2-amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl]-6,9-dihydro-1H-purin-6-one

• ChemBase ID: 287211
• Molecular Formular: C12H15N5O3
• Molecular Mass: 277.2792
• Monoisotopic Mass: 277.11748937
• SMILES: O=c1[nH]c(N)nc2c1ncn2[C@@H]1C(=C)[C@H](CO)[C@@H](O)C1
• Canonical SMILES: OC[C@@H]1[C@@H](O)C[C@@H](C1=C)n1cnc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C12H15N5O3/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)/t6-,7-,8-/m0/s1
• InChIKey: QDGZDCVAUDNJFG-FXQIFTODSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl]-6,9-dihydro-1H-purin-6-one
• IUPAC Traditional name: entecavir (anhydrous)
• Synonyms: Entecavir

Database IDs

• CAS Number: 142217-69-4
• PubChem SID: 180672742
• PubChem CID: 153941

CALCULATED PROPERTIES

• Acid pKa: 10.16698
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.9623985
• LogD (pH = 7.4): -1.9629238
• Log P: -1.96227
• Molar Refractivity: 71.4342 cm^3
• Polarizability: 26.239368 Å^3
• Polar Surface Area: 125.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%