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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL711
CHEMBL711
Compound Name PHENINDIONE
ChEMBL Synonyms HEDULIN | PHENINDIONE | DINDEVAN | PHENYLINDANEDIONE
Max Phase 4 (Approved)
Trade Names DINDEVAN | HEDULIN
Molecular Formula C15H10O2

Additional synonyms for CHEMBL711 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES O=C1C(C(=O)c2ccccc12)c3ccccc3
Standard InChI InChI=1S/C15H10O2/c16-14-11-8-4-5-9-12(11)15(17)13(14)10-6-2 ...
Download InChI
Standard InChI Key NFBAXHOPROOJAW-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL711

Molecule Features

CHEMBL711 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Vitamin k epoxide reductase complex subunit 1 isoform 1 inhibitor Vitamin k epoxide reductase complex subunit 1 isoform 1 PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
PregnancyD011247EFO:0002950pregnancy3ClinicalTrials
ThrombosisD013927HP:0004419Recurrent thrombophlebitis4ATC

Clinical Data

ClinicalTrials.gov PHENINDIONE
The Cochrane Collaboration PHENINDIONE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL711. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 0.703
CHEMBL220 Acetylcholinesterase Homo sapiens 0.279

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 0.554
CHEMBL220 Acetylcholinesterase Homo sapiens 0.390
CHEMBL4581 Kinesin-like protein 1 Homo sapiens 0.205

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
222.2 222.0681 2.85 1 34.14 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 0 0 2 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
7.72 - 3.13 2.96 2 17 0.7

Structural Alerts

There are 4 structural alerts for CHEMBL711. To view alerts please click here.

Compound Cross References

ATC B - BLOOD AND BLOOD FORMING ORGANS
B01 - ANTITHROMBOTIC AGENTS
B01A - ANTITHROMBOTIC AGENTS
B01AA - Vitamin K antagonists
B01AA02 - phenindione

ChemSpider ChemSpider:NFBAXHOPROOJAW-UHFFFAOYSA-N
PubChem SID: 11112218 SID: 11532881 SID: 144203926 SID: 170465130 SID: 26748198 SID: 26748199 SID: 50107356 SID: 50107357 SID: 56423141
Wikipedia Phenindione

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL711



ACToR 83-12-5
BindingDB 50280157
Brenda 94711
ChEBI 8066
DrugBank DB00498
DrugCentral 2130
eMolecules 593387
EPA CompTox Dashboard DTXSID5023453
FDA SRS 5M7Y6274ZE
Guide to Pharmacology 6838
Human Metabolome Database HMDB0014641
IBM Patent System D0095B2EC6F59490C7FFA5A9DDB62286
KEGG Ligand C07584
LINCS LSM-5784
Mcule MCULE-1090571544
MolPort MolPort-001-783-429
Nikkaji J166.097G
NMRShiftDB 10023100
PharmGKB PA164784031
PubChem 4760
PubChem: Thomson Pharma 14797982
Selleck Phenindione(Rectadione)
SureChEMBL SCHEMBL33831
ZINC ZINC000100004862

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/NFBAXHOPROOJAW-UHFFFAOYSA-N spacer
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