pterostilbene   Click here for help

GtoPdb Ligand ID: 2681

PDB Ligand
Compound class: Synthetic organic
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 4
Topological polar surface area 38.69
Molecular weight 256.11
XLogP 4.08
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 COc1cc(C=Cc2ccc(cc2)O)cc(c1)OC
Isomeric SMILES COc1cc(/C=C/c2ccc(cc2)O)cc(c1)OC
InChI InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+
InChI Key VLEUZFDZJKSGMX-ONEGZZNKSA-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
IUPAC Name Click here for help
4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenol
Database Links Click here for help
BindingDB Ligand 50131688
CAS Registry No. 537-42-8 (source: Scifinder)
ChEBI CHEBI:8630
ChEMBL Ligand CHEMBL83527
GtoPdb PubChem SID 135650865
LIPID MAPS LMPK13090015
PubChem CID 5281727
RCSB PDB Ligand 3RL
Search Google for chemical match using the InChIKey VLEUZFDZJKSGMX-ONEGZZNKSA-N
Search Google for chemicals with the same backbone VLEUZFDZJKSGMX
UniChem Compound Search for chemical match using the InChIKey VLEUZFDZJKSGMX-ONEGZZNKSA-N
UniChem Connectivity Search for chemical match using the InChIKey VLEUZFDZJKSGMX-ONEGZZNKSA-N
Wikipedia Pterostilbene