- Molecular NameRibavirin
- SynonymRBV; Ribavirin Triphosphate; Ribavirina [INN-Spanish]; Ribavirine [INN-French]; Ribavirinum [INN-Latin]
- Weight244.207
- Drugbank_IDDB00811
- ACS_NO36791-04-5
- Show 2D model
- LogP (experiment)-1.85
- LogP (predicted, AB/LogP v2.0)-2.14
- pkaN/A
- LogD (pH=7, predicted)-2.14
- Solubility (experiment)142 mg/ml
- LogS (predicted, ACD/Labs)(ph=7)-1.41
- LogSw (predicted, AB/LogsW2.0)161.29
- Sw (mg/ml) (predicted, ACD/Labs)9.42
- No.of HBond Donors5
- No.of HBond Acceptors9
- No.of Rotatable Bonds3
- TPSA143.72
- StatusFDA approved
- AdministrationLiquid for inhalation; oral capsule and tablet
- PharmacologyAn anti-viral drug indicated for severe RSV infection (individually), hepatitis C infection (used in conjunction with peginterferon alfa-2b or peginterferon alfa-2a) and other viral infections. Ribavirin is a prodrug, which when metabolised resembles purine RNA nucleotides.
- Absorption_value85.0
- Absorption (description)Rapidly and extensively absorbed following oral administration. However, due to first-pass metabolism, the absolute bioavailability averages 64%.
- Caco_2N/A
- Bioavailability60.0
- Protein binding10.0
- Volume of distribution (VD)9.3 L/kg
- Blood/Plasma Partitioning ratio (D_blood)N/A
- MetabollsmHepatic. Results of in vitro studies using both human and rat liver microsome preparations indicated little or no cytochrome P450 enzyme-mediated metabolism of ribavirin, with minimal potential for P450 enzyme-based drug interactions. Ribavirin has two pathways of metabolism: (1) a reversible phosphorylation pathway in nucleated cells; and (2) a degradative pathway involving deribosylation and amide hydrolysis to yield a triazole carboxylic acid metabolite.
- Half life28 h (Following multiple oral dosing, CL/F decreases more than 50%, and a long terminal t1/2 of 150+/- 50 hours is observed)
- Excretion10% fecal, remainder in urine (30% unchanged, remainder metabolites)
- Urinary Excretion35
- Clerance5.0 ml/min/kg
- ToxicitySide effects include "flu-like" symptoms, such as headache, fatigue, myalgia, and fever. The LD50 in mice is 2 g/kg orally and is associated with hypoactivity and gastrointestinal symptoms (estimated human equivalent dose of 0.17 g/kg, based on body surface area conversion).
- LD50 (rat)N/A
- LD50 (mouse)LD50=2 g/kg