Detailed information for compound 1589404

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 380.46 | Formula: C21H20N2O3S
  • H donors: 2 H acceptors: 0 LogP: 4.48 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(cc(c1OC)OC)Sc1c([nH]c2c1cccc2)c1c[nH]cc1
  • InChi: 1S/C21H20N2O3S/c1-24-17-10-14(11-18(25-2)20(17)26-3)27-21-15-6-4-5-7-16(15)23-19(21)13-8-9-22-12-13/h4-12,22-23H,1-3H3
  • InChiKey: XISVEIOXCSGBQZ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

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
Mycobacterium ulcerans hypothetical protein 0.1903 0.5 0.5
Entamoeba histolytica hypothetical protein, conserved 0.1903 0.5 0.5
Schistosoma mansoni sphingosine kinase A B 0.1903 0.5 0.5
Schistosoma mansoni sphingoid long chain base kinase 0.1903 0.5 0.5
Echinococcus multilocularis sphingosine kinase 1 0.1903 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.1903 0.5 0.5
Mycobacterium tuberculosis Conserved protein 0.1903 0.5 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) > 60 % Induction of mitotic arrest in human HeLa cells assessed as condensed chromosomes in prometaphase-like state at 100 nM after 24 hrs using DAPI staining by immunofluorescence assay (Rvb = 10%) ChEMBL. 22044164
Activity (functional) > 60 % Induction of mitotic arrest in human HeLa cells assessed as and sparse foci of tubulin in prometaphase-like state at 100 nM after 24 hrs using DAPI staining by immunofluorescence assay (Rvb = 10%) ChEMBL. 22044164
Activity (functional) = 70 % Cell cycle arrest in human HeLa cells assessed as accumulation at G2/M phase at 100 nM after 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 0.10 %) ChEMBL. 22044164
AUC (ADMET) = 174346 ng.min/ml AUC ( 0 to infinity) in nude CD-1 mouse at 5 mg/kg, iv by UPLC analysis ChEMBL. 22044164
AUC (ADMET) = 583315 ng.min/ml AUC ( 0 to infinity) in nude CD-1 mouse at 15 mg/kg, po by UPLC analysis ChEMBL. 22044164
CL (ADMET) = 28.6 ml/min.Kg Clearance in nude CD-1 mouse at 5 mg/kg, iv and 15 mg/kg, po by UPLC analysis ChEMBL. 22044164
Cmax (ADMET) = 35.67 ng/ml Cmax in nude CD-1 mouse at 5 mg/kg, iv by UPLC analysis ChEMBL. 22044164
Cmax (ADMET) = 1340 ng/ml Cmax in nude CD-1 mouse at 15 mg/kg, po by UPLC analysis ChEMBL. 22044164
F (ADMET) = 110 % Oral bioavailability in nude CD-1 mouse at 15 mg/kg by UPLC analysis ChEMBL. 22044164
IC50 (functional) = 20 nM Growth inhibition of human MCF7 cells after 96 hrs ChEMBL. 22044164
IC50 (functional) = 21.5 nM Growth inhibition of human drug sensitive wild type A2780 cells ChEMBL. 22044164
IC50 (ADMET) = 30 nM Growth inhibition of HUVEC cells after 48 hrs by MTT assay ChEMBL. 22044164
IC50 (functional) = 70 nM Growth inhibition of human OVCAR8 cells overexpressing P-glycoprotein after 96 hrs ChEMBL. 22044164
IC50 (functional) = 81 nM Growth inhibition of human cisplatin-resistant OVCAR3 cells ChEMBL. 22044164
IC50 (functional) = 0.08 uM Antiproliferative activity against human A549 cells assessed as growth inhibition after 48 hrs by MTT assay ChEMBL. 22044164
IC50 (functional) = 0.1 uM Antiproliferative activity against human HT-29 cells assessed as growth inhibition after 48 hrs by MTT assay ChEMBL. 22044164
IC50 (functional) = 0.4 uM Antiproliferative activity against human HeLa cells assessed as growth inhibition after 48 hrs by MTT assay ChEMBL. 22044164
IC50 (functional) = 0.5 uM Antiproliferative activity against human PC3 cells assessed as growth inhibition after 48 hrs by MTT assay ChEMBL. 22044164
QH (ADMET) = 86 ml/min.Kg Hepatic blood flow in nude CD-1 mouse at 5 mg/kg, iv and 15 mg/kg, po by UPLC analysis ChEMBL. 22044164
Stability (ADMET) = 23.1 % Metabolic stability in mouse liver microsomes assessed as compound remaining after 30 mins by LC-Ms/Ms analysis ChEMBL. 22044164
T1/2 (ADMET) = 40 min Half life in nude CD-1 mouse at 5 mg/kg, iv and 15 mg/kg, po by UPLC analysis ChEMBL. 22044164
Tmax (ADMET) = 120 min Tmax in nude CD-1 mouse at 15 mg/kg, po by UPLC analysis ChEMBL. 22044164
Vdss (ADMET) = 1.59 L/Kg Volume of distribution at steady state in nude CD-1 mouse at 5 mg/kg, iv and 15 mg/kg, po by UPLC analysis ChEMBL. 22044164

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 22044164

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

No literature references available for this target.

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