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

Stem definitionDrug idCAS RN
arabinofuranosyl derivatives 2818 5536-17-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • vidarabine anhydrous
  • vidarabine
  • adenine arabinoside
  • araadenosine
  • arabinosyladenine
  • vidarabin
A nucleoside antibiotic isolated from Streptomyces antibioticus. It has some antineoplastic properties and has broad spectrum activity against DNA viruses in cell cultures and significant antiviral activity against infections caused by a variety of viruses such as the herpes viruses, the VACCINIA VIRUS and varicella zoster virus.
  • Molecular weight: 267.25
  • Formula: C10H13N5O4
  • CLOGP: -2.16
  • LIPINSKI: 0
  • HAC: 9
  • HDO: 4
  • TPSA: 139.54
  • ALOGS: -1.28
  • ROTB: 2

  • Status: OFM

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

Drug dosage:

DoseUnitRoute
0.70 g P

ADMET properties:

PropertyValueReference
BA (Bioavailability) 0 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Nov. 26, 1976 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC J05AB03 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIVIRALS FOR SYSTEMIC USE
DIRECT ACTING ANTIVIRALS
Nucleosides and nucleotides excl. reverse transcriptase inhibitors
ATC S01AD06 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIINFECTIVES
Antivirals
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000963 Antimetabolites
MeSH PA D000998 Antiviral Agents
MeSH PA D009676 Noxae
CHEBI has role CHEBI:35610 cytostatic

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Herpes simplex keratitis indication 9389005
Herpes simplex dendritic keratitis indication 29943008

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 11.67 acidic
pKa2 12.33 acidic
pKa3 13.34 acidic
pKa4 3.95 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
Dipeptidyl peptidase 4 Enzyme IC50 7.21 CHEMBL
Ribose-phosphate pyrophosphokinase 1 Kinase WOMBAT-PK
Deoxyguanosine kinase, mitochondrial Kinase WOMBAT-PK
Ribonucleoside-diphosphate reductase subunit M2 Enzyme WOMBAT-PK
Ribonucleoside-diphosphate reductase large subunit Enzyme WOMBAT-PK
DNA polymerase alpha catalytic subunit Enzyme WOMBAT-PK
Deoxycytidine kinase Kinase WOMBAT-PK
DNA polymerase catalytic subunit Enzyme INHIBITOR CHEMBL CHEMBL
Adenylate cyclase type V Enzyme IC50 4.09 CHEMBL
Adenosylhomocysteinase Unclassified Ki 4.52 CHEMBL

External reference:

IDSource
4018650 VUID
N0000146963 NUI
D00406 KEGG_DRUG
24356-66-9 SECONDARY_CAS_RN
4018650 VANDF
C0042646 UMLSCUI
CHEBI:45327 CHEBI
RAB PDB_CHEM_ID
CHEMBL1090 ChEMBL_ID
21704 PUBCHEM_CID
D014740 MESH_DESCRIPTOR_UI
2842 INN_ID
FA2DM6879K UNII
4806 IUPHAR_LIGAND_ID
DB00194 DRUGBANK_ID
11194 RXNORM
5673 MMSL
003014 NDDF
37306000 SNOMEDCT_US
373759007 SNOMEDCT_US

Pharmaceutical products:

None