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
Pulmonary hypertension 136.53 27.91 56 2884 35888 56253239
Pulmonary arterial hypertension 123.97 27.91 48 2892 26455 56262672
Cardiac failure 116.63 27.91 65 2875 82028 56207099
Concomitant disease aggravated 105.78 27.91 32 2908 8394 56280733
Right ventricular failure 99.69 27.91 36 2904 16343 56272784
Transfusion 79.59 27.91 29 2911 13491 56275636
Brain natriuretic peptide increased 77.11 27.91 22 2918 4704 56284423
Upper respiratory tract inflammation 66.11 27.91 17 2923 2460 56286667
Hepatic function abnormal 64.87 27.91 33 2907 34525 56254602
Anaemia 63.95 27.91 74 2866 267437 56021690
Iron deficiency anaemia 51.66 27.91 23 2917 17896 56271231
Platelet count decreased 50.79 27.91 43 2897 106340 56182787
Gamma-glutamyltransferase increased 50.70 27.91 27 2913 30978 56258149
Blood pressure decreased 41.46 27.91 30 2910 59020 56230107
Aspartate aminotransferase increased 34.57 27.91 31 2909 82571 56206556
Pulmonary arterial pressure increased 34.57 27.91 11 2929 3394 56285733
Red blood cell count decreased 33.72 27.91 22 2918 36595 56252532
Haematocrit decreased 33.60 27.91 22 2918 36807 56252320
Renal impairment 33.20 27.91 30 2910 80683 56208444
Interstitial lung disease 31.24 27.91 25 2915 57038 56232089
Haemoglobin decreased 30.07 27.91 36 2904 134101 56155026
Fatigue 28.10 27.91 4 2936 788548 55500579

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
Pulmonary arterial hypertension 101.16 31.17 30 1223 9791 31686300
Right ventricular failure 88.34 31.17 26 1227 8256 31687835
Concomitant disease aggravated 76.44 31.17 21 1232 5203 31690888
Cardiac failure 55.20 31.17 37 1216 85916 31610175
Pulmonary hypertension 52.10 31.17 22 1231 20019 31676072
Brain natriuretic peptide increased 50.60 31.17 15 1238 4861 31691230

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
Pulmonary arterial hypertension 200.44 28.78 76 4398 32779 70891191
Pulmonary hypertension 178.11 28.78 77 4397 46459 70877511
Right ventricular failure 174.62 28.78 62 4412 22212 70901758
Concomitant disease aggravated 172.75 28.78 53 4421 12061 70911909
Cardiac failure 145.36 28.78 98 4376 143443 70780527
Brain natriuretic peptide increased 121.79 28.78 37 4437 8134 70915836
Transfusion 81.34 28.78 34 4440 18802 70905168
Upper respiratory tract inflammation 76.92 28.78 22 4452 3920 70920050
Hepatic function abnormal 74.87 28.78 49 4425 67947 70856023
Anaemia 69.99 28.78 105 4369 403318 70520652
Iron deficiency anaemia 59.31 28.78 29 4445 23043 70900927
Platelet count decreased 57.12 28.78 63 4411 178159 70745811
Gamma-glutamyltransferase increased 42.71 28.78 31 4443 50654 70873316
Blood pressure decreased 37.62 28.78 37 4437 91478 70832492
Aspartate aminotransferase increased 37.41 28.78 43 4431 126935 70797035
Interstitial lung disease 35.22 28.78 38 4436 104647 70819323
Pulmonary arterial pressure increased 33.74 28.78 12 4462 4297 70919673
Fatigue 31.19 28.78 7 4467 824312 70099658
Red blood cell count decreased 31.09 28.78 26 4448 52135 70871835
Alanine aminotransferase increased 30.73 28.78 42 4432 147438 70776532
Haemoglobin decreased 30.68 28.78 50 4424 205109 70718861

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