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

• ChemBase ID: 200328
• Molecular Formular: C19H21N5O5S
• Molecular Mass: 431.46554
• Monoisotopic Mass: 431.1263398
• SMILES: n1(c2c(nc1SC/C=C/c1ccccc1)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(SC/C=C/c2ccccc2)nc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C19H21N5O5S/c20-18-22-15-12(16(28)23-18)21-19(30-8-4-7-10-5-2-1-3-6-10)24(15)17-14(27)13(26)11(9-25)29-17/h1-7,11,13-14,17,25-27H,8-9H2,(H3,20,22,23,28)/b7-4+/t11-,13-,14-,17-/m1/s1
• InChIKey: LERQYANQLBUZFN-URAQOHNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-{[(2E)-3-phenylprop-2-en-1-yl]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-{[(2E)-3-phenylprop-2-en-1-yl]sulfanyl}-1H-purin-6-one

Database IDs

• PubChem SID: 164256238
• PubChem CID: 15160062

CALCULATED PROPERTIES

• Acid pKa: 10.132472
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 0.8368259
• LogD (pH = 7.4): 0.83614856
• Log P: 0.83685976
• Molar Refractivity: 111.8337 cm^3
• Polarizability: 42.10981 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