brivudine indications/contra

Stem definitionDrug idCAS RN
uridine derivatives used as antiviral agents and as antineoplastics 397 69304-47-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • brivudine
  • brivudin
  • bromovinyldeoxyuridine
anti-herpes agent; (Z)-isomer much less active against herpes simplex virus type 1 & somewhat less active against herpes simplex virus type 2 than is the (E)-isomer; both isomers show similar activity against vaccinia virus; RN given refers to (E)-trans-isomer; structure
  • Molecular weight: 333.14
  • Formula: C11H13BrN2O5
  • CLOGP: -0.82
  • LIPINSKI: 0
  • HAC: 7
  • HDO: 3
  • TPSA: 99.10
  • ALOGS: -1.66
  • ROTB: 3

Drug dosage:

DoseUnitRoute
0.13 g O

Approvals:

None

FDA Adverse Event Reporting System

None

Pharmacologic Action:

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SourceCodeDescription
ATC J05AB15 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIVIRALS FOR SYSTEMIC USE
DIRECT ACTING ANTIVIRALS
Nucleosides and nucleotides excl. reverse transcriptase inhibitors
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000998 Antiviral Agents

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.2 acidic
pKa2 13.02 acidic
pKa3 13.7 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Thymidine kinase, cytosolic Kinase Ki 7 CHEMBL
Thymidine kinase Kinase Ki 6.62 CHEMBL
Thymidine kinase Kinase IC50 4.49 CHEMBL
Thymidine kinase Kinase IC50 6.52 CHEMBL

External reference:

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IDSource
C0163272 UMLSCUI
D07249 KEGG_DRUG
2M3055079H UNII
6267 INN_ID
CHEMBL31634 ChEMBL_ID
59161 RXNORM
006752 NDDF
698049003 SNOMEDCT_US
446727 PUBCHEM_CID
C020235 MESH_SUPPLEMENTAL_RECORD_UI
DB03312 DRUGBANK_ID
BVD PDB_CHEM_ID

Pharmaceutical products:

None