Valopicitabine dihydrochlorideProduct ingredient for Valopicitabine
- Name
- Valopicitabine dihydrochloride
- Drug Entry
- Valopicitabine
The 3-O-valine ester prodrug of the nucleoside analog 2'-C-methylcytidine with anti-hepatitis C virus (HCV) activity. Upon administration, valopicitabine is converted into 2'-C-methylcytidine; upon phosphorylation into its 5-triphosphate form, this metabolite inhibits viral RNA chain elongation and viral RNA-dependent RNA polymerase activity. This blocks viral production of HCV RNA and thus viral replication. [from NCI]
- Accession Number
- DBSALT002578
- Structure
Structure for Valopicitabine dihydrochloride (DBSALT002578)
- Synonyms
- Valopicitabine dihydrochloride / Valopicitabine HCl
- UNII
- 7KNU786IT4
- CAS Number
- 640725-71-9
- Weight
- Average: 429.3
Monoisotopic: 428.12294 - Chemical Formula
- C15H26Cl2N4O6
- InChI Key
- XENHXZMAOSTXGD-DSMKLBDQSA-N
- InChI
- InChI=1S/C15H24N4O6.2ClH/c1-7(2)10(17)12(21)25-11-8(6-20)24-13(15(11,3)23)19-5-4-9(16)18-14(19)22;;/h4-5,7-8,10-11,13,20,23H,6,17H2,1-3H3,(H2,16,18,22);2*1H/t8-,10+,11-,13-,15-;;/m1../s1
- IUPAC Name
- (2R,3R,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)-4-methyloxolan-3-yl (2S)-2-amino-3-methylbutanoate dihydrochloride
- SMILES
- Cl.Cl.CC(C)[C@H](N)C(=O)O[C@@H]1[C@@H](CO)O[C@@H](N2C=CC(N)=NC2=O)[C@]1(C)O
- External Links
- ChemSpider
- 9468288
- ChEMBL
- CHEMBL1743757
- Predicted Properties
Property Value Source Water Solubility 7.77 mg/mL ALOGPS logP -0.8 ALOGPS logP -1.5 Chemaxon logS -1.7 ALOGPS pKa (Strongest Acidic) 12.59 Chemaxon pKa (Strongest Basic) 7.48 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 160.7 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 85.18 m3·mol-1 Chemaxon Polarizability 35.89 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon