Detailed information for compound 225180

Basic information

Technical information
  • TDR Targets ID: 225180
  • Name: methyl 4-[[(2S)-3-(1H-indol-3-yl)-1-(methylam ino)-1-oxopropan-2-yl]carbamoyl]-6-methyl-3-s ulfanylheptanoate
  • 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(C(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-AVAKVYKDSA-N  


Substructure search Similarity search

Network

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Synonyms

  • methyl 4-[[(1S)-1-(1H-indol-3-ylmethyl)-2-(methylamino)-2-oxo-ethyl]carbamoyl]-6-methyl-3-sulfanyl-heptanoate
  • 4-[[[(1S)-1-(1H-indol-3-ylmethyl)-2-(methylamino)-2-oxoethyl]amino]-oxomethyl]-3-mercapto-6-methylheptanoic acid methyl ester
  • methyl 4-[[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxo-propan-2-yl]carbamoyl]-6-methyl-3-sulfanyl-heptanoate
  • 4-[[(1S)-1-(1H-indol-3-ylmethyl)-2-keto-2-(methylamino)ethyl]carbamoyl]-3-mercapto-6-methyl-enanthic acid methyl ester
  • methyl 4-[[(2S)-3-(1H-indol-3-yl)-1-methylamino-1-oxopropan-2-yl]carbamoyl]-6-methyl-3-sulfanylheptanoate
  • methyl 4-[[(1S)-1-(1H-indol-3-ylmethyl)-2-methylamino-2-oxo-ethyl]carbamoyl]-6-methyl-3-sulfanyl-heptanoate
  • 4-[[[(1S)-1-(1H-indol-3-ylmethyl)-2-methylamino-2-oxoethyl]amino]-oxomethyl]-3-mercapto-6-methylheptanoic acid methyl ester
  • 4-[[(1S)-1-(1H-indol-3-ylmethyl)-2-keto-2-methylamino-ethyl]carbamoyl]-3-mercapto-6-methyl-enanthic acid methyl ester
  • methyl 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
Brugia malayi Thioredoxin reductase 0.0202 0.4385 0.4385
Leishmania major hypothetical protein, conserved 0.0391 1 1
Loa Loa (eye worm) TK/ROR protein kinase 0.0391 1 1
Toxoplasma gondii thioredoxin reductase 0.0202 0.4385 0.4114
Loa Loa (eye worm) matrixin family protein 0.0064 0.0269 0.0269
Loa Loa (eye worm) hypothetical protein 0.0391 1 1
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.007 0.0461 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.007 0.0461 0.5
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.0096 0.1221 0.1221
Trichomonas vaginalis glutathione reductase, putative 0.007 0.0461 0.5
Trypanosoma brucei trypanothione reductase 0.0202 0.4385 1
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.007 0.0461 0.0461
Treponema pallidum NADH oxidase 0.007 0.0461 0.5
Plasmodium vivax glutathione reductase, putative 0.0202 0.4385 0.4114
Brugia malayi Kringle domain containing protein 0.0391 1 1
Mycobacterium ulcerans flavoprotein disulfide reductase 0.007 0.0461 1
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.007 0.0461 0.5
Plasmodium falciparum thioredoxin reductase 0.0202 0.4385 0.4114
Trypanosoma cruzi trypanothione reductase, putative 0.0202 0.4385 0.4114
Loa Loa (eye worm) matrixin family protein 0.0058 0.0113 0.0113
Trichomonas vaginalis mercuric reductase, putative 0.007 0.0461 0.5
Echinococcus multilocularis tissue type plasminogen activator 0.0391 1 1
Onchocerca volvulus Matrilysin homolog 0.0058 0.0113 0.0113
Leishmania major trypanothione reductase 0.0202 0.4385 0.4114
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.007 0.0461 0.0461
Onchocerca volvulus 0.0391 1 1
Loa Loa (eye worm) glutathione reductase 0.0202 0.4385 0.4385
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.007 0.0461 1
Trypanosoma cruzi hypothetical protein, conserved 0.0391 1 1
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.007 0.0461 0.0461
Onchocerca volvulus Matrix metalloproteinase homolog 0.0058 0.0113 0.0113
Plasmodium falciparum glutathione reductase 0.0202 0.4385 0.4114
Giardia lamblia NADH oxidase lateral transfer candidate 0.007 0.0461 0.5
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.007 0.0461 0.0461
Schistosoma mansoni hypothetical protein 0.0391 1 1
Plasmodium vivax cysteine repeat modular protein 1, putative 0.0391 1 1
Plasmodium vivax thioredoxin reductase, putative 0.0202 0.4385 0.4114
Brugia malayi glutathione reductase 0.0202 0.4385 0.4385
Plasmodium falciparum cysteine repeat modular protein 1 0.0391 1 1
Brugia malayi Matrixin family protein 0.0064 0.0269 0.0269
Echinococcus multilocularis thioredoxin glutathione reductase 0.0202 0.4385 0.4385
Echinococcus granulosus tissue type plasminogen activator 0.0391 1 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.007 0.0461 0.5
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.007 0.0461 0.5
Toxoplasma gondii kringle domain-containing protein 0.0391 1 1
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0096 0.1221 0.1221
Loa Loa (eye worm) thioredoxin reductase 0.0202 0.4385 0.4385
Echinococcus granulosus thioredoxin glutathione reductase 0.0202 0.4385 0.4385
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0202 0.4385 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 730 nM Inhibition of rat skin type I collagen degradation by purified human lung fibroblast collagenase ChEMBL. 8258825
IC50 (binding) = 730 nM Inhibition of rat skin type I collagen degradation by purified human lung fibroblast collagenase ChEMBL. 8258825
IC50 (binding) = 810 nM Inhibition of rat skin type I collagen degradation by purified human lung fibroblast collagenase ChEMBL. 8258825
IC50 (binding) = 810 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.

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