Detailed information for compound 1376031

Basic information

Technical information
  • TDR Targets ID: 1376031
  • Name: 4-(azepan-1-ylsulfonyl)-N-[(2-chlorophenyl)me thyl]-1-methylpyrrole-2-carboxamide
  • MW: 409.93 | Formula: C19H24ClN3O3S
  • H donors: 1 H acceptors: 3 LogP: 2.75 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(c1cc(cn1C)S(=O)(=O)N1CCCCCC1)NCc1ccccc1Cl
  • InChi: 1S/C19H24ClN3O3S/c1-22-14-16(27(25,26)23-10-6-2-3-7-11-23)12-18(22)19(24)21-13-15-8-4-5-9-17(15)20/h4-5,8-9,12,14H,2-3,6-7,10-11,13H2,1H3,(H,21,24)
  • InChiKey: CHVALCWHMZECFY-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 4-(azepan-1-ylsulfonyl)-N-[(2-chlorophenyl)methyl]-1-methyl-pyrrole-2-carboxamide
  • 4-(1-azepanylsulfonyl)-N-[(2-chlorophenyl)methyl]-1-methyl-2-pyrrolecarboxamide
  • 4-(azepan-1-ylsulfonyl)-N-(2-chlorobenzyl)-1-methyl-pyrrole-2-carboxamide
  • G636-2390
  • NCGC00132361-01

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens SMAD family member 2 Starlite/ChEMBL No references
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) transcription factor SMAD2 Get druggable targets OG5_131716 All targets in OG5_131716
Brugia malayi MH2 domain containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Loa Loa (eye worm) MH2 domain-containing protein Get druggable targets OG5_131716 All targets in OG5_131716
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi MH2 domain containing protein SMAD family member 2 467 aa 405 aa 31.6 %
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Leishmania major cysteinyl-tRNA synthetase, putative 0.0084 0.0103 0.4225
Loa Loa (eye worm) hypothetical protein 0.0033 0.0014 0.0302
Brugia malayi cysteinyl tRNA synthetase protein 1 0.0084 0.0103 0.2921
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0128 0.0179 0.0155
Loa Loa (eye worm) transcription factor SMAD2 0.0144 0.0207 0.5996
Mycobacterium tuberculosis Cysteine:1D-myo-inosityl 2-amino-2-deoxy--D-glucopyranoside ligase MshC 0.5779 1 1
Echinococcus granulosus cysteinyl tRNA synthetase 0.0084 0.0103 0.4247
Toxoplasma gondii aldehyde dehydrogenase 0.0065 0.0069 0.2792
Mycobacterium ulcerans aldehyde dehydrogenase 0.0065 0.0069 0.0055
Plasmodium vivax thioredoxin reductase, putative 0.005 0.0044 0.1722
Brugia malayi Pre-SET motif family protein 0.0032 0.0012 0.023
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0027 0.0004 0.0166
Echinococcus multilocularis thioredoxin glutathione reductase 0.005 0.0044 0.1724
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0027 0.0004 0.0166
Onchocerca volvulus 0.0032 0.0012 0.0199
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.005 0.0044 0.002
Echinococcus multilocularis flap endonuclease 1 0.0028 0.0005 0.0031
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0084 0.0103 0.4343
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0032 0.0012 0.0335
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0065 0.0069 0.0045
Plasmodium falciparum thioredoxin reductase 0.005 0.0044 0.1722
Chlamydia trachomatis UDP-N-acetylglucosamine--N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol N-acetylglucosamine transferase 0.0183 0.0274 0.5679
Brugia malayi latrophilin 2 splice variant baaae 0.0041 0.0028 0.0707
Mycobacterium leprae Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0792 0.1333 0.1313
Echinococcus granulosus flap endonuclease 1 0.0028 0.0005 0.0031
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0115 0.0156 0.0133
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0033 0.0014 0.0597
Brugia malayi glutathione reductase 0.005 0.0044 0.1185
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0301 0.048 1
Chlamydia trachomatis cysteine--tRNA ligase 0.0084 0.0103 0.2078
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0792 0.1333 1
Loa Loa (eye worm) flap endonuclease-1 0.0028 0.0005 0.0021
Mycobacterium tuberculosis Probable UPD-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol-N-acetylglucosamine transferase MurG 0.0134 0.0189 0.0166
Loa Loa (eye worm) MH2 domain-containing protein 0.0144 0.0207 0.5996
Mycobacterium tuberculosis Probable oxidoreductase 0.0128 0.0179 0.0155
Loa Loa (eye worm) thioredoxin reductase 0.005 0.0044 0.1185
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0792 0.1333 0.1313
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0033 0.0014 0.0408
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0027 0.0004 0.0166
Treponema pallidum sodium- and chloride- dependent transporter 0.0161 0.0237 0.3553
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0032 0.0012 0.0335
Plasmodium vivax cysteine--tRNA ligase, putative 0.0084 0.0103 0.4243
Treponema pallidum undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase 0.0183 0.0274 0.4546
Mycobacterium ulcerans thymidylate synthase 0.0115 0.0156 0.0142
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0161 0.0237 1
Loa Loa (eye worm) norepinephrine transporter 0.0161 0.0237 0.6876
Brugia malayi Flap endonuclease-1 0.0028 0.0005 0.0021
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0027 0.0004 0.0166
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0065 0.0069 0.2769
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0222 0.0342 1
Brugia malayi Thioredoxin reductase 0.005 0.0044 0.1185
Onchocerca volvulus 0.0115 0.0156 0.3873
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0115 0.0156 0.0133
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0055 0.0051 0.2002
Loa Loa (eye worm) hypothetical protein 0.0161 0.0237 0.6876
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0033 0.0014 0.0438
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0032 0.0012 0.0495
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0047 0.0038 0.0024
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0032 0.0012 0.0334
Toxoplasma gondii cysteine-tRNA synthetase (CysRS) 0.0084 0.0103 0.4243
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0032 0.0012 0.0495
Echinococcus granulosus dihydrofolate reductase 0.0047 0.0038 0.1447
Plasmodium vivax flap endonuclease 1, putative 0.0028 0.0005 0.0031
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0161 0.0237 1
Onchocerca volvulus 0.0253 0.0396 1
Echinococcus granulosus thioredoxin glutathione reductase 0.005 0.0044 0.1724
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0027 0.0004 0.0166
Loa Loa (eye worm) serotonin transporter b 0.0161 0.0237 0.6876
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0161 0.0237 1
Giardia lamblia Cysteinyl-tRNA synthetase 0.0084 0.0103 1
Echinococcus granulosus histone lysine methyltransferase setb 0.0032 0.0012 0.0335
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0115 0.0156 0.6577
Loa Loa (eye worm) dihydrofolate reductase 0.0047 0.0038 0.0995
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0115 0.0156 0.0133
Onchocerca volvulus 0.0084 0.0103 0.2523
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.5779 1 1
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0084 0.0103 0.4225
Echinococcus multilocularis cysteinyl tRNA synthetase 0.0084 0.0103 0.4247
Brugia malayi hypothetical protein 0.0055 0.0051 0.1396
Loa Loa (eye worm) hypothetical protein 0.0032 0.0012 0.023
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0033 0.0014 0.0967
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0115 0.0156 0.0133
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0301 0.048 1
Schistosoma mansoni aldehyde dehydrogenase 0.0065 0.0069 0.2914
Echinococcus granulosus serotonin transporter 0.0161 0.0237 1
Mycobacterium tuberculosis Probable reductase 0.0115 0.0156 0.0133
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.0084 0.0103 0.0089
Brugia malayi Dihydrofolate reductase 0.0047 0.0038 0.0995
Loa Loa (eye worm) solute carrier family 6 member 4 0.0161 0.0237 0.6876
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0032 0.0012 0.0495
Toxoplasma gondii flap structure-specific endonuclease 1, putative 0.0028 0.0005 0.0031
Trichomonas vaginalis cysteinyl-tRNA synthetase, putative 0.0084 0.0103 0.2509
Echinococcus granulosus leucyl tRNA synthetase 0.0084 0.0103 0.4247
Plasmodium falciparum glutathione reductase 0.005 0.0044 0.1722
Schistosoma mansoni sodium/chloride dependent transporter 0.0027 0.0004 0.0166
Brugia malayi thymidylate synthase 0.0115 0.0156 0.4483
Brugia malayi MH2 domain containing protein 0.0144 0.0207 0.5996
Loa Loa (eye worm) hypothetical protein 0.0084 0.0103 0.2921
Loa Loa (eye worm) hypothetical protein 0.0161 0.0237 0.6876
Mycobacterium ulcerans glycosyltransferase 0.0039 0.0024 0.001
Brugia malayi dihydrofolate reductase family protein 0.0047 0.0038 0.0995
Plasmodium falciparum flap endonuclease 1 0.0028 0.0005 0.0031
Echinococcus multilocularis serotonin transporter 0.0161 0.0237 1
Loa Loa (eye worm) thymidylate synthase 0.0115 0.0156 0.4483
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0033 0.0014 0.0439
Loa Loa (eye worm) hypothetical protein 0.0041 0.0028 0.0707
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0031 0.001 0.0247
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0115 0.0156 0.0132
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0027 0.0004 0.0166
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0161 0.0237 1
Loa Loa (eye worm) cysteinyl tRNA synthetase 1 0.0084 0.0103 0.2921
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0084 0.0103 0.4343
Mycobacterium leprae ProbableUPD-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide)pyrophosphoryl-undecaprenol-N-acetylglucosamine transferase MurG 0.0134 0.0189 0.0166
Plasmodium falciparum cysteine--tRNA ligase 0.0084 0.0103 0.4243
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0047 0.0038 0.0014
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0027 0.0004 0.0166
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0128 0.0179 0.0155
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0161 0.0237 0.6876
Schistosoma mansoni dihydrofolate reductase 0.0047 0.0038 0.1589
Plasmodium vivax SET domain protein, putative 0.0032 0.0012 0.0334
Schistosoma mansoni sodium-dependent amino acid transporter 0.0027 0.0004 0.0166
Echinococcus multilocularis dihydrofolate reductase 0.0047 0.0038 0.1447
Mycobacterium ulcerans undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase 0.0183 0.0274 0.026
Mycobacterium tuberculosis Probable dehydrogenase 0.0115 0.0156 0.0133
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0033 0.0014 0.0438
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0792 0.1333 0.1321
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0033 0.0014 0.0408
Loa Loa (eye worm) glutathione reductase 0.005 0.0044 0.1185
Trichomonas vaginalis set domain proteins, putative 0.0253 0.0396 1
Trypanosoma brucei cysteinyl-tRNA synthetase, putative 0.0084 0.0103 0.4225
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0065 0.0069 0.2795
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.0033 0.0014 0.0967
Onchocerca volvulus 0.0033 0.0014 0.0261
Schistosoma mansoni sodium/chloride dependent transporter 0.0027 0.0004 0.0166
Trichomonas vaginalis glucosaminephosphotransferase, putative 0.0033 0.0014 0.0243
Toxoplasma gondii thioredoxin reductase 0.005 0.0044 0.1722
Loa Loa (eye worm) hypothetical protein 0.006 0.0061 0.1685
Brugia malayi Pre-SET motif family protein 0.0222 0.0342 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.0061 0.1685
Chlamydia trachomatis dihydrofolate reductase 0.0047 0.0038 0.0708
Plasmodium vivax glutathione reductase, putative 0.005 0.0044 0.1722
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0033 0.0014 0.0408
Trypanosoma brucei trypanothione reductase 0.005 0.0044 0.1696
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0047 0.0038 0.0014
Trypanosoma cruzi trypanothione reductase, putative 0.005 0.0044 0.1696
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0033 0.0014 0.0302
Mycobacterium tuberculosis Hypothetical protein 0.0055 0.0051 0.0028
Echinococcus granulosus thymidylate synthase 0.0115 0.0156 0.6519
Echinococcus multilocularis thymidylate synthase 0.0115 0.0156 0.6519
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.0061 0.1685
Schistosoma mansoni sodium/chloride dependent transporter 0.0161 0.0237 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0032 0.0012 0.0495
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0065 0.0069 0.2795
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0161 0.0237 1
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0115 0.0156 0.0133
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0033 0.0014 0.0438
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0115 0.0156 0.0132
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0033 0.0014 0.0439
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0033 0.0014 0.0408
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine:LPS N-acetylglucosamine transferase 0.0183 0.0274 0.1393
Onchocerca volvulus 0.0161 0.0237 0.594
Entamoeba histolytica cysteinyl-tRNA synthetase, putative 0.0084 0.0103 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0128 0.0179 0.0155
Plasmodium falciparum cysteine--tRNA ligase 0.0084 0.0103 0.4243
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0027 0.0004 0.0166
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0161 0.0237 1
Leishmania major trypanothione reductase 0.005 0.0044 0.1696
Mycobacterium ulcerans aldehyde dehydrogenase 0.0065 0.0069 0.0055
Loa Loa (eye worm) hypothetical protein 0.0161 0.0237 0.6876
Schistosoma mansoni aldehyde dehydrogenase 0.0065 0.0069 0.2914
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.0061 0.1685
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0084 0.0103 0.4225
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0033 0.0014 0.0597
Trichomonas vaginalis conserved hypothetical protein 0.0055 0.0051 0.1189
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0161 0.0237 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0065 0.0069 0.0055
Schistosoma mansoni hypothetical protein 0.0041 0.0028 0.1177

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 5.0119 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588856, AID588860] ChEMBL. No reference
Potency (functional) 12.5893 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (binding) = 50.1187 um PUBCHEM_BIOASSAY: qHTS Assay for Identification of Novel General Anesthetics. In this assay, a GABAergic mimetic model system, apoferritin and a profluorescent 1-aminoanthracene ligand (1-AMA), was used to construct a competitive binding assay for identification of novel general anesthetics (Class of assay: confirmatory) [Related pubchem assays: 2385 (Probe Development Summary for Identification of Novel General Anesthetics), 2323 (Validation apoferritin assay run on SigmaAldrich LOPAC1280 collection)] ChEMBL. No reference

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

No literature references available for this target.

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