Compound Detail
CHEMBL1388
MONOBENZONE 💊 Approved Drug
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💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL1388 |
| Name | MONOBENZONE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | VYQNWZOUAUKGHI-UHFFFAOYSA-N |
| Therapeutic | ✓ Yes |
5
Targets
7
Activities
2
Assay Types
0
PK Parameters
20
Publications
5
Known Names
1
Mechanisms
Molecular Properties
200.2
MW (Da)
2.97
ALogP
2
HBA
1
HBD
29.5
PSA (Ų)
0.82
QED
0
Ro5 Violations
3
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1952 |
| Availability | Discontinued |
| Chirality | Achiral |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Tyrosinase inhibitor | INHIBITOR | Tyrosinase | ✓ | ✓ |
ATC Classification
D11AX13
monobenzone
Level 1: DERMATOLOGICALS
Level 2: OTHER DERMATOLOGICAL PREPARATIONS
Activity Summary
IC50 6 meas. best 6.0
Ki 1 meas. best 5.41
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Histone deacetylase 6 CHEMBL1865 | IC50 | 6.0 | 6.0 | 988.8 | 1 |
| Prostaglandin G/H synthase 1 CHEMBL221 | IC50 | 5.99 | 5.99 | 1019.0 | 1 |
| Prostaglandin G/H synthase 2 CHEMBL230 | IC50 | 5.43 | 5.43 | 3726.0 | 1 |
| Sodium-dependent noradrenaline transporter CHEMBL222 | IC50 | 5.41 | 5.41 | 3886.0 | 1 |
| Sodium-dependent noradrenaline transporter CHEMBL222 | Ki | 5.41 | 5.41 | 3854.0 | 1 |
| Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL4358 | IC50 | 5.31 | 5.31 | 4892.0 | 1 |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Histone deacetylase 6 | IC50 | = | 988.8 | nM | 6.0 | Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi... | - |
| Prostaglandin G/H synthase 1 | IC50 | = | 1019.0 | nM | 5.99 | DRUGMATRIX: Cyclooxygenase COX-1 enzyme inhibition (substrate: Arachidonic acid) | - |
| Prostaglandin G/H synthase 2 | IC50 | = | 3726.0 | nM | 5.43 | DRUGMATRIX: Cyclooxygenase COX-2 enzyme inhibition (substrate: Arachidonic acid) | - |
| Sodium-dependent noradrenaline transporter | IC50 | = | 3886.0 | nM | 5.41 | DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5... | - |
| Sodium-dependent noradrenaline transporter | Ki | = | 3854.0 | nM | 5.41 | DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5... | - |
| Polyunsaturated fatty acid lipoxygenase ALOX15 | IC50 | = | 4892.0 | nM | 5.31 | DRUGMATRIX: Lipoxygenase 15-LO enzyme inhibition (substrate: Linoleic acid) | - |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| 22194678 | 10.1371/journal.pcbi.1002310 | Hepatotoxicity | 14 |
| - | 10.6019/CHEMBL4808148 | Histone deacetylase 6 | 4 |
| 37468498 | 10.1038/s41467-023-40064-9 | Thromboxane A2 receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Prostaglandin G/H synthase 1 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-1A adrenergic receptor | 2 |
| - | 10.6019/CHEMBL4651402 | SARS-CoV-2 | 2 |
| - | 10.6019/CHEMBL4495565 | SARS-CoV-2 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Muscarinic acetylcholine receptor M1 | 2 |
| - | 10.21203/rs.3.rs-23951/v1 | SARS-CoV-2 | 1 |
| - | 10.1101/2020.04.03.023846 | SARS-CoV-2 | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | D(1A) dopamine receptor | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Voltage-gated inwardly rectifying potassium channel KCNH2 | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Sodium-dependent dopamine transporter | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Estrogen receptor | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Acetylcholinesterase | 1 |
| 38318365 | 10.1016/j.isci.2024.108907 | Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 | 1 |
| 24088053 | 10.1021/jm400813y | Prostaglandin G/H synthase 1 | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-2A adrenergic receptor | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Mu-type opioid receptor | 1 |
| 24088053 | 10.1021/jm400813y | Prostaglandin G/H synthase 2 | 1 |
Data from ChEMBL 36 via Core Engine