phenindione   Click here for help

GtoPdb Ligand ID: 6838

Synonyms: Dindevan® | phenylindanedione
Approved drug PDB Ligand
phenindione is an approved drug (FDA (approval date not available))
Compound class: Synthetic organic
Comment: Vitamin K epoxide reductase complex subunit 1 isoform 1 inhibitor
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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 2
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 34.14
Molecular weight 222.07
XLogP 2.72
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 O=C1C(c2ccccc2)C(=O)c2c1cccc2
Isomeric SMILES O=C1C(c2ccccc2)C(=O)c2c1cccc2
InChI InChI=1S/C15H10O2/c16-14-11-8-4-5-9-12(11)15(17)13(14)10-6-2-1-3-7-10/h1-9,13H
InChI Key NFBAXHOPROOJAW-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 (0)
Withdrawn drug? Yes
IUPAC Name Click here for help
2-phenyl-2,3-dihydro-1H-indene-1,3-dione
International Nonproprietary Names Click here for help
INN number INN
23 phenindione
Synonyms Click here for help
Dindevan® | phenylindanedione
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9035044
Reactome Reaction Reactome logo R-HSA-9026967
Other databases
CAS Registry No. 83-12-5
ChEMBL Ligand CHEMBL711
DrugBank Ligand DB00498
DrugCentral Ligand 2130
GtoPdb PubChem SID 178103444
PubChem CID 4760
RCSB PDB Ligand UAS
Search Google for chemical match using the InChIKey NFBAXHOPROOJAW-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NFBAXHOPROOJAW
Search PubMed clinical trials phenindione
Search PubMed titles phenindione
Search PubMed titles/abstracts phenindione
UniChem Compound Search for chemical match using the InChIKey NFBAXHOPROOJAW-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NFBAXHOPROOJAW-UHFFFAOYSA-N
Wikipedia Phenindione

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MedChemExpress
Phenindione (links to external site)
Cat. No. HY-B0325