Detailed information for compound 1518133

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 388.462 | Formula: C23H24N4O2
  • H donors: 1 H acceptors: 2 LogP: 4.6 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#CNc1nccn1C[C@H](c1ccc(c(c1)OC1Cc2c(C1)cccc2)OC)C
  • InChi: 1S/C23H24N4O2/c1-16(14-27-10-9-25-23(27)26-15-24)17-7-8-21(28-2)22(13-17)29-20-11-18-5-3-4-6-19(18)12-20/h3-10,13,16,20H,11-12,14H2,1-2H3,(H,25,26)/t16-/m1/s1
  • InChiKey: ISVRFRJMIDSUOC-MRXNPFEDSA-N  

Network

Hover on a compound node to display the structore

Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens phosphodiesterase 4B, cAMP-specific Starlite/ChEMBL References
Rattus norvegicus Phosphodiesterase 4 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum IPR002073,3'5'-cyclic nucleotide phosphodiesterase,domain-containing 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
Giardia lamblia CAMP-specific 3,5-cyclic phosphodiesterase 4B 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
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Cryptosporidium hominis hypothetical protein 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
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
Cryptosporidium parvum membrane associated HD superfamily cyclic nucleotide phosphodiesterase domain containing protein 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
Neospora caninum cAMP-specific phosphodiesterase, putative 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
Brugia malayi Probable 3',5'-cyclic phosphodiesterase R153.1, putative 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
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 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 mansoni camp-specific 35-cyclic phosphodiesterase 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 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
Species Potential target Known druggable target Length Alignment span Identity
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein Phosphodiesterase 4   536 aa 456 aa 27.2 %
Onchocerca volvulus SH3 domain-binding glutamic acid-rich protein homolog Phosphodiesterase 4   536 aa 527 aa 52.6 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Echinococcus granulosus acetylcholinesterase 0.054 0.2848 0.2942
Mycobacterium tuberculosis P-hydroxybenzoyl-AMP ligase FadD22 0.008 0.0298 0.0137
Loa Loa (eye worm) hypothetical protein 0.008 0.0298 0.0296
Schistosoma mansoni cell adhesion molecule 0.0028 0.0008 0.0009
Echinococcus multilocularis BC026374 protein (S09 family) 0.0091 0.0358 0.037
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0091 0.0358 0.02
Toxoplasma gondii propionate-CoA ligase 0.008 0.0298 0.2719
Echinococcus granulosus carboxylesterase 5A 0.054 0.2848 0.2942
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0223 0.109 1
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0027 0.0002 0.0003
Giardia lamblia CAMP-specific 3,5-cyclic phosphodiesterase 4B 0.0223 0.109 1
Entamoeba histolytica acyl-CoA synthetase, putative 0.008 0.0298 0.5
Schistosoma mansoni neuroligin 3 (S09 family) 0.0091 0.0358 0.037
Onchocerca volvulus 0.0316 0.1604 0.9696
Trichomonas vaginalis spcc417.12 protein, putative 0.0091 0.0358 1
Brugia malayi AMP-binding enzyme family protein 0.008 0.0298 0.0296
Echinococcus granulosus long chain fatty acid transport protein 4 0.1772 0.9682 1
Trypanosoma cruzi acetyl-CoA synthetase, putative 0.008 0.0298 0.0306
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0091 0.0358 0.037
Onchocerca volvulus Tyrosine kinase homolog 0.0323 0.1645 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0358 0.0356
Mycobacterium tuberculosis Peptide synthetase MbtE (peptide synthase) 0.008 0.0298 0.0137
Trypanosoma cruzi fatty acid transporter protein-like, putative 0.1772 0.9682 1
Schistosoma mansoni high-affinity cgmp-specific 35-cyclic phosphodiesterase 0.0027 0.0002 0.0003
Echinococcus multilocularis calcium:calmodulin dependent 3',5' cyclic 0.0027 0.0002 0.0003
Brugia malayi acetyl-Coenzyme A synthetase 2 0.008 0.0298 0.0296
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0028 0.0008 0.0009
Brugia malayi AMP-binding enzyme family protein 0.008 0.0298 0.0296
Leishmania major acetyl-CoA synthetase, putative 0.008 0.0298 0.031
Onchocerca volvulus 0.0091 0.0358 0.0443
Loa Loa (eye worm) oxidoreductase 0.008 0.0298 0.0296
Leishmania major 4-coumarate:coa ligase-like protein 0.008 0.0298 0.031
Entamoeba histolytica long-chain-fatty-acid--CoA ligase, putative 0.008 0.0298 0.5
Brugia malayi Probable 3',5'-cyclic phosphodiesterase R153.1, putative 0.0196 0.094 0.0937
Onchocerca volvulus 0.0091 0.0358 0.0443
Leishmania major acetyl-CoA synthetase, putative 0.008 0.0298 0.031
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0091 0.0358 0.037
Trypanosoma cruzi long-chain-fatty-acid-CoA ligase, putative 0.008 0.0298 0.0306
Trichomonas vaginalis antibiotic synthetase, putative 0.008 0.0298 0.832
Echinococcus granulosus para nitrobenzyl esterase 0.0091 0.0358 0.037
Toxoplasma gondii Acetyl-coenzyme A synthetase 2, putative 0.008 0.0298 0.2719
Loa Loa (eye worm) hypothetical protein 0.008 0.0298 0.0296
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.008 0.0298 0.0137
Loa Loa (eye worm) hypothetical protein 0.008 0.0298 0.0296
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0223 0.109 0.1126
Echinococcus multilocularis calcium:calmodulin dependent 3',5' cyclic 0.0027 0.0002 0.0003
Loa Loa (eye worm) carboxylesterase 0.0091 0.0358 0.0356
Leishmania major long-chain-fatty-acid-CoA ligase, putative 0.008 0.0298 0.031
Mycobacterium tuberculosis Probable peptide synthetase Nrp (peptide synthase) 0.008 0.0298 0.0137
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0346 0.1771 0.1769
Mycobacterium tuberculosis Carboxylesterase LipT 0.0091 0.0358 0.02
Mycobacterium tuberculosis Fatty-acid-CoA synthetase FadD17 (fatty-acid-CoA synthase) (fatty-acid-CoA ligase) 0.008 0.0298 0.0137
Loa Loa (eye worm) hypothetical protein 0.0091 0.0358 0.0356
Toxoplasma gondii AMP-binding enzyme domain-containing protein 0.008 0.0298 0.2719
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0091 0.0358 1
Schistosoma mansoni high-affinity cgmp-specific 35-cyclic phosphodiesterase 0.0027 0.0002 0.0003
Loa Loa (eye worm) hypothetical protein 0.0028 0.0008 0.0006
Loa Loa (eye worm) acetylcholinesterase 1 0.054 0.2848 0.2846
Echinococcus multilocularis long chain fatty acid transport protein 4 0.1772 0.9682 1
Schistosoma mansoni gliotactin 0.0091 0.0358 0.037
Brugia malayi Carboxylesterase family protein 0.0091 0.0358 0.0356
Schistosoma mansoni cgmp-dependent 35-cyclic phosphodiesterase 0.0027 0.0002 0.0003
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD6 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.1749 0.9553 1
Schistosoma mansoni calcium/calmodulin-dependent 35-cyclic nucleotide phosphodiesterase 0.0027 0.0002 0.0003
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0027 0.0002 0.0003
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0196 0.094 0.097
Brugia malayi Carboxylesterase family protein 0.0091 0.0358 0.0356
Brugia malayi Carboxylesterase family protein 0.0091 0.0358 0.0356
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0223 0.109 0.1126
Echinococcus multilocularis acetylcholinesterase 0.054 0.2848 0.2942
Brugia malayi oxidoreductase, short chain dehydrogenase/reductase family protein 0.008 0.0298 0.0296
Mycobacterium tuberculosis Bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ArCP synthetase 0.008 0.0298 0.0137
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.008 0.0298 0.0137
Loa Loa (eye worm) cyclic AMP specific phosphodiesterase PDE4D5A 0.0196 0.094 0.0937
Loa Loa (eye worm) hypothetical protein 0.054 0.2848 0.2846
Echinococcus multilocularis high affinity cAMP specific 3',5' cyclic 0.0027 0.0002 0.0003
Schistosoma mansoni camp-specific cyclic nucleotide phosphodiesterase 0.0027 0.0002 0.0003
Loa Loa (eye worm) hypothetical protein 0.0091 0.0358 0.0356
Loa Loa (eye worm) hypothetical protein 0.0091 0.0358 0.0356
Onchocerca volvulus 0.0091 0.0358 0.0443
Schistosoma mansoni acetylcholinesterase 0.0091 0.0358 0.037
Echinococcus granulosus BC026374 protein S09 family 0.0091 0.0358 0.037
Loa Loa (eye worm) hypothetical protein 0.0091 0.0358 0.0356
Echinococcus granulosus high affinity cgmp specific 3' 5' cyclic 0.0027 0.0002 0.0003
Trypanosoma brucei long-chain-fatty-acid-CoA ligase, putative 0.008 0.0298 1
Loa Loa (eye worm) hypothetical protein 0.054 0.2848 0.2846
Echinococcus granulosus family S9 non peptidase ue S09 family 0.0091 0.0358 0.037
Echinococcus multilocularis cAMP and cAMP inhibited cGMP 3',5' cyclic 0.0027 0.0002 0.0003
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0223 0.109 0.1126
Brugia malayi Immunoglobulin I-set domain containing protein 0.0346 0.1771 0.1769
Echinococcus multilocularis neuroligin 0.0091 0.0358 0.037
Mycobacterium ulcerans long-chain-acyl-CoA synthetase 0.1829 1 1
Mycobacterium tuberculosis Peptide synthetase MbtF (peptide synthase) 0.008 0.0298 0.0137
Trypanosoma cruzi long-chain-fatty-acid-CoA ligase, putative 0.008 0.0298 0.0306
Echinococcus multilocularis carboxylesterase 5A 0.054 0.2848 0.2942
Echinococcus granulosus high affinity cAMP specific 3'5' cyclic 0.0027 0.0002 0.0003
Loa Loa (eye worm) AMP-binding enzyme family protein 0.008 0.0298 0.0296
Echinococcus granulosus cAMP and cAMP inhibited cGMP 3'5' cyclic 0.0027 0.0002 0.0003
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD8 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.008 0.0298 0.0137
Echinococcus multilocularis roundabout 2 0.0034 0.0039 0.004
Echinococcus multilocularis acetylcholinesterase 0.054 0.2848 0.2942
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0027 0.0002 0.0003
Mycobacterium tuberculosis Probable medium chain fatty-acid-CoA ligase FadD14 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.008 0.0298 0.0137
Plasmodium vivax acetyl-CoA synthetase, putative 0.008 0.0298 1
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.008 0.0298 0.0137
Loa Loa (eye worm) AMP-binding enzyme family protein 0.1829 1 1
Loa Loa (eye worm) hypothetical protein 0.0034 0.0039 0.0036
Brugia malayi AMP-binding enzyme family protein 0.008 0.0298 0.0296
Leishmania major 4-coumarate:coa ligase-like protein 0.008 0.0298 0.031
Trypanosoma cruzi fatty acid transporter protein-like, putative 0.1772 0.9682 1
Entamoeba histolytica acyl-coA synthetase, putative 0.008 0.0298 0.5
Loa Loa (eye worm) hypothetical protein 0.0091 0.0358 0.0356
Mycobacterium leprae possible long-chain acyl-CoA synthase 0.1749 0.9553 1
Loa Loa (eye worm) carboxylesterase 0.054 0.2848 0.2846
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0196 0.094 0.097
Brugia malayi AMP-binding enzyme family protein 0.008 0.0298 0.0296
Loa Loa (eye worm) hypothetical protein 0.0091 0.0358 0.0356
Schistosoma mansoni camp/cgmp cyclic nucleotide phosphodiesterase 0.0027 0.0002 0.0003
Loa Loa (eye worm) hypothetical protein 0.008 0.0298 0.0296
Brugia malayi AMP-binding enzyme family protein 0.008 0.0298 0.0296
Onchocerca volvulus 0.0091 0.0358 0.0443
Echinococcus granulosus dual 3'5' cyclic AMP and GMP phosphodiesterase 0.0027 0.0002 0.0003
Brugia malayi AMP-binding enzyme family protein 0.008 0.0298 0.0296
Brugia malayi Carboxylesterase family protein 0.054 0.2848 0.2846
Trypanosoma brucei acetyl-CoA synthetase, putative 0.008 0.0298 1
Schistosoma mansoni FFA transport protein 0.1772 0.9682 1
Echinococcus granulosus acetyl coenzyme A synthetase cytoplasmic 0.008 0.0298 0.0308
Brugia malayi Carboxylesterase family protein 0.054 0.2848 0.2846
Leishmania major 4-coumarate:coa ligase-like protein 0.008 0.0298 0.031
Mycobacterium ulcerans carboxylesterase, LipT 0.0091 0.0358 0.0062
Entamoeba histolytica acyl-CoA synthetase, putative 0.008 0.0298 0.5
Onchocerca volvulus 0.0091 0.0358 0.0443
Schistosoma mansoni acetyl-CoA synthetase 0.008 0.0298 0.0308
Schistosoma mansoni high-affinity cgmp-specific 35-cyclic phosphodiesterase 0.0027 0.0002 0.0003
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0223 0.109 0.1126
Loa Loa (eye worm) carboxylesterase 0.0091 0.0358 0.0356
Loa Loa (eye worm) hypothetical protein 0.0034 0.0039 0.0036
Schistosoma mansoni BC026374 protein (S09 family) 0.0091 0.0358 0.037
Echinococcus granulosus calcium:calmodulin dependent 3'5' cyclic 0.0027 0.0002 0.0003
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0223 0.109 0.1126
Mycobacterium tuberculosis Possible fatty-acid-CoA ligase FadD10 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.008 0.0298 0.0137
Echinococcus multilocularis family S9 non peptidase ue (S09 family) 0.0091 0.0358 0.037
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0091 0.0358 0.037
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.054 0.2848 0.2942
Echinococcus multilocularis dual 3',5' cyclic AMP and GMP phosphodiesterase 0.0027 0.0002 0.0003
Echinococcus multilocularis high affinity cgmp specific 3' 5' cyclic 0.0027 0.0002 0.0003
Echinococcus granulosus roundabout 2 0.0034 0.0039 0.004
Brugia malayi Carboxylesterase family protein 0.0091 0.0358 0.0356
Echinococcus multilocularis acetyl coenzyme A synthetase, cytoplasmic 0.008 0.0298 0.0308
Trichomonas vaginalis antibiotic synthetase, putative 0.008 0.0298 0.832
Trypanosoma cruzi acetyl-CoA synthetase, putative 0.008 0.0298 0.0306
Loa Loa (eye worm) hypothetical protein 0.0223 0.109 0.1088
Mycobacterium tuberculosis Possible fatty-acid-CoA ligase FadD1 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.008 0.0298 0.0137
Loa Loa (eye worm) hypothetical protein 0.008 0.0298 0.0296
Brugia malayi hypothetical protein 0.0091 0.0358 0.0356
Echinococcus multilocularis para nitrobenzyl esterase 0.0091 0.0358 0.037
Echinococcus granulosus neuroligin 0.0091 0.0358 0.037
Plasmodium falciparum acetyl-CoA synthetase, putative 0.008 0.0298 1
Echinococcus granulosus calcium:calmodulin dependent 3'5' cyclic 0.0027 0.0002 0.0003
Leishmania major fatty acid transporter protein-like protein 0.1749 0.9553 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0091 0.0358 0.02
Echinococcus granulosus acetylcholinesterase 0.054 0.2848 0.2942

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.057 uM Inhibitory activity against recombinant phosphodiesterase 4B (PDE4B) of human mononuclear lymphocytes ChEMBL. 11844693
Inhibition (functional) = 54 % Evaluated for antiinflammatory activity in the TPA induced ear inflammation model at a dose 1 mg/kg (25 ug) ChEMBL. 11844693
Ki (binding) = 220 nM Displacement of [3H]-rolipram from rat forebrain membrane ChEMBL. 11844693

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.