phenindione Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
2130 83-12-5

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • phenindione
  • phenylindandione
  • athrombon
  • danedion
  • diophindane
  • emandione
  • fenhydren
  • hemolidione
  • indion
  • phenhydren
  • phenillin
  • phenylindione
  • theradione
  • fenindione
An indandione that has been used as an anticoagulant. Phenindione has actions similar to WARFARIN, but it is now rarely employed because of its higher incidence of severe adverse effects. (From Martindale, The Extra Pharmacopoeia, 30th ed, p234)
  • Molecular weight: 222.24
  • Formula: C15H10O2
  • CLOGP: 2.81
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 0
  • TPSA: 34.14
  • ALOGS: -3.98
  • ROTB: 1

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
0.10 g O

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 14.98 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 97 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
None FDA SANOFI AVENTIS US

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC B01AA02 BLOOD AND BLOOD FORMING ORGANS
ANTITHROMBOTIC AGENTS
ANTITHROMBOTIC AGENTS
Vitamin K antagonists
CHEBI has role CHEBI:50249 anticoagulant
MeSH PA D000925 Anticoagulants
MeSH PA D006401 Hematologic Agents

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.43 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Vitamin K epoxide reductase complex subunit 1 Enzyme INHIBITOR WOMBAT-PK CHEMBL
Prothrombin Enzyme WOMBAT-PK
Arachidonate 5-lipoxygenase Enzyme IC50 4.82 CHEMBL

External reference:

IDSource
N0000007533 NUI
C0031406 UMLSCUI
D08354 KEGG_DRUG
5M7Y6274ZE UNII
23 INN_ID
47527007 SNOMEDCT_US
8130 RXNORM
387260007 SNOMEDCT_US
002089 NDDF
4760 PUBCHEM_CID
CHEBI:8066 CHEBI
CHEMBL711 ChEMBL_ID
DB00498 DRUGBANK_ID
D010630 MESH_DESCRIPTOR_UI
6838 IUPHAR_LIGAND_ID

Pharmaceutical products:

None