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

Stem definitionDrug idCAS RN
aldosterone antagonists, spironolactone derivates 1032 107724-20-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • eplerenone
  • (+)-Eplerenone
  • epoxymexrenone
A spironolactone derivative and selective ALDOSTERONE RECEPTOR antagonist that is used in the management of HYPERTENSION and CONGESTIVE HEART FAILURE, post-MYOCARDIAL INFARCTION.
  • Molecular weight: 414.50
  • Formula: C24H30O6
  • CLOGP: 0.47
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 0
  • TPSA: 82.20
  • ALOGS: -4.66
  • ROTB: 2

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
50 mg O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 3 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 1.72 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 69 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Sept. 27, 2002 FDA GD SEARLE LLC

FDA Adverse Event Reporting System (Female)

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
Acute kidney injury 187.80 44.46 49 215 28073 2329748
Hyperkalaemia 128.23 44.46 27 237 5866 2351955
Cardiac failure 74.43 44.46 20 244 12074 2345747
Hypotension 66.52 44.46 23 241 32413 2325408
Hyponatraemia 49.97 44.46 15 249 13310 2344511

FDA Adverse Event Reporting System (Male)

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
Acute kidney injury 603.49 41.17 183 656 34761 1711181
Hyperkalaemia 368.57 41.17 93 746 8454 1737488
Cardiac failure 131.36 41.17 46 793 12556 1733386
Cardiac failure chronic 129.54 41.17 25 814 623 1745319
Hypotension 121.22 41.17 55 784 29599 1716343
Ventricular tachycardia 99.04 41.17 28 811 3770 1742172
Drug interaction 98.96 41.17 47 792 27911 1718031
Dyspnoea 66.71 41.17 45 794 52014 1693928
Condition aggravated 63.90 41.17 32 807 21118 1724824
Blood potassium increased 58.46 41.17 17 822 2513 1743429
Dehydration 57.10 41.17 28 811 17630 1728312
Blood lactic acid 57.10 41.17 8 831 21 1745921
Eosinophilia 57.03 41.17 18 821 3509 1742433
Hyponatraemia 53.93 41.17 22 817 8978 1736964
Bradycardia 53.88 41.17 23 816 10511 1735431
Syncope 53.49 41.17 25 814 14144 1731798
Oedema peripheral 51.27 41.17 25 814 15525 1730417
Dizziness 49.41 41.17 32 807 34329 1711613
Renal failure 48.09 41.17 26 813 19991 1725951
Diarrhoea 47.07 41.17 37 802 53815 1692127
Arterial intramural haematoma 46.38 41.17 6 833 6 1745936
Gynaecomastia 43.43 41.17 13 826 2119 1743823

Pharmacologic Action:

SourceCodeDescription
ATC C03DA04 CARDIOVASCULAR SYSTEM
DIURETICS
POTASSIUM-SPARING AGENTS
Aldosterone antagonists
FDA EPC N0000175557 Aldosterone Antagonist
FDA MoA N0000011310 Aldosterone Antagonists
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D004232 Diuretics
MeSH PA D006727 Hormone Antagonists
MeSH PA D000451 Mineralocorticoid Receptor Antagonists
MeSH PA D045283 Natriuretic Agents
CHEBI has role CHEBI:35674 antihypertensive agent

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Hypertensive disorder indication 38341003 DOID:10763
Chronic Heart Failure Following Myocardial Infarction indication
Hyperkalemia contraindication 14140009
Diabetic renal disease contraindication 127013003
Impaired renal function disorder contraindication 197663003
Disease of liver contraindication 235856003 DOID:409

Acid dissociation constants calculated using MoKa v3.0.0

None

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
Mineralocorticoid receptor Nuclear hormone receptor ANTAGONIST IC50 7 WOMBAT-PK CHEMBL
Glucocorticoid receptor Nuclear hormone receptor IC50 4.74 CHEMBL

External reference:

IDSource
D000077545 MESH_DESCRIPTOR_UI
4021363 VUID
N0000148782 NUI
C0961485 UMLSCUI
D01115 KEGG_DRUG
6995V82D0B UNII
7596 INN_ID
398699008 SNOMEDCT_US
d04815 MMSL
16969 MMSL
298869 RXNORM
4021363 VANDF
407010008 SNOMEDCT_US
147386 MMSL
009774 NDDF
C058465 MESH_SUPPLEMENTAL_RECORD_UI
DB00700 DRUGBANK_ID
CHEMBL1095097 ChEMBL_ID
YNU PDB_CHEM_ID
CHEBI:31547 CHEBI
443872 PUBCHEM_CID
2876 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Inspra HUMAN PRESCRIPTION DRUG LABEL 1 0025-1710 TABLET, FILM COATED 25 mg ORAL NDA 17 sections
Inspra HUMAN PRESCRIPTION DRUG LABEL 1 0025-1720 TABLET, FILM COATED 50 mg ORAL NDA 17 sections
Eplerenone HUMAN PRESCRIPTION DRUG LABEL 1 0185-5368 TABLET 25 mg ORAL ANDA 16 sections
Eplerenone HUMAN PRESCRIPTION DRUG LABEL 1 0185-5369 TABLET 50 mg ORAL ANDA 16 sections
Eplerenone HUMAN PRESCRIPTION DRUG LABEL 1 0378-1030 TABLET, FILM COATED 25 mg ORAL ANDA 16 sections
Eplerenone HUMAN PRESCRIPTION DRUG LABEL 1 0378-1031 TABLET, FILM COATED 50 mg ORAL ANDA 16 sections
Eplerenone HUMAN PRESCRIPTION DRUG LABEL 1 0832-0480 TABLET 25 mg ORAL ANDA 16 sections
Eplerenone HUMAN PRESCRIPTION DRUG LABEL 1 0832-0481 TABLET 50 mg ORAL ANDA 16 sections
Eplerenone HUMAN PRESCRIPTION DRUG LABEL 1 16729-293 TABLET, FILM COATED 25 mg ORAL ANDA 17 sections
Eplerenone HUMAN PRESCRIPTION DRUG LABEL 1 16729-294 TABLET, FILM COATED 50 mg ORAL ANDA 17 sections
Inspra HUMAN PRESCRIPTION DRUG LABEL 1 21695-797 TABLET 25 mg ORAL NDA 17 sections
Eplerenone HUMAN PRESCRIPTION DRUG LABEL 1 42254-011 TABLET 50 mg ORAL ANDA 16 sections
EPLERENONE HUMAN PRESCRIPTION DRUG LABEL 1 51991-877 TABLET, FILM COATED 25 mg ORAL ANDA 17 sections
EPLERENONE HUMAN PRESCRIPTION DRUG LABEL 1 51991-878 TABLET, FILM COATED 50 mg ORAL ANDA 17 sections
Eplerenone HUMAN PRESCRIPTION DRUG LABEL 1 54868-6065 TABLET 25 mg ORAL ANDA 16 sections
Eplerenone HUMAN PRESCRIPTION DRUG LABEL 1 59762-1710 TABLET, FILM COATED 25 mg ORAL NDA AUTHORIZED GENERIC 17 sections
Eplerenone HUMAN PRESCRIPTION DRUG LABEL 1 59762-1720 TABLET, FILM COATED 50 mg ORAL NDA AUTHORIZED GENERIC 17 sections
EPLERENONE HUMAN PRESCRIPTION DRUG LABEL 1 60687-451 TABLET, FILM COATED 25 mg ORAL ANDA 17 sections
Eplerenone HUMAN PRESCRIPTION DRUG LABEL 1 68084-948 TABLET 25 mg ORAL ANDA 17 sections