Detailed information for compound 1116470

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 690.771 | Formula: C29H42N10O8S
  • H donors: 5 H acceptors: 11 LogP: 1.87 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 3
  • SMILES: CCN(CC)CC.CCCCc1nnn(c1)c1nc(N)c2c(n1)n(cn2)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COS(=O)(=O)NC(=O)c1ccccc1O
  • InChi: 1S/C23H27N9O8S.C6H15N/c1-2-3-6-12-9-32(30-28-12)23-26-19(24)16-20(27-23)31(11-25-16)22-18(35)17(34)15(40-22)10-39-41(37,38)29-21(36)13-7-4-5-8-14(13)33;1-4-7(5-2)6-3/h4-5,7-9,11,15,17-18,22,33-35H,2-3,6,10H2,1H3,(H,29,36)(H2,24,26,27);4-6H2,1-3H3/t15-,17-,18-,22-;/m1./s1
  • InChiKey: KCHOHNKSGJAFHP-GIQPGJFOSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mycobacterium tuberculosis Bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ArCP synthetase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ArCP synthetase Get druggable targets OG5_146698 All targets in OG5_146698
Mycobacterium ulcerans bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ACP synthetase Get druggable targets OG5_146698 All targets in OG5_146698
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis P-hydroxybenzoyl-AMP ligase FadD22 Bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ArCP synthetase 565 aa 475 aa 27.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0044 0.0321 0.1076
Plasmodium vivax thioredoxin reductase, putative 0.0089 0.0861 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0031 0.0161 0.5
Brugia malayi AMP-binding enzyme family protein 0.0033 0.0188 0.0468
Brugia malayi CHE-14 protein 0.0044 0.0321 0.0958
Mycobacterium ulcerans acyl-CoA synthetase 0.0033 0.0188 0.0204
Echinococcus multilocularis sterol regulatory element binding protein 0.0044 0.0321 0.0163
Leishmania major 4-coumarate:coa ligase-like protein 0.0033 0.0188 0.04
Mycobacterium tuberculosis Probable reductase 0.0204 0.2234 0.2801
Mycobacterium tuberculosis Bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ArCP synthetase 0.0682 0.7975 1
Echinococcus granulosus expressed conserved protein 0.0097 0.0954 0.3043
Onchocerca volvulus 0.0051 0.0396 1
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0089 0.0861 0.1079
Loa Loa (eye worm) hypothetical protein 0.0033 0.0188 0.0592
Leishmania major 4-coumarate:coa ligase-like protein 0.0033 0.0188 0.04
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0031 0.0161 0.1609
Echinococcus multilocularis tar DNA binding protein 0.0066 0.0587 0.0433
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0365 0.067
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.0031 0.0161 0.0201
Echinococcus granulosus thioredoxin glutathione reductase 0.009 0.0867 0.2712
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.0365 0.0785
Schistosoma mansoni survival motor neuron protein 0.0051 0.0396 0.0773
Echinococcus granulosus sterol regulatory element binding protein 0.0044 0.0321 0.0616
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0227 0.2507 1
Entamoeba histolytica Niemann-Pick C1 protein, putative 0.0103 0.1029 1
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0227 0.2507 0.3143
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0031 0.0161 0.5
Loa Loa (eye worm) TAR-binding protein 0.0066 0.0587 0.2045
Echinococcus multilocularis protein dispatched 1 0.0051 0.0396 0.024
Echinococcus granulosus Protein patched homolog 1 0.0044 0.0321 0.0616
Plasmodium falciparum thioredoxin reductase 0.0089 0.0861 1
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0064 0.0554 0.1509
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0031 0.0161 0.0169
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0044 0.0321 0.1076
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0064 0.0554 0.0694
Mycobacterium ulcerans acyl-CoA synthetase 0.0033 0.0188 0.0204
Plasmodium vivax glutathione reductase, putative 0.0089 0.0861 1
Loa Loa (eye worm) STAT protein 0.0138 0.1445 0.5178
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.002 0.0026 0.0033
Loa Loa (eye worm) hypothetical protein 0.0033 0.0188 0.0592
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0204 0.2234 0.2801
Loa Loa (eye worm) hypothetical protein 0.0052 0.0417 0.1425
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0048 0.0365 0.1237
Schistosoma mansoni hypothetical protein 0.0036 0.0218 0.0189
Brugia malayi TAR-binding protein 0.0066 0.0587 0.194
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0033 0.0188 0.0236
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.0365 0.0208
Schistosoma mansoni aldehyde dehydrogenase 0.0064 0.0554 0.1288
Mycobacterium ulcerans acyl-CoA synthetase 0.0033 0.0188 0.0204
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0031 0.0161 0.1609
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.0365 0.0785
Schistosoma mansoni hypothetical protein 0.0043 0.0302 0.0463
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0051 0.0396 0.1237
Echinococcus granulosus tar DNA binding protein 0.0066 0.0587 0.1636
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0031 0.0161 0.0169
Mycobacterium ulcerans hypothetical protein 0.0033 0.0188 0.0204
Loa Loa (eye worm) glutathione reductase 0.0089 0.0861 0.3046
Echinococcus multilocularis expressed conserved protein 0.0097 0.0954 0.0806
Treponema pallidum NADH oxidase 0.0031 0.0161 0.5
Plasmodium falciparum glutathione reductase 0.0089 0.0861 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0052 0.0417 0.1312
Loa Loa (eye worm) hypothetical protein 0.0033 0.0188 0.0592
Schistosoma mansoni patched 1 0.0044 0.0321 0.0526
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0031 0.0161 0.0364
Schistosoma mansoni tar DNA-binding protein 0.0066 0.0587 0.1396
Toxoplasma gondii thioredoxin reductase 0.0089 0.0861 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0064 0.0554 0.0664
Loa Loa (eye worm) hypothetical protein 0.0248 0.2767 1
Echinococcus multilocularis Niemann Pick C1 protein 0.0103 0.1029 0.0882
Brugia malayi Calcitonin receptor-like protein seb-1 0.0052 0.0417 0.1312
Brugia malayi hypothetical protein 0.0248 0.2767 1
Brugia malayi Thioredoxin reductase 0.0089 0.0861 0.2954
Mycobacterium tuberculosis Probable dehydrogenase 0.0204 0.2234 0.2801
Trypanosoma cruzi trypanothione reductase, putative 0.0089 0.0861 1
Loa Loa (eye worm) hypothetical protein 0.0036 0.0218 0.0701
Brugia malayi RNA binding protein 0.0066 0.0587 0.194
Echinococcus multilocularis Niemann Pick C1 protein 0.0148 0.1561 0.1423
Mycobacterium tuberculosis Probable oxidoreductase 0.0227 0.2507 0.3143
Brugia malayi AMP-binding enzyme family protein 0.0033 0.0188 0.0468
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0066 0.0587 0.2045
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0033 0.0188 0.0204
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.0365 0.0208
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0031 0.0161 0.1609
Echinococcus multilocularis thioredoxin glutathione reductase 0.009 0.0867 0.0718
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0031 0.0161 0.0169
Mycobacterium ulcerans aldehyde dehydrogenase 0.0064 0.0554 0.0664
Schistosoma mansoni hypothetical protein 0.0043 0.0302 0.0463
Toxoplasma gondii aldehyde dehydrogenase 0.0064 0.0554 0.5614
Schistosoma mansoni aldehyde dehydrogenase 0.0064 0.0554 0.1288
Leishmania major trypanothione reductase 0.0089 0.0861 1
Brugia malayi glutathione reductase 0.0089 0.0861 0.2954
Trichomonas vaginalis conserved hypothetical protein 0.0044 0.0321 1
Schistosoma mansoni tar DNA-binding protein 0.0066 0.0587 0.1396
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0204 0.2234 0.2801
Schistosoma mansoni tar DNA-binding protein 0.0066 0.0587 0.1396
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0033 0.0188 0.0204
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0033 0.0188 0.0204
Brugia malayi latrophilin 2 splice variant baaae 0.0036 0.0218 0.0578
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0033 0.0188 0.0204
Echinococcus granulosus Niemann Pick C1 protein 0.0148 0.1561 0.5373
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0204 0.2234 0.8823
Loa Loa (eye worm) hypothetical protein 0.0103 0.1029 0.3659
Echinococcus multilocularis survival motor neuron protein 1 0.0248 0.2767 0.2649
Echinococcus granulosus Niemann Pick C1 protein 0.0103 0.1029 0.3332
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0031 0.0161 0.1609
Giardia lamblia NADH oxidase lateral transfer candidate 0.0031 0.0161 0.5
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0064 0.0554 0.5614
Schistosoma mansoni tar DNA-binding protein 0.0066 0.0587 0.1396
Loa Loa (eye worm) hypothetical protein 0.0054 0.0441 0.1513
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0052 0.0417 0.1425
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0227 0.2507 0.3143
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0204 0.2234 0.2801
Brugia malayi STAT protein, DNA binding domain containing protein 0.0138 0.1445 0.5114
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0365 0.067
Plasmodium falciparum thioredoxin reductase 0.0031 0.0161 0.1609
Echinococcus multilocularis protein patched 0.0044 0.0321 0.0163
Brugia malayi Niemann-Pick C1 protein precursor 0.0103 0.1029 0.3575
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0048 0.0365 0.1121
Leishmania major 4-coumarate:coa ligase-like protein 0.0033 0.0188 0.04
Schistosoma mansoni hypothetical protein 0.0051 0.0396 0.0773
Loa Loa (eye worm) RNA binding protein 0.0066 0.0587 0.2045
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0031 0.0161 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0365 0.067
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0064 0.0554 0.04
Echinococcus granulosus survival motor neuron protein 1 0.0248 0.2767 1
Brugia malayi RNA recognition motif domain containing protein 0.0066 0.0587 0.194
Schistosoma mansoni hypothetical protein 0.0043 0.0302 0.0463
Mycobacterium ulcerans bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ACP synthetase 0.0682 0.7975 1
Brugia malayi AMP-binding enzyme family protein 0.0033 0.0188 0.0468
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0105 0.1048 0.2907
Trypanosoma brucei trypanothione reductase 0.0089 0.0861 1
Schistosoma mansoni tar DNA-binding protein 0.0066 0.0587 0.1396
Mycobacterium ulcerans aldehyde dehydrogenase 0.0064 0.0554 0.0664
Schistosoma mansoni hypothetical protein 0.0043 0.0302 0.0463
Plasmodium falciparum glutathione reductase 0.0031 0.0161 0.1609
Loa Loa (eye worm) thioredoxin reductase 0.0089 0.0861 0.3046
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0033 0.0188 0.0236
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0204 0.2234 0.2801

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 1.9 nM Inhibition of Mycobacterium tuberculosis MbtA expressed in Escherichia coli assessed as ATP-[32P]Ppi exchange ChEMBL. 19053762
MIC99 (functional) = 6.25 uM Antimicrobial activity against Mycobacterium tuberculosis H37Rv in Fe-deficient medium by broth microdilution method ChEMBL. 19053762
MIC99 (functional) = 50 uM Antimicrobial activity against Mycobacterium tuberculosis H37Rv in Fe-rich medium by broth microdilution method ChEMBL. 19053762

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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