Detailed information for compound 311717

Basic information

Technical information
  • TDR Targets ID: 311717
  • Name: 2-phenyl-N-[4-[8-(2-pyrrolidin-1-ylethyl)-6,7 -dihydro-5H-thieno[2,3-b][1,4]diazepine-4-car bonyl]phenyl]benzamide
  • MW: 550.714 | Formula: C33H34N4O2S
  • H donors: 1 H acceptors: 2 LogP: 6.19 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=C(N1CCCN(c2c1ccs2)CCN1CCCC1)c1ccc(cc1)NC(=O)c1ccccc1c1ccccc1
  • InChi: 1S/C33H34N4O2S/c38-31(29-12-5-4-11-28(29)25-9-2-1-3-10-25)34-27-15-13-26(14-16-27)32(39)37-21-8-20-36(33-30(37)17-24-40-33)23-22-35-18-6-7-19-35/h1-5,9-17,24H,6-8,18-23H2,(H,34,38)
  • InChiKey: WPUYJTITOZWSHH-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-[4-[oxo-[8-[2-(1-pyrrolidinyl)ethyl]-6,7-dihydro-5H-thieno[2,3-b][1,4]diazepin-4-yl]methyl]phenyl]-2-phenylbenzamide
  • 2-phenyl-N-[4-[[8-(2-pyrrolidin-1-ylethyl)-6,7-dihydro-5H-thieno[2,3-b][1,4]diazepin-4-yl]carbonyl]phenyl]benzamide
  • 2-phenyl-N-[4-[8-(2-pyrrolidinoethyl)-6,7-dihydro-5H-thieno[2,3-b][1,4]diazepine-4-carbonyl]phenyl]benzamide
  • 2-phenyl-N-[4-[8-(2-pyrrolidin-1-ylethyl)6,7-dihydro-5H-thieno[3,2-b][1,4]diazepine-4-carbonyl]phenyl]benzamide
  • N-[4-[oxo-[8-(2-1-pyrrolidinylethyl)-6,7-dihydro-5H-thieno[3,2-b][1,4]diazepin-4-yl]methyl]phenyl]-2-phenylbenzamide
  • 2-phenyl-N-[4-[[8-(2-pyrrolidin-1-ylethyl)-6,7-dihydro-5H-thieno[3,2-b][1,4]diazepin-4-yl]carbonyl]phenyl]benzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens arginine vasopressin receptor 2 Starlite/ChEMBL References
Homo sapiens arginine vasopressin receptor 1B Starlite/ChEMBL References
Homo sapiens arginine vasopressin receptor 1A References
Rattus norvegicus Vasopressin V2 receptor Starlite/ChEMBL References
Rattus norvegicus Vasopressin V1 receptor Starlite/ChEMBL 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
Schistosoma mansoni biogenic amine (octopamine/dopamine) receptor Vasopressin V2 receptor   371 aa 382 aa 22.5 %
Echinococcus granulosus allatostatin A receptor Vasopressin V2 receptor   371 aa 361 aa 23.8 %
Schistosoma mansoni biogenic amine (5HT) receptor Vasopressin V2 receptor   371 aa 357 aa 21.6 %
Echinococcus multilocularis allatostatin A receptor Vasopressin V2 receptor   371 aa 362 aa 23.5 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Vasopressin V2 receptor   371 aa 314 aa 21.3 %
Onchocerca volvulus Phospholipase d-related homolog Vasopressin V2 receptor   371 aa 336 aa 19.0 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Vasopressin V2 receptor   371 aa 332 aa 24.1 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Vasopressin V2 receptor   371 aa 309 aa 21.0 %
Onchocerca volvulus Vasopressin V1 receptor   425 aa 392 aa 21.9 %
Echinococcus granulosus thyrotropin releasing hormone receptor Vasopressin V2 receptor   371 aa 310 aa 20.3 %
Echinococcus granulosus neuropeptide receptor Vasopressin V2 receptor   371 aa 301 aa 22.9 %
Loa Loa (eye worm) hypothetical protein Vasopressin V1 receptor   425 aa 370 aa 24.3 %
Onchocerca volvulus Vasopressin V2 receptor   371 aa 315 aa 22.5 %
Echinococcus multilocularis neuropeptide receptor Vasopressin V2 receptor   371 aa 301 aa 22.6 %
Brugia malayi GnHR receptor homolog Vasopressin V2 receptor   371 aa 304 aa 22.4 %
Onchocerca volvulus Vasopressin V2 receptor   371 aa 331 aa 21.4 %
Schistosoma mansoni adenoreceptor Vasopressin V2 receptor   371 aa 317 aa 26.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi hypothetical protein 0.0187 0.0952 0.0952
Brugia malayi Immunoglobulin I-set domain containing protein 0.0197 0.1053 0.1053
Onchocerca volvulus 0.0187 0.0952 1
Echinococcus granulosus thioredoxin glutathione reductase 0.1004 1 1
Brugia malayi hypothetical protein 0.0187 0.0952 0.0952
Onchocerca volvulus 0.0187 0.0952 1
Brugia malayi hypothetical protein 0.0187 0.0952 0.0952
Echinococcus multilocularis cyclin dependent kinase 19 0.0127 0.0285 0.0285
Echinococcus multilocularis Immunoglobulin 0.0148 0.0518 0.0518
Onchocerca volvulus 0.0187 0.0952 1
Loa Loa (eye worm) thioredoxin reductase 0.1004 1 1
Onchocerca volvulus 0.0187 0.0952 1
Loa Loa (eye worm) glutathione reductase 0.1004 1 1
Loa Loa (eye worm) hypothetical protein 0.0197 0.1053 0.1053
Brugia malayi hypothetical protein 0.0148 0.0518 0.0518
Onchocerca volvulus 0.0187 0.0952 1
Brugia malayi hypothetical protein 0.0187 0.0952 0.0952
Loa Loa (eye worm) hypothetical protein 0.0148 0.0518 0.0518
Brugia malayi GCC2 and GCC3 family protein 0.0289 0.2075 0.2075
Toxoplasma gondii rhoptry neck protein RON1 0.0187 0.0952 0.0952
Trichomonas vaginalis mercuric reductase, putative 0.0348 0.2731 0.5
Onchocerca volvulus 0.0187 0.0952 1
Loa Loa (eye worm) hypothetical protein 0.0148 0.0518 0.0518
Schistosoma mansoni cell adhesion molecule 0.0197 0.1053 0.1053
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0348 0.2731 0.1966
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0348 0.2731 0.2731
Loa Loa (eye worm) gastrulation defective protein 1 0.0127 0.028 0.028
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0348 0.2731 0.5
Plasmodium falciparum glutathione reductase 0.1004 1 1
Schistosoma mansoni serine/threonine protein kinase 0.0127 0.0285 0.0285
Loa Loa (eye worm) pregnancy-associated plasma protein-E 0.0187 0.0952 0.0952
Loa Loa (eye worm) hypothetical protein 0.0234 0.1472 0.1472
Brugia malayi Cyclin C 0.0199 0.1076 0.1076
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0348 0.2731 0.2731
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0197 0.1053 0.1053
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0256 0.1708 0.1708
Trypanosoma brucei trypanothione reductase 0.1004 1 1
Echinococcus multilocularis neuroglian 0.0186 0.0937 0.0937
Brugia malayi Immunoglobulin I-set domain containing protein 0.0148 0.0518 0.0518
Echinococcus granulosus roundabout 2 0.0234 0.1472 0.1472
Brugia malayi hypothetical protein 0.0187 0.0952 0.0952
Trichomonas vaginalis glutathione reductase, putative 0.0348 0.2731 0.5
Plasmodium vivax thioredoxin reductase, putative 0.1004 1 1
Plasmodium falciparum thioredoxin reductase 0.0348 0.2731 0.1966
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0348 0.2731 0.1966
Toxoplasma gondii thioredoxin reductase 0.1004 1 1
Loa Loa (eye worm) cyclin C 0.0199 0.1076 0.1076
Onchocerca volvulus 0.0187 0.0952 1
Leishmania major trypanothione reductase 0.1004 1 1
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0256 0.1708 0.1708
Loa Loa (eye worm) hypothetical protein 0.0187 0.0952 0.0952
Loa Loa (eye worm) hypothetical protein 0.0187 0.0952 0.0952
Echinococcus granulosus neuroglian 0.0186 0.0937 0.0937
Loa Loa (eye worm) hypothetical protein 0.0148 0.0518 0.0518
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0348 0.2731 0.5
Onchocerca volvulus 0.0187 0.0952 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0348 0.2731 0.5
Onchocerca volvulus 0.0187 0.0952 1
Loa Loa (eye worm) hypothetical protein 0.0148 0.0518 0.0518
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0348 0.2731 0.5
Echinococcus granulosus twitchin 0.0187 0.0942 0.0942
Loa Loa (eye worm) hypothetical protein 0.0148 0.0518 0.0518
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0348 0.2731 0.2731
Echinococcus granulosus c4b binding protein beta chain 0.0187 0.0952 0.0952
Schistosoma mansoni Neurotrimin precursor (hNT) 0.0148 0.0518 0.0518
Echinococcus granulosus defective proboscis extension response 0.0148 0.0518 0.0518
Echinococcus granulosus C type lectin domian containing protein 0.0187 0.0952 0.0952
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0348 0.2731 0.5
Brugia malayi hypothetical protein 0.0187 0.0952 0.0952
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0348 0.2731 0.5
Toxoplasma gondii rhoptry neck protein RON9 0.0187 0.0952 0.0952
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0348 0.2731 0.5
Loa Loa (eye worm) hypothetical protein 0.0187 0.0952 0.0952
Schistosoma mansoni defective proboscis extension response (dpr)-related 0.0148 0.0518 0.0518
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.1004 1 1
Brugia malayi hypothetical protein 0.0187 0.0952 0.0952
Echinococcus granulosus Immunoglobulin 0.0148 0.0518 0.0518
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0348 0.2731 0.2731
Loa Loa (eye worm) hypothetical protein 0.0187 0.0952 0.0952
Loa Loa (eye worm) hypothetical protein 0.0148 0.0518 0.0518
Onchocerca volvulus 0.0187 0.0952 1
Brugia malayi Sushi domain 0.0187 0.0952 0.0952
Echinococcus multilocularis roundabout 2 0.0234 0.1472 0.1472
Echinococcus multilocularis c4b binding protein beta chain 0.0187 0.0952 0.0952
Trypanosoma cruzi trypanothione reductase, putative 0.1004 1 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.0348 0.2731 1
Schistosoma mansoni nephrin 0.0186 0.0937 0.0937
Loa Loa (eye worm) hypothetical protein 0.0187 0.0952 0.0952
Brugia malayi pregnancy-associated plasma protein-A 0.0187 0.0952 0.0952
Loa Loa (eye worm) CMGC/CDK/CDK8 protein kinase 0.0127 0.0285 0.0285
Brugia malayi Protein kinase domain containing protein 0.0127 0.0285 0.0285
Brugia malayi Fibronectin type III domain containing protein 0.0148 0.0518 0.0518
Echinococcus multilocularis Immunoglobulin 0.0148 0.0518 0.0518
Loa Loa (eye worm) hypothetical protein 0.0187 0.0952 0.0952
Loa Loa (eye worm) hypothetical protein 0.0208 0.1184 0.1184
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0348 0.2731 0.1966
Schistosoma mansoni c4b-binding protein beta chain 0.0187 0.0952 0.0952
Treponema pallidum NADH oxidase 0.0348 0.2731 0.5
Plasmodium falciparum thioredoxin reductase 0.1004 1 1
Echinococcus multilocularis thioredoxin glutathione reductase 0.1004 1 1
Plasmodium vivax glutathione reductase, putative 0.1004 1 1
Loa Loa (eye worm) hypothetical protein 0.0289 0.2075 0.2075
Loa Loa (eye worm) hypothetical protein 0.0187 0.0952 0.0952
Toxoplasma gondii NADPH-glutathione reductase 0.0348 0.2731 0.2731
Echinococcus multilocularis C type lectin domian containing protein 0.0187 0.0952 0.0952
Plasmodium falciparum glutathione reductase 0.0348 0.2731 0.1966
Schistosoma mansoni vesicular amine transporter 0.0148 0.0518 0.0518
Echinococcus granulosus cyclin dependent kinase 19 0.0127 0.0285 0.0285
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0348 0.2731 0.2731
Brugia malayi Thioredoxin reductase 0.1004 1 1
Loa Loa (eye worm) hypothetical protein 0.0234 0.1472 0.1472
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0348 0.2731 0.1966
Schistosoma mansoni g1/s-specific cyclin C 0.0199 0.1076 0.1076
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0197 0.1053 0.1053
Echinococcus multilocularis basement membrane specific heparan sulfate 0.0148 0.0518 0.0518

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 10 nM Inhibitory activity against arginine vasopressin V2 receptor using [3H]-AVP as radioligand in rat adrenal medulla ChEMBL. 14695824
IC50 (binding) = 10 nM Inhibitory activity against arginine vasopressin V2 receptor using [3H]-AVP as radioligand in rat adrenal medulla ChEMBL. 14695824
IC50 (binding) = 200 nM Inhibitory activity against arginine vasopressin V1 receptor using [3H]-AVP as radioligand in rat liver ChEMBL. 14695824
IC50 (binding) = 200 nM Inhibitory activity against human recombinant arginine vasopressin V2 receptor using [3H]-AVP as radioligand in CHO cells ChEMBL. 14695824
IC50 (binding) = 200 nM Inhibitory activity against arginine vasopressin V1 receptor using [3H]-AVP as radioligand in rat liver ChEMBL. 14695824
IC50 (binding) = 200 nM Inhibitory activity against human recombinant arginine vasopressin V2 receptor using [3H]-AVP as radioligand in CHO cells ChEMBL. 14695824
IC50 (binding) = 800 nM Inhibitory activity against arginine vasopressin V1 receptor using [3H]-AVP as radioligand in human platelet ChEMBL. 14695824
IC50 (binding) = 800 nM Inhibitory activity against arginine vasopressin V1 receptor using [3H]-AVP as radioligand in human platelet ChEMBL. 14695824
ID50 (functional) > 0.3 mg kg-1 Antagonistic effect against AVP-induced hypertension in rats after intravenous administration ChEMBL. 14695824
Urine volume (functional) = 6.3 ml 4hr-1 Diuretic effect was determined after peroral administration at a dose of 10 mg/kg in rats ChEMBL. 14695824

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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