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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 Trioxsalen | Trisoralen | Trioxysalen
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

Mechanism of Action

Mechanism of Action ChEMBL Target References
DNA inhibitor DNA PubMed

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

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Structural Alerts

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

Alternate Forms of Compound in ChEMBL


CHEMBL1475

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
CHEMBL2756 Monoamine oxidase B Bos taurus 0.999
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.984
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.963
CHEMBL5282 Cytochrome P450 2A6 Homo sapiens 0.918
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.727
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.651
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.575
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.453
CHEMBL2392 DNA polymerase beta Homo sapiens 0.443
CHEMBL1951 Monoamine oxidase A Homo sapiens 0.395
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.376
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.370
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.354
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.330
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.244
CHEMBL1163101 Serine/threonine-protein kinase/endoribonuclease IRE1 Homo sapiens 0.226
CHEMBL5514 Huntingtin Homo sapiens 0.225



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1287620 Fructose-bisphosphate aldolase Mycobacterium tuberculosis 0.992
CHEMBL1293255 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens 0.941
CHEMBL1075322 G-protein coupled receptor 55 Homo sapiens 0.897
CHEMBL5282 Cytochrome P450 2A6 Homo sapiens 0.852
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.829
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.803
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.802
CHEMBL2756 Monoamine oxidase B Bos taurus 0.765
CHEMBL4801 Caspase-1 Homo sapiens 0.745
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.669
CHEMBL3563 Cruzipain Trypanosoma cruzi 0.606
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.554
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.513
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.512
CHEMBL2392 DNA polymerase beta Homo sapiens 0.482
CHEMBL4372 Anthrax lethal factor Bacillus anthracis 0.443
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.428
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.380
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.372
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.335

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

Compound Cross References

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

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

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

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1475



ChEBI 28329
DrugBank DB04571
eMolecules 532908
FDA SRS Y6UY8OV51T
Human Metabolome Database HMDB15575
IBM Patent System F65294C552C280F132906FE472942DA8
KEGG Ligand C09314
LINCS LSM-3223
Mcule MCULE-5301264270
MolPort MolPort-001-740-054
Nikkaji J3.411H
PharmGKB PA164747186
PubChem 5585
PubChem: Thomson Pharma 14773742
SureChEMBL SCHEMBL1252
ZINC ZINC00002226

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