.0055 0.038 0.0526
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.0235 0.2313 0.3468
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.0033 0.0145 0.0627
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0033 0.0145 0.011
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0635 0.6604 1
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0081 0.0654 0.2348
Brugia malayi Probable 3',5'-cyclic phosphodiesterase R153.1, putative 0.0098 0.0839 0.0807
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative 0.0163 0.1532 0.6625
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0951 1 1
Trypanosoma cruzi phosphatidylinositol 3-kinase, putative 0.0071 0.0547 0.0779
Trichomonas vaginalis PIKK family atypical protein kinase 0.0023 0.0035 0.0151
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.0235 0.2313 0.3468
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit gamma, putative 0.0235 0.2313 1
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0112 0.0985 0.0954
Trichomonas vaginalis phosphatidylinositol 4-kinase, putative 0.0033 0.0145 0.0627
Loa Loa (eye worm) hypothetical protein 0.0112 0.0985 0.0954
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.004 0.0211 0.0177
Schistosoma mansoni phosphatidylinositol 4-kinase 0.0033 0.0145 0.011
Leishmania major phosphatidylinositol 4-kinase alpha, putative 0.0033 0.0145 0.0168
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative 0.0081 0.0654 0.2828
Giardia lamblia CAMP-specific 3,5-cyclic phosphodiesterase 4B 0.0112 0.0985 0.9409
Echinococcus granulosus phosphatidylinositol 3 kinase catalytic subunit 0.0033 0.0145 0.011
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0635 0.6604 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0045 0.0274 0.1185
Echinococcus multilocularis phosphatidylinositol 4,5 bisphosphate 3 kinase 0.0328 0.3311 0.3287
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0055 0.038 0.0347
Echinococcus granulosus FKBP12 rapamycin complex associated protein 0.0055 0.038 0.0347
Trichomonas vaginalis conserved hypothetical protein 0.0103 0.0893 0.3863
Echinococcus multilocularis dihydrofolate reductase 0.0951 1 1
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0235 0.2313 0.2286
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0098 0.0839 0.0807
Chlamydia trachomatis dihydrofolate reductase 0.0951 1 0.5
Trichomonas vaginalis PIKK family atypical protein kinase 0.0023 0.0035 0.0151
Trichomonas vaginalis PIKK family atypical protein kinase 0.0033 0.0141 0.0611
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor1 0.0055 0.038 0.0526
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0112 0.0985 0.0954
Schistosoma mansoni aldehyde dehydrogenase 0.004 0.0211 0.0177
Leishmania major 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.0034 0.0147 0.0171
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0112 0.0985 0.0954
Trichomonas vaginalis PIKK family atypical protein kinase 0.0043 0.0247 0.1069
Trichomonas vaginalis PIKK family atypical protein kinase 0.0043 0.0247 0.1069
Echinococcus granulosus phosphatidylinositol 4 kinase alpha 0.0033 0.0145 0.011
Trichomonas vaginalis PIKK family atypical protein kinase 0.0039 0.0209 0.0905
Mycobacterium ulcerans aldehyde dehydrogenase 0.004 0.0211 0.0065
Echinococcus granulosus dihydrofolate reductase 0.0951 1 1
Entamoeba histolytica hypothetical protein 0.0188 0.1804 0.7652
Loa Loa (eye worm) phosphatidylinositol 3 0.0281 0.2802 0.2776
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.0163 0.1532 0.6625
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.0034 0.0147 0.0113
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0033 0.0145 0.0627
Loa Loa (eye worm) thymidylate synthase 0.0217 0.2113 0.2085
Trichomonas vaginalis PIKK family atypical protein kinase 0.0043 0.0247 0.1069
Mycobacterium ulcerans aldehyde dehydrogenase 0.004 0.0211 0.0065
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0235 0.2313 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0043 0.0247 0.1069
Trichomonas vaginalis PIKK family atypical protein kinase 0.0033 0.0141 0.0611
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.004 0.0211 0.0177
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0034 0.0147 0.0113
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0034 0.0147 0.0113
Trichomonas vaginalis PIKK family atypical protein kinase 0.0033 0.0141 0.0609
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0081 0.0654 0.0621
Loa Loa (eye worm) cyclic AMP specific phosphodiesterase PDE4D5A 0.0098 0.0839 0.0807
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0081 0.0654 0.0621
Entamoeba histolytica FKBP-rapamycin associated protein (FRAP), putative 0.0055 0.038 0.1086
Trypanosoma brucei phosphatidylinositol 3-kinase, putative 0.0081 0.0654 0.0943
Entamoeba histolytica phosphatidylinositol 3-kinase 1, putative 0.0225 0.2205 0.9505
Trypanosoma cruzi target of rapamycin kinase 3 0.0045 0.0274 0.0365
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.004 0.0211 0.0065
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0217 0.2113 0.1995
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0153 0.1435 0.1405
Echinococcus granulosus phosphatidylinositol 45 bisphosphate 3 kinase 0.0328 0.3311 0.3287
Trichomonas vaginalis PIKK family atypical protein kinase 0.0023 0.0035 0.0151
Brugia malayi hypothetical protein 0.0103 0.0893 0.0862
Entamoeba histolytica phosphatidylinositol3-kinaseTor2, putative 0.0055 0.038 0.1086
Trypanosoma brucei target of rapamycin kinase 3, putative 0.0045 0.0274 0.0365
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.0034 0.0147 0.0113
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0951 1 1
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0081 0.0654 0.2828
Trichomonas vaginalis PIKK family atypical protein kinase 0.0033 0.0141 0.0611
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0081 0.0654 0.2348
Toxoplasma gondii target of rapamycin (TOR), putative 0.0043 0.0247 0.0158
Loa Loa (eye worm) hypothetical protein 0.0153 0.1435 0.1405
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0635 0.6604 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0168 0.0727
Trypanosoma brucei phosphatidylinositol 3-kinase tor, putative 0.003 0.0106 0.0109
Echinococcus multilocularis thymidylate synthase 0.0217 0.2113 0.2085
Loa Loa (eye worm) dihydrofolate reductase 0.0951 1 1
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0328 0.3311 0.3287
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0188 0.1804 0.7652
Trypanosoma brucei Phosphatidylinositol 3-kinase tor1 0.0055 0.038 0.0526
Trypanosoma brucei phosphatidylinositol 4-kinase, putative 0.0055 0.038 0.0526
Loa Loa (eye worm) phosphatidylinositol 3 0.0055 0.038 0.0347
Brugia malayi phosphoinositide 3'-hydroxykinase p110-alpha subunit, putative 0.0093 0.0785 0.0752
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0098 0.0839 0.0807
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0171 0.074
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0168 0.0727
Echinococcus multilocularis Zinc finger, PHD finger 0.0033 0.0145 0.011
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.004 0.0211 0.0269
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0171 0.074
Echinococcus granulosus thymidylate synthase 0.0217 0.2113 0.2085
Trichomonas vaginalis PIKK family atypical protein kinase 0.0043 0.0247 0.1069
Schistosoma mansoni ataxia telangiectasia mutated (atm)-related 0.0055 0.038 0.0347
Trichomonas vaginalis PIKK family atypical protein kinase 0.0045 0.0274 0.1185
Trichomonas vaginalis PIKK family atypical protein kinase 0.0023 0.0035 0.0151
Trichomonas vaginalis PIKK family atypical protein kinase 0.0033 0.0141 0.0611
Mycobacterium ulcerans thymidylate synthase 0.0217 0.2113 0.1995
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0235 0.2313 1
Trichomonas vaginalis phopsphatidylinositol 3-kinase, drosophila, putative 0.0235 0.2313 1
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0031 0.0123 0.0088
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0635 0.6604 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0217 0.2113 0.2085
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0069 0.0528 0.0494
Trypanosoma brucei FAT domain/Rapamycin binding domain/Phosphatidylinositol 3- and 4-kinase, putative 0.0027 0.0076 0.0063
Trichomonas vaginalis PIKK family atypical protein kinase 0.0043 0.0247 0.1069
Leishmania major phosphatidylinositol 3-kinase, putative 0.0033 0.0145 0.0168
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0635 0.6604 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0103 0.0893 0.1307
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0112 0.0985 0.0954
Trypanosoma cruzi phosphatidylinositol 4-kinase alpha, putative 0.0033 0.0145 0.0168
Trichomonas vaginalis PIKK family atypical protein kinase 0.0055 0.038 0.1645
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0951 1 1
Loa Loa (eye worm) phosphatidylinositol 3 0.0071 0.0547 0.0514

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 0.017 uM Cytotoxicity against human HCT116 cells assessed as reduction of [3H]thymidine incorporation after 72 hrs by scintillation counting ChEMBL. 21955454
IC50 (functional) = 0.057 uM Inhibition of LPS-induced TNFalpha production in human PBMC preincubated 1 hr prior to LPS stimulation measured after 18 to 20 hrs by ELISA ChEMBL. 21955454
IC50 (binding) = 0.069 uM Inhibition of human PDE4 expressed in U937 cells using [3H]cAMP as substrate after 30 mins ChEMBL. 21955454

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 21955454

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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