9-[(3aS,4S,6aR)-3a,6-dihydroxy-hexahydro-1H-cyclopenta[c]furan-4-yl]-2-amino-6,9-dihydro-1H-purin-6-one

• ChemBase ID: 171357
• Molecular Formular: C12H15N5O4
• Molecular Mass: 293.2786
• Monoisotopic Mass: 293.11240399
• SMILES: C1C([C@@H]2[C@]([C@H]1n1c3c(nc1)c(=O)[nH]c(n3)N)(COC2)O)O
• Canonical SMILES: OC1C[C@@H]([C@]2([C@@H]1COC2)O)n1cnc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C12H15N5O4/c13-11-15-9-8(10(19)16-11)14-4-17(9)7-1-6(18)5-2-21-3-12(5,7)20/h4-7,18,20H,1-3H2,(H3,13,15,16,19)/t5-,6?,7+,12+/m1/s1
• InChIKey: UFPRRUBSRXSXDT-JSSFFTRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-[(3aS,4S,6aR)-3a,6-dihydroxy-hexahydro-1H-cyclopenta[c]furan-4-yl]-2-amino-6,9-dihydro-1H-purin-6-one
• IUPAC Traditional name: 9-[(3aS,4S,6aR)-3a,6-dihydroxy-hexahydrocyclopenta[c]furan-4-yl]-2-amino-1H-purin-6-one
• Synonyms: 2-Amino-9-((3aS,4S,6S)-3a,6-dihydroxyhexahydro-1H-cyclopenta[c]furan-4-yl)-1H-purin-6(9H)-one; 2-Hydroxy-2,3-tetrahydrofuranyl Entecavir

Database IDs

• PubChem SID: 164227267
• PubChem CID: 71749366

CALCULATED PROPERTIES

• Acid pKa: 10.167198
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.4761004
• LogD (pH = 7.4): -2.4766595
• Log P: -2.4760048
• Molar Refractivity: 70.9346 cm^3
• Polarizability: 26.473505 Å^3
• Polar Surface Area: 134.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H957780

2-Hydroxy-2,3-tetrahydrofuranyl Entecavir is an impurity of Entecavir (E558900).