2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-[(2-phenylethyl)sulfanyl]-6,9-dihydro-1H-purin-6-one

• ChemBase ID: 199725
• Molecular Formular: C18H21N5O5S
• Molecular Mass: 419.45484
• Monoisotopic Mass: 419.1263398
• SMILES: n1(c2c(nc1SCCc1ccccc1)c(=O)[nH]c(n2)N)[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1c(SCCc2ccccc2)nc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C18H21N5O5S/c19-17-21-14-11(15(27)22-17)20-18(29-7-6-9-4-2-1-3-5-9)23(14)16-13(26)12(25)10(8-24)28-16/h1-5,10,12-13,16,24-26H,6-8H2,(H3,19,21,22,27)/t10-,12-,13-,16-/m1/s1
• InChIKey: WJEKJRPNJNXFBE-XNIJJKJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-[(2-phenylethyl)sulfanyl]-6,9-dihydro-1H-purin-6-one
• IUPAC Traditional name: 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-[(2-phenylethyl)sulfanyl]-1H-purin-6-one

Database IDs

• PubChem SID: 164255635
• PubChem CID: 16399467

CALCULATED PROPERTIES

• Acid pKa: 10.132977
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 0.5155723
• LogD (pH = 7.4): 0.51489484
• Log P: 0.51560533
• Molar Refractivity: 106.2701 cm^3
• Polarizability: 40.389908 Å^3
• Polar Surface Area: 155.22 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds