TDR Targets

Basic information

Technical information

TDR Targets ID: 112742
Name: N-[4-(6,11-dihydropyrrolo[2,1-c][1,4]benzodia zepine-5-carbonyl)phenyl]-5-fluoro-2-methylbe nzamide
MW: 439.481 | Formula: C27H22FN3O2
H donors: 1 H acceptors: 2 LogP: 4.18 Rotable bonds: 5
Rule of 5 violations (Lipinski): 1
SMILES: Fc1ccc(c(c1)C(=O)Nc1ccc(cc1)C(=O)N1Cc2cccn2Cc2c1cccc2)C
InChi: 1S/C27H22FN3O2/c1-18-8-11-21(28)15-24(18)26(32)29-22-12-9-19(10-13-22)27(33)31-17-23-6-4-14-30(23)16-20-5-2-3-7-25(20)31/h2-15H,16-17H2,1H3,(H,29,32)
InChiKey: YAFQVGKLSDATNJ-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

N-[4-(6,11-dihydropyrrolo[2,1-c][1,4]benzodiazepine-5-carbonyl)phenyl]-5-fluoro-2-methyl-benzamide
N-[4-[6,11-dihydropyrrolo[2,1-c][1,4]benzodiazepin-5-yl(oxo)methyl]phenyl]-5-fluoro-2-methylbenzamide
N-[4-(6,11-dihydropyrrolo[2,1-c][1,4]benzodiazepin-5-ylcarbonyl)phenyl]-5-fluoro-2-methyl-benzamide
N-[4-(6,11-dihydropyrrolo[2,1-c][1,4]benzodiazepin-5-yl-oxomethyl)phenyl]-5-fluoro-2-methylbenzamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Vasopressin V2 receptor	Starlite/ChEMBL	References
Rattus norvegicus	Vasopressin V1a receptor	Starlite/ChEMBL	References
Homo sapiens	arginine vasopressin receptor 1A	Starlite/ChEMBL	References
Homo sapiens	arginine vasopressin receptor 2	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
Onchocerca volvulus		Vasopressin V1a receptor	424 aa	378 aa	21.4 %
Onchocerca volvulus	Mitochondrial inner membrane protein homolog	Vasopressin V2 receptor	371 aa	332 aa	24.1 %
Onchocerca volvulus		Vasopressin V1a receptor	424 aa	347 aa	21.9 %
Schistosoma japonicum	ko:K04136 adrenergic receptor, alpha 1b, putative	Vasopressin V1a receptor	424 aa	400 aa	21.8 %
Schistosoma mansoni	biogenic amine (octopamine/dopamine) receptor	Vasopressin V2 receptor	371 aa	382 aa	22.5 %
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Vasopressin V1a receptor	424 aa	373 aa	24.9 %
Echinococcus multilocularis	neuropeptide receptor	Vasopressin V2 receptor	371 aa	301 aa	22.6 %
Onchocerca volvulus	Phospholipase d-related homolog	Vasopressin V2 receptor	371 aa	336 aa	19.0 %
Brugia malayi	GnHR receptor homolog	Vasopressin V2 receptor	371 aa	304 aa	22.4 %
Schistosoma japonicum	ko:K04134 cholinergic receptor, invertebrate, putative	Vasopressin V2 receptor	371 aa	309 aa	21.0 %
Echinococcus granulosus	neuropeptide receptor	Vasopressin V2 receptor	371 aa	301 aa	22.9 %
Echinococcus multilocularis	neuropeptides capa receptor	Vasopressin V1a receptor	424 aa	462 aa	19.5 %
Echinococcus granulosus	allatostatin A receptor	Vasopressin V2 receptor	371 aa	361 aa	23.8 %
Onchocerca volvulus		Vasopressin V2 receptor	371 aa	331 aa	21.4 %
Schistosoma mansoni	adenoreceptor	Vasopressin V2 receptor	371 aa	317 aa	26.2 %
Onchocerca volvulus		Vasopressin V2 receptor	371 aa	315 aa	22.5 %
Loa Loa (eye worm)	hypothetical protein	Vasopressin V1a receptor	424 aa	382 aa	22.8 %
Echinococcus granulosus	thyrotropin releasing hormone receptor	Vasopressin V2 receptor	371 aa	310 aa	20.3 %
Schistosoma mansoni	biogenic amine (5HT) receptor	Vasopressin V2 receptor	371 aa	357 aa	21.6 %
Echinococcus multilocularis	thyrotropin releasing hormone receptor	Vasopressin V2 receptor	371 aa	314 aa	21.3 %
Schistosoma japonicum	ko:K04209 neuropeptide Y receptor, invertebrate, putative	Vasopressin V1a receptor	424 aa	348 aa	21.6 %
Echinococcus multilocularis	allatostatin A receptor	Vasopressin V2 receptor	371 aa	362 aa	23.5 %
Echinococcus multilocularis	rhodopsin orphan GPCR	Vasopressin V1a receptor	424 aa	370 aa	21.9 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus multilocularis	L aminoadipate semialdehyde	0.0074	0.0429	0.0429
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0041	0.0171	0.046
Brugia malayi	hypothetical protein	0.0128	0.085	0.5491
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0041	0.0171	0.0224
Mycobacterium tuberculosis	Conserved alanine and leucine rich protein	0.006	0.0323	1
Leishmania major	hypothetical protein, conserved	0.0042	0.0181	0.6409
Toxoplasma gondii	LsmAD domain-containing protein	0.0042	0.0181	0.1985
Echinococcus granulosus	proteasome assembly chaperone 2	0.0192	0.1351	0.1777
Echinococcus granulosus	hypothetical protein	0.0274	0.1992	0.2619
Echinococcus granulosus	aldehyde dehydrogenase mitochondrial	0.0054	0.0274	0.036
Plasmodium falciparum	ataxin-2 like protein, putative	0.0042	0.0181	1
Echinococcus multilocularis	geminin	0.0121	0.0799	0.0799
Echinococcus multilocularis	mitogen activated protein kinase 3	0.0045	0.0206	0.0206
Echinococcus granulosus	survival motor neuron protein 1	0.021	0.1495	0.1966
Echinococcus multilocularis	aldehyde dehydrogenase, mitochondrial	0.0054	0.0274	0.0274
Loa Loa (eye worm)	hypothetical protein	0.0074	0.0429	0.1951
Trypanosoma cruzi	mitogen-activated protein kinase 11, putative	0.0045	0.0206	0.0377
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0054	0.0274	0.3761
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0041	0.0171	0.0171
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0041	0.0171	0.0741
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0041	0.0171	0.0171
Trypanosoma cruzi	mitogen-activated protein kinase 11, putative	0.0045	0.0206	0.0377
Brugia malayi	Armadillo/beta-catenin-like repeat family protein	0.0112	0.0732	0.4663
Echinococcus granulosus	muscleblind protein	0.0133	0.089	0.117
Toxoplasma gondii	aldehyde dehydrogenase	0.0054	0.0274	0.3097
Loa Loa (eye worm)	HMP-2 protein	0.0112	0.0732	0.4235
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0181	0.0077
Trypanosoma cruzi	hypothetical protein, conserved	0.0128	0.085	1
Echinococcus granulosus	geminin	0.0121	0.0799	0.1051
Echinococcus granulosus	mitogen activated protein kinase 3	0.0045	0.0206	0.0271
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0041	0.0171	0.046
Plasmodium falciparum	ataxin-2 like protein, putative	0.0042	0.0181	1
Giardia lamblia	Kinase, CMGC MAPK	0.0045	0.0206	0.5
Schistosoma mansoni	hypothetical protein	0.0314	0.2309	0.6228
Echinococcus multilocularis	proteasome assembly chaperone 2	0.0192	0.1351	0.1351
Leishmania major	mitogen activated protein kinase, putative,map kinase, putative	0.0045	0.0206	0.7384
Echinococcus granulosus	expressed conserved protein	0.0128	0.085	0.1118
Mycobacterium ulcerans	hypothetical protein	0.0109	0.0703	1
Trypanosoma cruzi	mitogen activated protein kinase 4, putative	0.0045	0.0206	0.0377
Toxoplasma gondii	hypothetical protein	0.0128	0.085	1
Mycobacterium ulcerans	hypothetical protein	0.006	0.0323	0.4479
Trypanosoma brucei	protein kinase, putative	0.0045	0.0206	1
Echinococcus granulosus	beta catenin	0.0112	0.0732	0.0962
Schistosoma mansoni	aldehyde dehydrogenase	0.0054	0.0274	0.0738
Leishmania major	mitogen activated protein kinase 4, putative;with=GeneDB:LmxM19.1440	0.0045	0.0206	0.7384
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0041	0.0171	0.046
Brugia malayi	hypothetical protein	0.021	0.1495	1
Loa Loa (eye worm)	hypothetical protein	0.0133	0.089	0.5434
Leishmania major	aldehyde dehydrogenase, mitochondrial precursor	0.0054	0.0274	1
Schistosoma mansoni	hypothetical protein	0.0121	0.0799	0.2156
Echinococcus multilocularis	microtubule associated protein 2	0.0493	0.3707	0.3707
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0054	0.0274	0.3761
Schistosoma mansoni	aldehyde dehydrogenase	0.0054	0.0274	0.0738
Schistosoma mansoni	hypothetical protein	0.006	0.0323	0.0871
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0041	0.0171	0.0224
Trichomonas vaginalis	hypothetical protein	0.0192	0.1351	1
Entamoeba histolytica	hypothetical protein	0.0192	0.1351	1
Schistosoma mansoni	serine/threonine protein kinase	0.0045	0.0206	0.0556
Wolbachia endosymbiont of Brugia malayi	4'-phosphopantetheinyl transferase	0.0021	0.0015	0.5
Echinococcus multilocularis	muscleblind protein	0.0133	0.089	0.089
Onchocerca volvulus		0.0074	0.0429	0.4482
Schistosoma mansoni	hypothetical protein	0.0192	0.1351	0.3645
Echinococcus multilocularis	muscleblind protein 1	0.0133	0.089	0.089
Echinococcus granulosus	protein pangolin J	0.0278	0.2026	0.2664
Brugia malayi	aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase	0.0074	0.0429	0.2547
Brugia malayi	hypothetical protein	0.0042	0.0181	0.0812
Chlamydia trachomatis	holo [acyl-carrier protein] synthase	0.0021	0.0015	0.5
Schistosoma mansoni	beta-catenin	0.0112	0.0732	0.1973
Echinococcus multilocularis	expressed conserved protein	0.0128	0.085	0.085
Brugia malayi	MAP kinase sur-1	0.0045	0.0206	0.0989
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0054	0.0274	0.3761
Loa Loa (eye worm)	CMGC/MAPK/ERK1 protein kinase	0.0045	0.0206	0.0267
Mycobacterium leprae	conserved hypothetical protein	0.006	0.0323	1
Trypanosoma cruzi	mitogen activated protein kinase 2, putative	0.0045	0.0206	0.0377
Echinococcus multilocularis	mitogen activated protein kinase	0.0045	0.0206	0.0206
Echinococcus granulosus	expressed conserved protein	0.0992	0.7606	1
Toxoplasma gondii	CMGC kinase, MAPK family (ERK) MAPK-1	0.0045	0.0206	0.2287
Schistosoma mansoni	hypothetical protein	0.0274	0.1992	0.5372
Echinococcus multilocularis	beta catenin	0.0112	0.0732	0.0732
Echinococcus multilocularis	survival motor neuron protein 1	0.021	0.1495	0.1495
Mycobacterium tuberculosis	Conserved hypothetical protein	0.006	0.0323	1
Schistosoma mansoni	aminoadipate-semialdehyde dehydrogenase	0.0074	0.0429	0.1157
Mycobacterium leprae	conserved hypothetical protein	0.006	0.0323	1
Echinococcus multilocularis	expressed conserved protein	0.0314	0.2309	0.2309
Brugia malayi	Iron-sulfur cluster assembly accessory protein	0.0043	0.0188	0.0862
Echinococcus granulosus	microtubule associated protein 2	0.0493	0.3707	0.4874
Loa Loa (eye worm)	hypothetical protein	0.0133	0.089	0.5434
Trypanosoma brucei	mitogen activated protein kinase 4, putative	0.0045	0.0206	1
Onchocerca volvulus	Cirhin homolog	0.0112	0.0726	1
Schistosoma mansoni	microtubule-associated protein tau	0.0493	0.3707	1
Echinococcus granulosus	mitogen activated protein kinase	0.0045	0.0206	0.0271
Treponema pallidum	4'-phosphopantetheinyl transferase	0.0021	0.0015	0.5
Schistosoma mansoni	hypothetical protein	0.0121	0.0799	0.2156
Plasmodium vivax	ataxin-2 like protein, putative	0.0042	0.0181	1
Schistosoma mansoni	hypothetical protein	0.0043	0.0188	0.0507
Echinococcus multilocularis	protein pangolin J	0.0278	0.2026	0.2026
Schistosoma mansoni	survival motor neuron protein	0.0043	0.0188	0.0507
Echinococcus granulosus	L aminoadipate semialdehyde	0.0074	0.0429	0.0564
Brugia malayi	Muscleblind-like protein	0.0133	0.089	0.5772
Mycobacterium tuberculosis	Probable aldehyde dehydrogenase	0.0054	0.0274	0.8398
Trypanosoma brucei	PAB1-binding protein , putative	0.0042	0.0181	0.8679
Loa Loa (eye worm)	hypothetical protein	0.021	0.1495	1
Mycobacterium ulcerans	hypothetical protein	0.006	0.0323	0.4479

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 1.5 nM	Displacement of [3H]-AVP from human V2 receptor expressed in murine fibroblast cell line (LV2) membranes	ChEMBL.	9651149
IC50 (binding)	= 1.5 nM	Displacement of [3H]-AVP from human V2 receptor expressed in murine fibroblast cell line (LV2) membranes	ChEMBL.	9651149
IC50 (binding)	= 20 nM	Displacement of [3H]-AVP from vasopressin receptor (V1a) from human platelet membranes.	ChEMBL.	9651149
IC50 (binding)	= 20 nM	Displacement of [3H]-AVP from vasopressin receptor (V1a) from human platelet membranes.	ChEMBL.	9651149
IC50 (binding)	= 0.0015 uM	Inhibition of [3H]-AVP binding to Dawley rat kidney medullary vasopressin V2 receptor.	ChEMBL.	12798333
IC50 (binding)	= 0.0015 uM	Inhibition of [3H]-AVP binding to Dawley rat kidney medullary vasopressin V2 receptor.	ChEMBL.	12798333
IC50 (binding)	= 0.02 uM	Inhibition of [3H]-AVP binding to Dawley rat hepatic vasopressin V1a receptor.	ChEMBL.	12798333
IC50 (binding)	= 0.02 uM	Inhibition of [3H]-AVP binding to Dawley rat hepatic vasopressin V1a receptor.	ChEMBL.	12798333
Selectivity (binding)	= 13	Relative affinity for human vasopressin receptors V1a and V2	ChEMBL.	9651149
Urine volume (functional)	= 21.8 ml 4hr-1	Aquaretic effect of the compound was measured by the amount of urine collected after 4 hr at a dose of 10 mg/kg ip in 2 Dawley rats	ChEMBL.	12798333

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

ChEMBL: CHEMBL68085
PubChem: 10003306

Bibliographic References

2 literature references were collected for this gene.

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

Detailed information for compound 112742