Detailed information for compound 222334

Basic information

Technical information
  • TDR Targets ID: 222334
  • Name: methyl (3R,4R)-4-[[(2S)-3-(1H-indol-3-yl)-1-( methylamino)-1-oxopropan-2-yl]carbamoyl]-6-me thyl-3-sulfanylheptanoate
  • MW: 433.564 | Formula: C22H31N3O4S
  • H donors: 3 H acceptors: 3 LogP: 2.84 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 1
  • SMILES: CNC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H]([C@@H](CC(=O)OC)S)CC(C)C
  • InChi: 1S/C22H31N3O4S/c1-13(2)9-16(19(30)11-20(26)29-4)21(27)25-18(22(28)23-3)10-14-12-24-17-8-6-5-7-15(14)17/h5-8,12-13,16,18-19,24,30H,9-11H2,1-4H3,(H,23,28)(H,25,27)/t16-,18-,19+/m0/s1
  • InChiKey: RXFIBNVNUQIYSK-YTQUADARSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • methyl (3R,4R)-4-[[(1S)-1-(1H-indol-3-ylmethyl)-2-(methylamino)-2-oxo-ethyl]carbamoyl]-6-methyl-3-sulfanyl-heptanoate
  • (3R,4R)-4-[[[(1S)-1-(1H-indol-3-ylmethyl)-2-(methylamino)-2-oxoethyl]amino]-oxomethyl]-3-mercapto-6-methylheptanoic acid methyl ester
  • methyl (3R,4R)-4-[[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxo-propan-2-yl]carbamoyl]-6-methyl-3-sulfanyl-heptanoate
  • (3R,4R)-4-[[(1S)-1-(1H-indol-3-ylmethyl)-2-keto-2-(methylamino)ethyl]carbamoyl]-3-mercapto-6-methyl-enanthic acid methyl ester
  • methyl (3R,4R)-4-[[(2S)-3-(1H-indol-3-yl)-1-methylamino-1-oxopropan-2-yl]carbamoyl]-6-methyl-3-sulfanylheptanoate
  • methyl (3R,4R)-4-[[(1S)-1-(1H-indol-3-ylmethyl)-2-methylamino-2-oxo-ethyl]carbamoyl]-6-methyl-3-sulfanyl-heptanoate
  • (3R,4R)-4-[[[(1S)-1-(1H-indol-3-ylmethyl)-2-methylamino-2-oxoethyl]amino]-oxomethyl]-3-mercapto-6-methylheptanoic acid methyl ester
  • (3R,4R)-4-[[(1S)-1-(1H-indol-3-ylmethyl)-2-keto-2-methylamino-ethyl]carbamoyl]-3-mercapto-6-methyl-enanthic acid methyl ester
  • methyl (3R,4R)-4-[[(2S)-3-(1H-indol-3-yl)-1-methylamino-1-oxo-propan-2-yl]carbamoyl]-6-methyl-3-sulfanyl-heptanoate

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens matrix metallopeptidase 1 (interstitial collagenase) 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
Brugia malayi Matrixin family protein matrix metallopeptidase 1 (interstitial collagenase) 403 aa 401 aa 27.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Leishmania major trypanothione reductase 0.0202 0.4385 0.4114
Plasmodium falciparum glutathione reductase 0.0202 0.4385 0.4114
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.007 0.0461 0.5
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0202 0.4385 1
Loa Loa (eye worm) hypothetical protein 0.0391 1 1
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.0096 0.1221 0.1221
Trichomonas vaginalis mercuric reductase, putative 0.007 0.0461 0.5
Loa Loa (eye worm) TK/ROR protein kinase 0.0391 1 1
Brugia malayi Thioredoxin reductase 0.0202 0.4385 0.4385
Echinococcus granulosus thioredoxin glutathione reductase 0.0202 0.4385 0.4385
Plasmodium vivax cysteine repeat modular protein 1, putative 0.0391 1 1
Onchocerca volvulus 0.0391 1 1
Plasmodium falciparum cysteine repeat modular protein 1 0.0391 1 1
Onchocerca volvulus Matrix metalloproteinase homolog 0.0058 0.0113 0.0113
Echinococcus granulosus tissue type plasminogen activator 0.0391 1 1
Brugia malayi Matrixin family protein 0.0064 0.0269 0.0269
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.007 0.0461 0.0461
Loa Loa (eye worm) matrixin family protein 0.0058 0.0113 0.0113
Trypanosoma cruzi hypothetical protein, conserved 0.0391 1 1
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.007 0.0461 0.0461
Echinococcus multilocularis thioredoxin glutathione reductase 0.0202 0.4385 0.4385
Loa Loa (eye worm) thioredoxin reductase 0.0202 0.4385 0.4385
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.007 0.0461 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.007 0.0461 0.5
Brugia malayi Kringle domain containing protein 0.0391 1 1
Plasmodium vivax glutathione reductase, putative 0.0202 0.4385 0.4114
Trichomonas vaginalis glutathione reductase, putative 0.007 0.0461 0.5
Echinococcus multilocularis tissue type plasminogen activator 0.0391 1 1
Mycobacterium ulcerans flavoprotein disulfide reductase 0.007 0.0461 1
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.007 0.0461 1
Treponema pallidum NADH oxidase 0.007 0.0461 0.5
Brugia malayi glutathione reductase 0.0202 0.4385 0.4385
Trypanosoma cruzi trypanothione reductase, putative 0.0202 0.4385 0.4114
Plasmodium falciparum thioredoxin reductase 0.0202 0.4385 0.4114
Loa Loa (eye worm) matrixin family protein 0.0064 0.0269 0.0269
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0096 0.1221 0.1221
Trypanosoma brucei trypanothione reductase 0.0202 0.4385 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.007 0.0461 0.5
Onchocerca volvulus Matrilysin homolog 0.0058 0.0113 0.0113
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.007 0.0461 0.5
Loa Loa (eye worm) glutathione reductase 0.0202 0.4385 0.4385
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.007 0.0461 0.0461
Plasmodium vivax thioredoxin reductase, putative 0.0202 0.4385 0.4114
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.007 0.0461 0.5
Toxoplasma gondii kringle domain-containing protein 0.0391 1 1
Toxoplasma gondii thioredoxin reductase 0.0202 0.4385 0.4114
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.007 0.0461 0.0461
Leishmania major hypothetical protein, conserved 0.0391 1 1
Schistosoma mansoni hypothetical protein 0.0391 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 12 nM Inhibition of rat skin type I collagen degradation by purified human lung fibroblast collagenase ChEMBL. 8258825
IC50 (binding) = 12 nM Inhibition of rat skin type I collagen degradation by purified human lung fibroblast collagenase ChEMBL. 8258825

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.

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