Detailed information for compound 164529

Basic information

Technical information
  • TDR Targets ID: 164529
  • Name: (E)-1-[3-(hydroxymethyl)piperazin-1-yl]-3-[3- nitro-4-(2-propan-2-ylphenyl)sulfanylphenyl]p rop-2-en-1-one
  • MW: 441.543 | Formula: C23H27N3O4S
  • H donors: 2 H acceptors: 4 LogP: 3.56 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: OCC1NCCN(C1)C(=O)/C=C/c1ccc(c(c1)[N+](=O)[O-])Sc1ccccc1C(C)C
  • InChi: 1S/C23H27N3O4S/c1-16(2)19-5-3-4-6-21(19)31-22-9-7-17(13-20(22)26(29)30)8-10-23(28)25-12-11-24-18(14-25)15-27/h3-10,13,16,18,24,27H,11-12,14-15H2,1-2H3/b10-8+
  • InChiKey: UDMVPCPDQWLIDT-CSKARUKUSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (E)-1-[3-(hydroxymethyl)piperazin-1-yl]-3-[4-(2-isopropylphenyl)sulfanyl-3-nitro-phenyl]prop-2-en-1-one
  • (E)-1-[3-(hydroxymethyl)-1-piperazinyl]-3-[4-[(2-isopropylphenyl)thio]-3-nitrophenyl]-2-propen-1-one
  • (E)-1-[3-(hydroxymethyl)piperazin-1-yl]-3-[3-nitro-4-(2-propan-2-ylphenyl)sulfanyl-phenyl]prop-2-en-1-one
  • (E)-1-(3-methylolpiperazino)-3-[3-nitro-4-(o-cumenylthio)phenyl]prop-2-en-1-one
  • (E)-1-[3-(hydroxymethyl)-1-piperazinyl]-3-[4-[(2-isopropylphenyl)thio]-3-nitrophenyl]prop-2-en-1-one
  • (E)-3-[4-[(2-isopropylphenyl)thio]-3-nitro-phenyl]-1-(3-methylolpiperazin-1-yl)prop-2-en-1-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens integrin, beta 2 (complement component 3 receptor 3 and 4 subunit) Starlite/ChEMBL References
Homo sapiens intercellular adhesion molecule 1 References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Integrin beta pat-3 precursor Get druggable targets OG5_127959 All targets in OG5_127959
Schistosoma mansoni integrin beta subunit Get druggable targets OG5_127959 All targets in OG5_127959
Schistosoma japonicum ko:K06464 integrin beta 2, putative Get druggable targets OG5_127959 All targets in OG5_127959
Schistosoma japonicum Integrin beta-PS precursor, putative Get druggable targets OG5_127959 All targets in OG5_127959
Echinococcus granulosus integrin beta 2 Get druggable targets OG5_127959 All targets in OG5_127959
Echinococcus multilocularis integrin beta 2 Get druggable targets OG5_127959 All targets in OG5_127959
Schistosoma japonicum Integrin beta-3 precursor, putative Get druggable targets OG5_127959 All targets in OG5_127959
Loa Loa (eye worm) integrin beta-2 Get druggable targets OG5_127959 All targets in OG5_127959
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
Onchocerca volvulus 0.0049 0.0319 0.5
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.0294 0.0294
Brugia malayi C2-HC type zinc finger protein C.e-MyT1 0.0056 0.0403 0.0728
Schistosoma mansoni hypothetical protein 0.0297 0.3392 1
Echinococcus multilocularis histone acetyltransferase MYST2 0.0056 0.0403 0.0403
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0047 0.0294 0.0461
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.0294 0.0867
Echinococcus multilocularis suppression of tumorigenicity 18 protein 0.0056 0.0403 0.0403
Brugia malayi mbt repeat family protein 0.0049 0.0319 0.0564
Echinococcus granulosus hypothetical protein 0.0028 0.0059 0.016
Schistosoma mansoni hypothetical protein 0.0028 0.0059 0.0174
Loa Loa (eye worm) kelch domain-containing protein family protein 0.0069 0.0568 0.0999
Loa Loa (eye worm) hypothetical protein 0.0069 0.0568 0.0999
Echinococcus granulosus suppression of tumorigenicity 18 protein 0.0056 0.0403 0.109
Loa Loa (eye worm) mbt repeat family protein 0.0049 0.0319 0.051
Brugia malayi Bromodomain containing protein 0.0039 0.02 0.0332
Loa Loa (eye worm) tumor suppressor 0.033 0.3793 0.7332
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.0294 0.0796
Echinococcus multilocularis SAM and MBT domain containing protein 0.0049 0.0319 0.0319
Brugia malayi Integrin beta pat-3 precursor 0.0439 0.5152 1
Onchocerca volvulus Polycomb protein Sfmbt homolog 0.0049 0.0319 0.5
Loa Loa (eye worm) hypothetical protein 0.0039 0.0201 0.0278
Loa Loa (eye worm) hypothetical protein 0.0072 0.0611 0.1084
Echinococcus multilocularis endonuclease exonuclease phosphatase 0.0193 0.2098 0.2098
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.0294 0.0294
Loa Loa (eye worm) hypothetical protein 0.0044 0.0255 0.0384
Echinococcus granulosus integrin beta 2 0.0322 0.3696 1
Loa Loa (eye worm) integrin beta-2 0.0439 0.5152 1
Loa Loa (eye worm) MBCTL1 0.0056 0.0403 0.0675
Brugia malayi tumor suppressor. 0.033 0.3793 0.7347
Brugia malayi mbt repeat family protein 0.0049 0.0319 0.0564
Echinococcus multilocularis integrin beta 2 0.0322 0.3696 0.3696
Brugia malayi hypothetical protein 0.0069 0.0568 0.105
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.0294 0.0796
Schistosoma mansoni integrin beta subunit 0.0253 0.2842 0.8377
Schistosoma mansoni sex comb on midleg homolog 0.0049 0.0319 0.0941
Schistosoma mansoni scm-relatedprotein containing 4 mbt domains (sfmbt) 0.0049 0.0319 0.0941
Loa Loa (eye worm) hypothetical protein 0.0049 0.0319 0.051
Loa Loa (eye worm) hypothetical protein 0.0056 0.0403 0.0675
Schistosoma mansoni sex comb on midleg homolog 0.0049 0.0319 0.0941
Echinococcus multilocularis polycomb protein SCMH1 0.0049 0.0319 0.0319
Schistosoma mansoni hypothetical protein 0.0028 0.0059 0.0174
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0047 0.0294 0.0516
Brugia malayi hypothetical protein 0.0028 0.0059 0.0057
Brugia malayi Temporarily assigned gene name protein 44 0.0028 0.0059 0.0057
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0037 0.017 0.017
Echinococcus granulosus SAM and MBT domain containing protein 0.0049 0.0319 0.0863
Loa Loa (eye worm) hypothetical protein 0.0042 0.0231 0.0337
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0061 0.0471 0.0471
Echinococcus granulosus endonuclease exonuclease phosphatase 0.0193 0.2098 0.5678
Schistosoma mansoni bromodomain containing protein 0.0065 0.0517 0.1523
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0061 0.0471 0.1275
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0037 0.017 0.046
Echinococcus granulosus polycomb protein SCMH1 0.0049 0.0319 0.0863
Brugia malayi Bromodomain containing protein 0.0077 0.0665 0.124
Echinococcus granulosus protein quaking 0.0028 0.0059 0.016
Echinococcus granulosus histone acetyltransferase MYST2 0.0056 0.0403 0.109
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.0294 0.0867
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.0294 0.0867
Brugia malayi Kelch motif family protein 0.0069 0.0568 0.105
Echinococcus multilocularis protein quaking 0.0028 0.0059 0.0059
Schistosoma mansoni myelin transcription factor 1 myt1 0.0056 0.0403 0.1188

Activities

Activity type Activity value Assay description Source Reference
CL (ADMET) = 5 l hr-1 kg-1 Plasma clearance of the compound after iv dose in rat ChEMBL. 11520199
Cmax (ADMET) = 0 ug m l-1 Cmax value of the compound after po dose in rat ChEMBL. 11520199
F (ADMET) = 0 % Oral bioavailability in rat ChEMBL. 11520199
IC50 (functional) = 0.28 uM Ability to antagonise the Leukocyte function-associated Antigen-1/ Intracellular Adhesion molecule-1 interaction (LFA-1/ICAM-1) ChEMBL. 11520199
IC50 (functional) = 0.28 uM Ability to antagonise the Leukocyte function-associated Antigen-1/ Intracellular Adhesion molecule-1 interaction (LFA-1/ICAM-1) ChEMBL. 11520199
T1/2 (ADMET) = 1.9 hr Half life period of the compound after iv dose in rat ChEMBL. 11520199
V (ADMET) = 3.2 l kg-1 Solubility of the compound after iv dose in rat ChEMBL. 11520199

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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