acenocoumarol indications/contra

Stem definitionDrug idCAS RN
anticoagulants, dicoumarol derivatives 48 152-72-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • G 23350
  • G-23350
  • sintrom
  • acenocoumarin
  • nicoumalone
  • acenocoumarol
A coumarin that is used as an anticoagulant. Its actions and uses are similar to those of WARFARIN. (From Martindale, The Extra Pharmacopoeia, 30th ed, p233)
  • Molecular weight: 355.30
  • Formula: C18H13NO7
  • CLOGP: 2.66
  • LIPINSKI: 0
  • HAC: 8
  • HDO: 2
  • TPSA: 126.97
  • ALOGS: -3.98
  • ROTB: 5

Drug dosage:

DoseUnitRoute
5 mg O

Approvals:

None

FDA Adverse Event Reporting System

scroll-->
MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
International normalised ratio increased 832.90 57.48 170 643 14445 3370601
Drug interaction 650.51 57.48 173 640 46639 3338407
Anaemia 262.07 57.48 90 723 54243 3330803
Haematoma 239.63 57.48 55 758 7484 3377562
Melaena 162.44 57.48 40 773 7272 3377774
Gastrointestinal haemorrhage 146.66 57.48 48 765 24326 3360720
Hypocoagulable state 140.04 57.48 21 792 257 3384789
Prothrombin time prolonged 133.53 57.48 29 784 3021 3382025
Cerebral haemorrhage 108.71 57.48 31 782 9823 3375223
Muscle haemorrhage 101.90 57.48 20 793 1259 3383787
Epistaxis 84.76 57.48 28 785 14423 3370623
Rectal haemorrhage 83.54 57.48 25 788 9333 3375713
Haemoglobin decreased 81.45 57.48 33 780 30261 3354785
Overdose 77.79 57.48 33 780 33945 3351101
Haematuria 77.76 57.48 24 789 9928 3375118
Abdominal wall haematoma 77.22 57.48 14 799 571 3384475
Coagulopathy 70.66 57.48 19 794 4820 3380226
Upper gastrointestinal haemorrhage 69.17 57.48 18 795 4025 3381021
Procedural haemorrhage 64.54 57.48 13 800 930 3384116
Acute kidney injury 62.85 57.48 32 781 49651 3335395
Immobilisation prolonged 62.61 57.48 8 805 25 3385021
Cardiac failure 57.72 57.48 23 790 20082 3364964
Cerebral haematoma 57.64 57.48 12 801 1011 3384035

Pharmacologic Action:

scroll-->
SourceCodeDescription
ATC B01AA07 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)

scroll-->
DiseaseRelationSNOMED_IDDOID
Pulmonary embolism indication 59282003 DOID:9477
Venous thrombosis indication 111293003

Acid dissociation constants calculated using MoKa v3.0.0

scroll-->
Dissociation levelDissociation constantType (acidic/basic)
pKa1 3.75 acidic
pKa2 4.43 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

scroll-->
TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Vitamin K epoxide reductase complex subunit 1 Enzyme INHIBITOR IC50 6.11 SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE

External reference:

scroll-->
IDSource
N0000167009 NUI
C0000956 UMLSCUI
D07064 KEGG_DRUG
387457003 SNOMEDCT_US
N0000167009 NDFRT
154 RXNORM
79356008 SNOMEDCT_US
002087 NDDF
CHEMBL397420 ChEMBL_ID
54676537 PUBCHEM_CID
DB01418 DRUGBANK_ID
I6WP63U32H UNII
503 INN_ID
D000074 MESH_DESCRIPTOR_UI
CHEBI:53766 CHEBI

Pharmaceutical products:

None