Entecavir monohydrateProduct ingredient for Entecavir
- Name
- Entecavir monohydrate
- 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
- DBSALT001748
- Structure
Structure for Entecavir monohydrate (DBSALT001748)
- Synonyms
- Entecavir / Entecavir hydrate
- UNII
- 5968Y6H45M
- CAS Number
- 209216-23-9
- Weight
- Average: 295.299
Monoisotopic: 295.128054047 - Chemical Formula
- C12H17N5O4
- InChI Key
- YXPVEXCTPGULBZ-WQYNNSOESA-N
- InChI
- InChI=1S/C12H15N5O3.H2O/c1-5-6(3-18)8(19)2-7(5)17-4-14-9-10(17)15-12(13)16-11(9)20;/h4,6-8,18-19H,1-3H2,(H3,13,15,16,20);1H2/t6-,7-,8-;/m0./s1
- IUPAC Name
- 2-amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl]-6,9-dihydro-1H-purin-6-one hydrate
- SMILES
- O.NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)C2=C)C(=O)N1
- External Links
- Predicted Properties
Property Value Source Water Solubility 6.43 mg/mL ALOGPS logP -1.5 ALOGPS logP -2 Chemaxon logS -1.6 ALOGPS pKa (Strongest Acidic) 10.17 Chemaxon pKa (Strongest Basic) 0.64 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 125.76 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 71.43 m3·mol-1 Chemaxon Polarizability 27.29 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon