monobenzone   Click here for help

GtoPdb Ligand ID: 6830

Synonyms: p-benzyloxyphenol
Approved drug
monobenzone is an approved drug (FDA (1952))
Compound class: Synthetic organic
Comment: A tyrosinase inhibitor
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 0
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 29.46
Molecular weight 200.08
XLogP 3.24
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES Oc1ccc(cc1)OCc1ccccc1
Isomeric SMILES Oc1ccc(cc1)OCc1ccccc1
InChI InChI=1S/C13H12O2/c14-12-6-8-13(9-7-12)15-10-11-4-2-1-3-5-11/h1-9,14H,10H2
InChI Key VYQNWZOUAUKGHI-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1952))
IUPAC Name Click here for help
4-(benzyloxy)phenol
International Nonproprietary Names Click here for help
INN number INN
588 monobenzone
Synonyms Click here for help
p-benzyloxyphenol
Database Links Click here for help
CAS Registry No. 103-16-2
ChEMBL Ligand CHEMBL1388
DrugBank Ligand DB00600
DrugCentral Ligand 1834
GtoPdb PubChem SID 178103436
PubChem CID 7638
Search Google for chemical match using the InChIKey VYQNWZOUAUKGHI-UHFFFAOYSA-N
Search Google for chemicals with the same backbone VYQNWZOUAUKGHI
Search PubMed clinical trials monobenzone
Search PubMed titles monobenzone
Search PubMed titles/abstracts monobenzone
UniChem Compound Search for chemical match using the InChIKey VYQNWZOUAUKGHI-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey VYQNWZOUAUKGHI-UHFFFAOYSA-N
Wikipedia Monobenzone