Compound Detail
CHEMBL1475
TRIOXSALEN 💊 Approved Drug
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💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL1475 |
| Name | TRIOXSALEN |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | FMHHVULEAZTJMA-UHFFFAOYSA-N |
| Therapeutic | ✓ Yes |
5
Targets
7
Activities
3
Assay Types
0
PK Parameters
20
Publications
8
Known Names
1
Indications
1
Mechanisms
Molecular Properties
228.2
MW (Da)
3.46
ALogP
3
HBA
0
HBD
43.4
PSA (Ų)
0.55
QED
0
Ro5 Violations
0
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1964 |
| Availability | Discontinued |
| Chirality | Achiral |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| DNA inhibitor | INHIBITOR | DNA | ✓ | ✓ |
Indications
Psoriasis
ATC Classification
D05AD01
trioxysalen
Level 1: DERMATOLOGICALS
Level 2: ANTIPSORIATICS
D05BA01
trioxysalen
Level 1: DERMATOLOGICALS
Level 2: ANTIPSORIATICS
Activity Summary
IC50 4 meas. best 9.3
Ki 2 meas. best 6.13
EC50 1 meas. best 6.03
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Unchecked CHEMBL612545 | IC50 | 9.3 | 9.3 | 0.5 | 1 |
| Adenosine receptor A2a CHEMBL251 | Ki | 6.13 | 6.13 | 737.0 | 1 |
| Amine oxidase [flavin-containing] A CHEMBL1951 | IC50 | 6.08 | 6.08 | 831.0 | 1 |
| LoVo CHEMBL614721 | EC50 | 6.03 | 6.03 | 940.0 | 1 |
| 5-hydroxytryptamine receptor 2C CHEMBL225 | Ki | 5.91 | 5.91 | 1234.0 | 1 |
| Adenosine receptor A2a CHEMBL251 | IC50 | 5.88 | 5.88 | 1312.0 | 1 |
| 5-hydroxytryptamine receptor 2C CHEMBL225 | IC50 | 5.63 | 5.63 | 2356.0 | 1 |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Unchecked | IC50 | = | 0.5 | nM | 9.3 | Inhibition of NF-KB p50 subunit/DNA interaction after 20 mins by EMSA | 21864947 |
| Adenosine receptor A2a | Ki | = | 737.0 | nM | 6.13 | DRUGMATRIX: Adenosine A2A radioligand binding (ligand: AB-MECA) | - |
| Amine oxidase [flavin-containing] A | IC50 | = | 831.0 | nM | 6.08 | DRUGMATRIX: Monoamine Oxidase MAO-A enzyme inhibition (substrate: Kynuramine) | - |
| LoVo | EC50 | = | 940.0 | nM | 6.03 | Photocytotoxicity against UV irradiated human LoVo cells after 24 hrs by MTT ass... | 18047263 |
| 5-hydroxytryptamine receptor 2C | Ki | = | 1234.0 | nM | 5.91 | DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... | - |
| Adenosine receptor A2a | IC50 | = | 1312.0 | nM | 5.88 | DRUGMATRIX: Adenosine A2A radioligand binding (ligand: AB-MECA) | - |
| 5-hydroxytryptamine receptor 2C | IC50 | = | 2356.0 | nM | 5.63 | DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... | - |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| 23291118 | 10.1016/j.ejmech.2012.11.043 | ADMET | 5 |
| 18047263 | 10.1021/jm070828x | LoVo | 3 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 2A | 2 |
| - | 10.6019/CHEMBL4651402 | SARS-CoV-2 | 2 |
| - | 10.6019/CHEMBL4495565 | SARS-CoV-2 | 2 |
| - | 10.6019/CHEMBL4808148 | Histone deacetylase 6 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Gamma-aminobutyric acid receptor subunit alpha-1 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Mu-type opioid receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 1A | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-2A adrenergic receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Muscarinic acetylcholine receptor M2 | 2 |
| 23291118 | 10.1016/j.ejmech.2012.11.043 | Radical scavenging activity | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Progesterone receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 2B | 2 |
| 18047263 | 10.1021/jm070828x | Unchecked | 2 |
| 23291118 | 10.1016/j.ejmech.2012.11.043 | Unchecked | 1 |
| 23571415 | 10.1124/mol.112.084152 | Solute carrier organic anion transporter family member 1B1 | 1 |
| 23571415 | 10.1124/mol.112.084152 | Solute carrier organic anion transporter family member 1B3 | 1 |
| 38318365 | 10.1016/j.isci.2024.108907 | Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 | 1 |
| 23062825 | 10.1016/j.bmc.2012.09.040 | Acetylcholinesterase | 1 |
Data from ChEMBL 36 via Core Engine