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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 0.985
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.938
CHEMBL1951 Monoamine oxidase A Homo sapiens 0.901
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.753
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.658
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.579
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.472
CHEMBL2392 DNA polymerase beta Homo sapiens 0.449
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.431
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.370
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.337
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.317
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.248
CHEMBL5514 Huntingtin Homo sapiens 0.229



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 0.900
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.829
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.807
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.804
CHEMBL2756 Monoamine oxidase B Bos taurus 0.765
CHEMBL4801 Caspase-1 Homo sapiens 0.756
CHEMBL3563 Cruzipain Trypanosoma cruzi 0.618
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.575
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.545
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.523
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.514
CHEMBL2392 DNA polymerase beta Homo sapiens 0.472
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 0.382
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.369
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.357
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.302

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
IBM Patents WO2007019865A2 US20040038373 EP1512420B1 US5578736 EP0935462B1 WO2009094172A2 WO1998018398A1 WO2010111620A1 US7183089 US20090269772 WO2001009301A2 US5426116 EP1372720A1 WO1999048372A1 EP1211931A1 US20100226943 US5219882 US20100021904 EP1032265A1 US7753943 EP0683671B1 WO2001025414A1 EP1900357A2 WO1998030327A1 WO2007098279A2 US6518035 US4235781 WO2005084364A2 WO2006044048A2 WO2005009510A2 EP1284727A1 US6833489 US5829448 US5614396 US6133409 US20070231344 US20060018837 WO2010042823A1 US7346387 US6410524 EP1133498A2 EP0502588A3 WO2005033287A2 WO1998047487A1 WO2007140443A1 EP1674120A1 US20090011514 US20060014144 EP1931301A1 EP1565553A2 US20030105339 US20100092578 EP1757935A1 EP1369137A1 US4563417 WO2001012181A1 US7488600 US6482397 US7442501 US20100158827 WO2000045165A1 EP1119345B1 EP1814558B1 WO2007009064A2 US7393533 WO2005086909A2 WO2007142769A1 US6984395 US6609014 EP0759746A1 US20070196475 EP1951303A2 EP1235935A1 EP1627079A2 US20040002054 US4599303 US20010018179 EP0505012A2 US6190591 EP1377274B1 US7476874 US20020012972 EP2110662A1 US20070225217 US20050002865 US20060039965 US20090196894 EP0230363A2 US20070264663 US20030023994 WO2004096132A2 WO2002070007A1 US20020015937 EP0935523A1 US20040091529 US20080138802 US20100305209 US7704686 WO2005063170A2 US20020061330
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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