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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1475
CHEMBL1475
Compound Name TRIOXSALEN
ChEMBL Synonyms TRIOXYSALEN | TRISORALEN | TRIOXSALEN
Max Phase 4 (Approved)
Trade Names TRISORALEN
Molecular Formula C14H12O3

Additional synonyms for CHEMBL1475 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1=CC(=O)Oc2c(C)c3oc(C)cc3cc12
Standard InChI InChI=1S/C14H12O3/c1-7-4-12(15)17-14-9(3)13-10(6-11(7)14)5-8 ...
Download InChI
Standard InChI Key FMHHVULEAZTJMA-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1475

Molecule Features

CHEMBL1475 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
DNA inhibitor DNA PubMed

Clinical Data

ClinicalTrials.gov TRIOXSALEN
The Cochrane Collaboration TRIOXSALEN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1475. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL1163101 Serine/threonine-protein kinase/endoribonuclease IRE1 Homo sapiens 0.996
CHEMBL2756 Monoamine oxidase B Bos taurus 0.993
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.974
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.968
CHEMBL5282 Cytochrome P450 2A6 Homo sapiens 0.891
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.649
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.530
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.449
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.344
CHEMBL2392 DNA polymerase beta Homo sapiens 0.335
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.272
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.258
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.252
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.232
CHEMBL1951 Monoamine oxidase A Homo sapiens 0.206



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1287620 Fructose-bisphosphate aldolase Mycobacterium tuberculosis 0.990
CHEMBL1293255 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens 0.903
CHEMBL1075322 G-protein coupled receptor 55 Homo sapiens 0.869
CHEMBL1163101 Serine/threonine-protein kinase/endoribonuclease IRE1 Homo sapiens 0.837
CHEMBL5282 Cytochrome P450 2A6 Homo sapiens 0.803
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.779
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.760
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.748
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.745
CHEMBL3563 Cruzipain Trypanosoma cruzi 0.531
CHEMBL2756 Monoamine oxidase B Bos taurus 0.481
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.467
CHEMBL4801 Caspase-1 Homo sapiens 0.453
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.441
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.410
CHEMBL2392 DNA polymerase beta Homo sapiens 0.403
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.357
CHEMBL4372 Anthrax lethal factor Bacillus anthracis 0.347
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.309
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.265

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
228.2 228.0786 3.28 0 39.44 -


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 0 0 3 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 3.67 3.67 2 17 0.51

Structural Alerts

There are 4 structural alerts for CHEMBL1475. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D05 - ANTIPSORIATICS
D05A - ANTIPSORIATICS FOR TOPICAL USE
D05AD - Psoralens for topical use
D05AD01 - trioxysalen

D - DERMATOLOGICALS
D05 - ANTIPSORIATICS
D05B - ANTIPSORIATICS FOR SYSTEMIC USE
D05BA - Psoralens for systemic use
D05BA01 - trioxysalen

ChemSpider ChemSpider:FMHHVULEAZTJMA-UHFFFAOYSA-N
PubChem SID: 11112550 SID: 114185 SID: 144204092 SID: 170465339 SID: 174006210 SID: 26748294 SID: 49647255
Wikipedia Trioxsalen

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1475



ChEBI 28329
DrugBank DB04571
DrugCentral 2759
eMolecules 532908
EPA CompTox Dashboard DTXSID3023716
FDA SRS Y6UY8OV51T
Human Metabolome Database HMDB0015575
IBM Patent System F65294C552C280F132906FE472942DA8
KEGG Ligand C09314
LINCS LSM-3223
Mcule MCULE-5301264270
MolPort MolPort-001-740-054
Nikkaji J3.411H
PubChem 5585
PubChem: Thomson Pharma 14773742
SureChEMBL SCHEMBL1252
ZINC ZINC000000002226

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/FMHHVULEAZTJMA-UHFFFAOYSA-N spacer
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