beraprost ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
prostaglandins 343 88430-50-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • procylin
  • beraprost sodium
  • beraprost
stable prostacyclin analog; structure given in first source
  • Molecular weight: 398.50
  • Formula: C24H30O5
  • CLOGP: 1.89
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 3
  • TPSA: 86.99
  • ALOGS: -4.60
  • ROTB: 9

Drug dosage:

None

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 19 mg/mL Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.01 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1992 YEAR INTRODUCED

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
Cardiac failure 113.10 29.23 63 2701 75977 50526383
Pulmonary hypertension 107.87 29.23 47 2717 33370 50568990
Concomitant disease aggravated 101.38 29.23 31 2733 8060 50594300
Right ventricular failure 95.47 29.23 35 2729 15858 50586502
Transfusion 79.65 29.23 29 2735 12876 50589484
Brain natriuretic peptide increased 68.18 29.23 20 2744 4507 50597853
Hepatic function abnormal 65.23 29.23 33 2731 32648 50569712
Upper respiratory tract inflammation 61.12 29.23 16 2748 2373 50599987
Anaemia 56.45 29.23 69 2695 252387 50349973
Pulmonary arterial hypertension 50.98 29.23 24 2740 20295 50582065
Gamma-glutamyltransferase increased 50.73 29.23 27 2737 29596 50572764
Platelet count decreased 49.12 29.23 42 2722 100684 50501676
Iron deficiency anaemia 42.58 29.23 20 2744 16814 50585546
Blood pressure decreased 41.73 29.23 30 2734 55879 50546481
Aspartate aminotransferase increased 34.92 29.23 31 2733 77967 50524393
Pulmonary arterial pressure increased 34.27 29.23 11 2753 3337 50599023
Red blood cell count decreased 31.95 29.23 21 2743 33814 50568546
Haematocrit decreased 31.32 29.23 21 2743 34955 50567405
Renal impairment 29.81 29.23 28 2736 75633 50526727

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
Right ventricular failure 88.84 30.05 26 1178 7864 29565459
Concomitant disease aggravated 76.84 30.05 21 1183 4957 29568366
Cardiac failure 56.95 30.05 37 1167 79250 29494073
Brain natriuretic peptide increased 47.83 30.05 14 1190 4216 29569107
Pulmonary hypertension 36.75 30.05 17 1187 18591 29554732
Pulmonary arterial hypertension 32.50 30.05 12 1192 7437 29565886

FDA Adverse Event Reporting System (Geriatric)

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
Right ventricular failure 170.40 27.09 61 4191 21410 64473070
Concomitant disease aggravated 168.75 27.09 52 4200 11490 64482990
Cardiac failure 146.26 27.09 97 4155 132276 64362204
Pulmonary hypertension 135.44 27.09 63 4189 43076 64451404
Brain natriuretic peptide increased 109.88 27.09 34 4218 7599 64486881
Transfusion 81.40 27.09 34 4218 17960 64476520
Hepatic function abnormal 75.40 27.09 49 4203 64264 64430216
Pulmonary arterial hypertension 73.24 27.09 35 4217 25332 64469148
Upper respiratory tract inflammation 72.40 27.09 21 4231 3761 64490719
Anaemia 64.41 27.09 100 4152 378580 64115900
Platelet count decreased 56.26 27.09 62 4190 167649 64326831
Iron deficiency anaemia 50.69 27.09 26 4226 21863 64472617
Gamma-glutamyltransferase increased 42.71 27.09 31 4221 48479 64446001
Blood pressure decreased 38.12 27.09 37 4215 86162 64408318
Aspartate aminotransferase increased 37.92 27.09 43 4209 119745 64374735
Pulmonary arterial pressure increased 33.76 27.09 12 4240 4104 64490376
Alanine aminotransferase increased 31.23 27.09 42 4210 138989 64355491
Red blood cell count decreased 29.72 27.09 25 4227 48361 64446119
Haemoglobin decreased 29.56 27.09 49 4203 195014 64299466
Fatigue 28.90 27.09 7 4245 748723 63745757

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC B01AC19 BLOOD AND BLOOD FORMING ORGANS
ANTITHROMBOTIC AGENTS
ANTITHROMBOTIC AGENTS
Platelet aggregation inhibitors excl. heparin
MeSH PA D002317 Cardiovascular Agents
MeSH PA D006401 Hematologic Agents
MeSH PA D010975 Platelet Aggregation Inhibitors
MeSH PA D014665 Vasodilator Agents
CHEBI has role CHEBI:35620 vasodilator agents
CHEBI has role CHEBI:35674 antihypertensive drugs
CHEBI has role CHEBI:50427 platelet aggregation inhibitors
CHEBI has role CHEBI:66900 prostaglandin receptor agonists
CHEBI has role CHEBI:67079 anti-inflammatory agents

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Pulmonary arterial hypertension indication 11399002




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.76 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
Prostacyclin receptor GPCR AGONIST IC50 8.37 WOMBAT-PK DRUG LABEL
Prostaglandin E2 receptor EP3 subtype GPCR AGONIST Ki 6.17 IUPHAR
Prostaglandin E2 receptor EP4 subtype GPCR AGONIST Ki 5.14 IUPHAR
Prostacyclin receptor GPCR AGONIST Ki 7.80 IUPHAR
Prostacyclin receptor GPCR AGONIST Ki 7.72 IUPHAR

External reference:

IDSource
D01551 KEGG_DRUG
88475-69-8 SECONDARY_CAS_RN
C0053336 UMLSCUI
CHEBI:135633 CHEBI
CHEMBL1207745 ChEMBL_ID
CHEMBL435883 ChEMBL_ID
DB05229 DRUGBANK_ID
C048081 MESH_SUPPLEMENTAL_RECORD_UI
6917951 PUBCHEM_CID
1967 IUPHAR_LIGAND_ID
6261 INN_ID
35E3NJJ4O6 UNII
010867 NDDF
010868 NDDF

Pharmaceutical products:

None