Detailed information for compound 181351

Basic information

Technical information
  • TDR Targets ID: 181351
  • Name: 1-cyano-2-[(3S,4R)-6-cyano-3-hydroxy-2,2-dime thyl-3,4-dihydrochromen-4-yl]-3-(3-methylsulf anylphenyl)guanidine
  • MW: 407.489 | Formula: C21H21N5O2S
  • H donors: 3 H acceptors: 3 LogP: 3.31 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#CN/C(=N\[C@@H]1c2cc(C#N)ccc2OC([C@H]1O)(C)C)/Nc1cccc(c1)SC
  • InChi: 1S/C21H21N5O2S/c1-21(2)19(27)18(16-9-13(11-22)7-8-17(16)28-21)26-20(24-12-23)25-14-5-4-6-15(10-14)29-3/h4-10,18-19,27H,1-3H3,(H2,24,25,26)/t18-,19+/m1/s1
  • InChiKey: UCJXAMGQXBDIBF-MOPGFXCFSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 1-cyano-2-[(3S,4R)-6-cyano-3-hydroxy-2,2-dimethyl-chroman-4-yl]-3-(3-methylsulfanylphenyl)guanidine
  • 1-cyano-2-[(3S,4R)-6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-yl]-3-[3-(methylthio)phenyl]guanidine
  • 1-cyano-2-[(3S,4R)-6-cyano-3-hydroxy-2,2-dimethyl-chroman-4-yl]-3-[3-(methylthio)phenyl]guanidine
  • 3-cyano-2-[(3S,4R)-6-cyano-3-hydroxy-2,2-dimethylchroman-4-yl]-1-(3-methylsulfanylphenyl)guanidine
  • 3-cyano-2-[(3S,4R)-6-cyano-3-hydroxy-2,2-dimethyl-chroman-4-yl]-1-(3-methylsulfanylphenyl)guanidine
  • 3-cyano-2-[(3S,4R)-6-cyano-3-hydroxy-2,2-dimethyl-4-chromanyl]-1-[3-(methylthio)phenyl]guanidine
  • 3-cyano-2-[(3S,4R)-6-cyano-3-hydroxy-2,2-dimethyl-chroman-4-yl]-1-[3-(methylthio)phenyl]guanidine

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Schistosoma mansoni microtubule-associated protein tau 0.0454 0.9801 1
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0017 0.0152 0.0956
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.019 0.3973 0.4054
Brugia malayi RNA recognition motif domain containing protein 0.0072 0.1352 0.2431
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0017 0.0152 0.0155
Brugia malayi Pax transcription factor protein 2 0.0262 0.5562 1
Plasmodium falciparum ornithine aminotransferase 0.0066 0.1226 0.7706
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0017 0.0152 0.0155
Echinococcus granulosus GPCR family 2 0.0049 0.0858 0.0875
Echinococcus granulosus lysine specific demethylase 5A 0.0039 0.0627 0.064
Trypanosoma cruzi trypanothione reductase, putative 0.0025 0.0322 0.2023
Trypanosoma cruzi PAB1-binding protein , putative 0.0082 0.1591 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.019 0.3973 0.4054
Echinococcus multilocularis ornithine aminotransferase 0.0066 0.1226 0.1251
Leishmania major hypothetical protein, conserved 0.0082 0.1591 1
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0063 0.1166 0.103
Echinococcus granulosus thioredoxin glutathione reductase 0.0025 0.0329 0.0336
Brugia malayi Thioredoxin reductase 0.0025 0.0322 0.0579
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0025 0.0322 0.0172
Echinococcus multilocularis tar DNA binding protein 0.0072 0.1352 0.138
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0.0152 0.0956
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0155 0.3203 0.5759
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0057 0.1026 0.0887
Mycobacterium leprae Probable 4-aminobutyrate aminotransferase GabT (GAMMA-AMINO-N-BUTYRATE TRANSAMINASE) (GABA TRANSAMINASE) (GLUTAMATE:SUCCINIC SEM 0.0066 0.1226 0.0223
Plasmodium vivax glutathione reductase, putative 0.0025 0.0322 0.2023
Chlamydia trachomatis glutamate-1-semialdehyde-2,1-aminomutase 0.0066 0.1226 0.5
Mycobacterium tuberculosis Probable ornithine aminotransferase (N-terminus part) RocD1 (ornithine--oxo-acid aminotransferase) 0.0066 0.1226 0.1091
Loa Loa (eye worm) hypothetical protein 0.0155 0.3203 0.5759
Schistosoma mansoni ornithine--oxo-acid transaminase 0.0066 0.1226 0.1251
Plasmodium falciparum ataxin-2 like protein, putative 0.0082 0.1591 1
Trypanosoma brucei trypanothione reductase 0.0025 0.0322 0.2023
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.019 0.3973 0.7143
Mycobacterium tuberculosis Probable L-lysine-epsilon aminotransferase Lat (L-lysine aminotransferase) (lysine 6-aminotransferase) 0.0066 0.1226 0.1091
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0017 0.0152 0.0155
Schistosoma mansoni jumonji/arid domain-containing protein 0.0039 0.0627 0.064
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0057 0.1026 0.0887
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.019 0.3973 0.4054
Loa Loa (eye worm) isocitrate dehydrogenase 0.0017 0.0152 0.0274
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0049 0.0858 0.0875
Loa Loa (eye worm) MH2 domain-containing protein 0.0135 0.275 0.4944
Loa Loa (eye worm) latrophilin receptor protein 2 0.0049 0.0858 0.1542
Loa Loa (eye worm) glutathione reductase 0.0025 0.0322 0.0579
Brugia malayi Calcitonin receptor-like protein seb-1 0.0155 0.3203 0.5759
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0049 0.0858 0.0875
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0049 0.0858 0.1542
Toxoplasma gondii ornithine aminotransferase, mitochondrial precursor, putative 0.0066 0.1226 0.7706
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0017 0.0152 0.0956
Brugia malayi Isocitrate dehydrogenase 0.0017 0.0152 0.0274
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.019 0.3973 0.4054
Brugia malayi isocitrate dehydrogenase 0.0017 0.0152 0.0274
Brugia malayi RNA binding protein 0.0072 0.1352 0.2431
Brugia malayi TAR-binding protein 0.0072 0.1352 0.2431
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0063 0.1166 0.0156
Plasmodium falciparum ataxin-2 like protein, putative 0.0082 0.1591 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.019 0.3973 0.4054
Plasmodium vivax ataxin-2 like protein, putative 0.0082 0.1591 1
Mycobacterium tuberculosis Probable glutamate-1-semialdehyde 2,1-aminomutase HemL (GSA) (glutamate-1-semialdehyde aminotransferase) (GSA-at) 0.0066 0.1226 0.1091
Echinococcus multilocularis lysine specific demethylase 5A 0.0039 0.0627 0.064
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0017 0.0152 0.0155
Schistosoma mansoni tar DNA-binding protein 0.0072 0.1352 0.138
Leishmania major trypanothione reductase 0.0025 0.0322 0.2023
Echinococcus granulosus Ataxin 2 N terminaldomain containing protein 0.0037 0.0588 0.06
Toxoplasma gondii LsmAD domain-containing protein 0.0082 0.1591 1
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0057 0.1026 0.0887
Echinococcus granulosus ornithine aminotransferase 0.0066 0.1226 0.1251
Echinococcus multilocularis GPCR, family 2 0.0049 0.0858 0.0875
Loa Loa (eye worm) hypothetical protein 0.0049 0.0858 0.1542
Echinococcus multilocularis thioredoxin glutathione reductase 0.0025 0.0329 0.0336
Brugia malayi N-terminal motif family protein 0.0197 0.4115 0.7399
Toxoplasma gondii isocitrate dehydrogenase 0.0017 0.0152 0.0956
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0017 0.0152 0.0956
Echinococcus multilocularis Ataxin 2, N terminal,domain containing protein 0.0037 0.0588 0.06
Toxoplasma gondii isocitrate dehydrogenase 0.0017 0.0152 0.0956
Schistosoma mansoni jumonji/arid domain-containing protein 0.0039 0.0627 0.064
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0049 0.0858 0.0875
Plasmodium falciparum glutathione reductase 0.0025 0.0322 0.2023
Trichomonas vaginalis acetylornithine aminotransferase, putative 0.0463 1 0.5
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0017 0.0152 0.0155
Schistosoma mansoni hypothetical protein 0.0106 0.2118 0.2161
Brugia malayi hypothetical protein 0.0053 0.0946 0.1701
Loa Loa (eye worm) hypothetical protein 0.0197 0.4115 0.7399
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0063 0.1166 0.103
Brugia malayi latrophilin 2 splice variant baaae 0.0106 0.2118 0.3807
Echinococcus multilocularis Aminotransferase class III 0.0066 0.1226 0.1251
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.019 0.3973 0.4054
Schistosoma mansoni tar DNA-binding protein 0.0072 0.1352 0.138
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0039 0.0627 0.064
Brugia malayi hypothetical protein 0.0082 0.1591 0.286
Loa Loa (eye worm) hypothetical protein 0.0082 0.1591 0.286
Mycobacterium leprae PROBABLE GLUTAMATE-1-SEMIALDEHYDE 2,1-AMINOMUTASE HEML (GSA) (GLUTAMATE-1-SEMIALDEHYDE AMINOTRANSFERASE) (GSA-AT) 0.0066 0.1226 0.0223
Schistosoma mansoni hypothetical protein 0.0049 0.0858 0.0875
Schistosoma mansoni hypothetical protein 0.0037 0.0588 0.06
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.019 0.3973 0.4054
Echinococcus multilocularis isocitrate dehydrogenase 0.0017 0.0152 0.0155
Brugia malayi jmjC domain containing protein 0.0039 0.0627 0.1127
Echinococcus granulosus microtubule associated protein 2 0.0454 0.9801 1
Echinococcus multilocularis ornithine aminotransferase 0.0066 0.1226 0.1251
Mycobacterium tuberculosis Adenosylmethionine-8-amino-7-oxononanoate aminotransferase BioA 0.0463 1 1
Mycobacterium ulcerans hypothetical protein 0.0463 1 1
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0.0152 0.0956
Echinococcus granulosus tar DNA binding protein 0.0072 0.1352 0.138
Schistosoma mansoni jumonji domain containing protein 0.0039 0.0627 0.064
Mycobacterium ulcerans adenosylmethionine-8-amino-7-oxononanoate aminotransferase 0.0463 1 1
Mycobacterium leprae Probable Acetylornithine aminotransferase ArgD 0.0066 0.1226 0.0223
Schistosoma mansoni hypothetical protein 0.0049 0.0858 0.0875
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0049 0.0858 0.0875
Wolbachia endosymbiont of Brugia malayi acetylornithine transaminase protein 0.0066 0.1226 0.5
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0017 0.0152 0.0956
Mycobacterium tuberculosis Probable oxidoreductase 0.0063 0.1166 0.103
Trypanosoma cruzi PAB1-binding protein , putative 0.0082 0.1591 1
Schistosoma mansoni tar DNA-binding protein 0.0072 0.1352 0.138
Brugia malayi jmjC domain containing protein 0.0039 0.0627 0.1127
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0039 0.0627 0.064
Loa Loa (eye worm) hypothetical protein 0.0106 0.2118 0.3807
Schistosoma mansoni tar DNA-binding protein 0.0072 0.1352 0.138
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0057 0.1026 0.0887
Schistosoma mansoni hypothetical protein 0.0049 0.0858 0.0875
Brugia malayi MH2 domain containing protein 0.0135 0.275 0.4944
Toxoplasma gondii thioredoxin reductase 0.0025 0.0322 0.2023
Loa Loa (eye worm) RNA binding protein 0.0072 0.1352 0.2431
Loa Loa (eye worm) thioredoxin reductase 0.0025 0.0322 0.0579
Mycobacterium tuberculosis Probable reductase 0.0057 0.1026 0.0887
Mycobacterium tuberculosis Probable aminotransferase 0.0463 1 1
Plasmodium vivax ornithine aminotransferase, putative 0.0066 0.1226 0.7706
Brugia malayi 4-aminobutyrate aminotransferase, mitochondrial precursor 0.0066 0.1226 0.2204
Trypanosoma brucei PAB1-binding protein , putative 0.0082 0.1591 1
Mycobacterium tuberculosis Probable acetylornithine aminotransferase ArgD 0.0066 0.1226 0.1091
Loa Loa (eye worm) TAR-binding protein 0.0072 0.1352 0.2431
Schistosoma mansoni tar DNA-binding protein 0.0072 0.1352 0.138
Echinococcus multilocularis microtubule associated protein 2 0.0454 0.9801 1
Brugia malayi Latrophilin receptor protein 2 0.0049 0.0858 0.1542
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0.0152 0.0956
Loa Loa (eye worm) transcription factor SMAD2 0.0135 0.275 0.4944
Onchocerca volvulus 0.0262 0.5562 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.019 0.3973 0.7143
Loa Loa (eye worm) jmjC domain-containing protein 0.0039 0.0627 0.1127
Echinococcus granulosus Aminotransferase class III 0.0066 0.1226 0.1251
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0072 0.1352 0.2431
Loa Loa (eye worm) pax transcription factor protein 2 0.0262 0.5562 1
Plasmodium vivax thioredoxin reductase, putative 0.0025 0.0322 0.2023
Mycobacterium tuberculosis Probable dehydrogenase 0.0057 0.1026 0.0887
Brugia malayi glutathione reductase 0.0025 0.0322 0.0579
Schistosoma mansoni hypothetical protein 0.0049 0.0858 0.0875
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0155 0.3203 0.5759
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0017 0.0152 0.0155
Plasmodium falciparum thioredoxin reductase 0.0025 0.0322 0.2023

Activities

Activity type Activity value Assay description Source Reference
EC25 (functional) = 8.2 uM Concentration necessary for increase in time to contracture by 25% in the globally ischemic rat hearts ChEMBL. 7650676
IC50 (functional) = 1.4 uM Tested for the vasorelaxant potency in methoxamine contracted rat aorta ChEMBL. 7650676
Ratio (functional) = 5.6 Ratio of the concentration of the compound increasing time to contracture by 25% (EC25) in rat heart and concentration showing vasorelaxant potency (IC50) in rat aorta. ChEMBL. 7650676

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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