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

Stem definitionDrug idCAS RN
vasoconstrictors, vasopressin derivatives 2810 113-79-1

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • vasopressin
  • 8-L-arginine vasopressin
  • synthetic vasopressin
  • 8-L-Arginine-vasopressin
  • argipressin
  • vasopressin tannate
  • vasopressin injection
  • antidiuretic hormone
  • pitressin tannate
  • Molecular weight: 1084.24
  • Formula: C46H65N15O12S2
  • CLOGP: -3.82
  • LIPINSKI: 3
  • HAC: 27
  • HDO: 15
  • TPSA: 461.43
  • ALOGS: -3.93
  • ROTB: 19

  • Status: OFP

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

Drug dosage:

None

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.10 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 5 % Benet LZ, Broccatelli F, Oprea TI

Approvals:

DateAgencyCompanyOrphan
None FDA PARKE DAVIS

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
Cardiogenic shock 135.57 35.39 47 2788 16337 46666890
Cardiac arrest 101.77 35.39 65 2770 90334 46592893
Septic shock 100.24 35.39 55 2780 57838 46625389
Hypotension 86.24 35.39 87 2748 232502 46450725
Multiple organ dysfunction syndrome 80.95 35.39 46 2789 51664 46631563
Vasoplegia syndrome 71.89 35.39 16 2819 1076 46682151
Shock 68.18 35.39 31 2804 21814 46661413
Pulseless electrical activity 60.92 35.39 21 2814 7146 46676081
Intentional overdose 59.19 35.39 41 2794 64903 46618324
Drug ineffective 51.79 35.39 121 2714 677717 46005510
Respiratory failure 51.50 35.39 44 2791 94772 46588455
Local anaesthetic systemic toxicity 50.81 35.39 10 2825 368 46682859
Lactic acidosis 47.26 35.39 28 2807 33881 46649346
Circulatory collapse 44.25 35.39 23 2812 21601 46661626
Acute kidney injury 43.58 35.39 62 2773 235793 46447434
Pulmonary oedema 39.03 35.39 29 2806 51076 46632151
Metabolic acidosis 38.90 35.39 26 2809 38754 46644473
Diabetes insipidus 37.80 35.39 11 2824 2163 46681064
Disseminated intravascular coagulation 35.43 35.39 19 2816 18986 46664241

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
Multiple organ dysfunction syndrome 146.81 30.65 93 3565 63394 29885426
Drug ineffective 134.12 30.65 184 3474 340203 29608617
Cardiogenic shock 121.56 30.65 53 3605 16808 29932012
Diabetes insipidus 101.99 30.65 28 3630 2211 29946609
Appendicolith 94.30 30.65 22 3636 897 29947923
Stress 71.25 30.65 39 3619 20196 29928624
Vasoplegia syndrome 67.76 30.65 18 3640 1253 29947567
Shock 64.18 30.65 38 3620 22821 29925999
Hypotension 60.33 30.65 96 3562 200469 29748351
Serotonin syndrome 56.20 30.65 32 3626 17859 29930961
Sepsis 55.28 30.65 78 3580 146317 29802503
Appendicitis 53.13 30.65 22 3636 6122 29942698
Respiratory failure 52.60 30.65 63 3595 100579 29848241
Renal injury 50.88 30.65 26 3632 11703 29937117
Cardiac arrest 48.30 30.65 58 3600 92792 29856028
Septic shock 47.41 30.65 48 3610 63559 29885261
Fear 46.97 30.65 24 3634 10801 29938019
Ascites 36.08 30.65 32 3626 35889 29912931
Lactic acidosis 35.80 30.65 30 3628 31183 29917637
Drug ineffective for unapproved indication 35.61 30.65 20 3638 10860 29937960
Renal failure 33.60 30.65 58 3600 128908 29819912
Pulse absent 32.36 30.65 15 3643 5458 29943362
Anhedonia 31.85 30.65 17 3641 8352 29940468
Injury 31.57 30.65 24 3634 21707 29927113

Pharmacologic Action:

SourceCodeDescription
MeSH PA D050034 Antidiuretic Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D003029 Coagulants
MeSH PA D006401 Hematologic Agents
MeSH PA D006490 Hemostatics
MeSH PA D045283 Natriuretic Agents
MeSH PA D014662 Vasoconstrictor Agents
CHEBI has role CHEBI:35554 cardiovascular drugs
CHEBI has role CHEBI:50248 hematologic agents
CHEBI has role CHEBI:52290 mitogens

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Nocturnal enuresis indication 8009008
Hereditary factor VIII deficiency disease indication 28293008 DOID:12134
von Willebrand disorder indication 128105004 DOID:12531
Partial Central Diabetes Insipidus indication
Cardiac arrest off-label use 410429000 DOID:0060319
Uremic Bleeding Tendency off-label use
Chronic glomerulonephritis contraindication 20917003
Migraine contraindication 37796009 DOID:6364
Hypertensive disorder contraindication 38341003 DOID:10763
Uremia contraindication 44730006 DOID:4676
Heart failure contraindication 84114007 DOID:6000
Epilepsy contraindication 84757009 DOID:1826
Asthma contraindication 195967001 DOID:2841
Disorder of coronary artery contraindication 414024009

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.65 acidic
pKa2 12.19 acidic
pKa3 12.56 acidic
pKa4 12.85 acidic
pKa5 13.19 acidic
pKa6 13.43 acidic
pKa7 13.76 acidic
pKa8 10.75 Basic
pKa9 6.4 Basic

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
Vasopressin V1b receptor GPCR AGONIST Ki 9.31 CHEMBL CHEMBL
Vasopressin V2 receptor GPCR AGONIST Ki 8.92 CHEMBL CHEMBL
Vasopressin V1a receptor GPCR AGONIST Ki 9.59 CHEMBL CHEMBL
Oxytocin receptor GPCR Ki 8.78 CHEMBL
Vasopressin V2 receptor GPCR Kd 8.82 CHEMBL
Vasopressin V1b receptor GPCR Ki 9.54 CHEMBL
Vasopressin V1a receptor GPCR Kd 9.19 CHEMBL
Vasopressin V1 receptor GPCR Kd 9.19 CHEMBL
Vasopressin V2 receptor GPCR IC50 8.48 CHEMBL
Oxytocin receptor GPCR Ki 8.93 CHEMBL
Vasopressin V2 receptor GPCR Ki 9.35 CHEMBL

External reference:

IDSource
4018654 VUID
N0000179795 NUI
D00101 KEGG_DRUG
4018654 VANDF
C1705480 UMLSCUI
CHEBI:34543 CHEBI
CHEMBL2108986 ChEMBL_ID
8230 PUBCHEM_CID
CHEMBL1201528 ChEMBL_ID
CHEMBL373742 ChEMBL_ID
C016671 MESH_SUPPLEMENTAL_RECORD_UI
1482 INN_ID
DB00067 DRUGBANK_ID
Y4907O6MFD UNII
2168 IUPHAR_LIGAND_ID
1098 RXNORM
3144 MMSL
5667 MMSL
d00398 MMSL
002122 NDDF
002123 NDDF
002126 NDDF
005438 NDDF
005439 NDDF
126192003 SNOMEDCT_US
421078009 SNOMEDCT_US
772208008 SNOMEDCT_US
77671006 SNOMEDCT_US

Pharmaceutical products:

None