Entecavir triphosphateProduct ingredient for Entecavir
- Name
- Entecavir triphosphate
- Drug Entry
- Entecavir
Entecavir is an oral antiviral drug used in the treatment of hepatitis B infection. It is marketed under the trade name Baraclude (BMS).
Entecavir is a guanine analogue that inhibits all three steps in the viral replication process, and the manufacturer claims that it is more efficacious than previous agents used to treat hepatitis B (lamivudine and adefovir). It was approved by the U.S. Food and Drug Administration (FDA) in March 2005.
- Accession Number
- DBSALT001749
- Structure
Structure for Entecavir triphosphate (DBSALT001749)
- Synonyms
- Not Available
- UNII
- Not Available
- CAS Number
- Not Available
- Weight
- Average: 503.193
Monoisotopic: 503.000831969 - Chemical Formula
- C11H16N5O12P3
- InChI Key
- ZTWBIZVVFNIRSF-HAFWLYHUSA-N
- InChI
- InChI=1S/C11H16N5O12P3/c1-4-5(16-3-13-7-9(16)14-11(12)15-10(7)18)2-6(17)8(4)26-30(22,23)28-31(24,25)27-29(19,20)21/h3,5-6,8,17H,1-2H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,12,14,15,18)/t5-,6-,8-/m0/s1
- IUPAC Name
- ({[({[(1S,3S,5S)-3-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-5-hydroxy-2-methylidenecyclopentyl]oxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
- SMILES
- NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](OP(O)(=O)OP(O)(=O)OP(O)(O)=O)C2=C)C(=O)N1
- External Links
- ChemSpider
- 24695733
- ChEMBL
- CHEMBL473882
- ZINC
- ZINC000040915440
- Predicted Properties
Property Value Source Water Solubility 5.58 mg/mL ALOGPS logP -0.22 ALOGPS logP -3.3 Chemaxon logS -2 ALOGPS pKa (Strongest Acidic) 1.1 Chemaxon pKa (Strongest Basic) 0.48 Chemaxon Physiological Charge -4 Chemaxon Hydrogen Acceptor Count 12 Chemaxon Hydrogen Donor Count 7 Chemaxon Polar Surface Area 265.35 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 98.96 m3·mol-1 Chemaxon Polarizability 39.65 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon