(2R,3R,4S,5R)-2-{6-amino-8-[(E)-2-(1H-indol-3-ylmethylidene)hydrazin-1-yl]-9H-purin-9-yl}-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 196684
• Molecular Formular: C19H20N8O4
• Molecular Mass: 424.4133
• Monoisotopic Mass: 424.16075116
• SMILES: n1(c(nc2c1ncnc2N)N/N=C/c1c[nH]c2c1cccc2)[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(N/N=C/c2c[nH]c3c2cccc3)nc2c1ncnc2N
• InChI: InChI=1S/C19H20N8O4/c20-16-13-17(23-8-22-16)27(18-15(30)14(29)12(7-28)31-18)19(25-13)26-24-6-9-5-21-11-4-2-1-3-10(9)11/h1-6,8,12,14-15,18,21,28-30H,7H2,(H,25,26)(H2,20,22,23)/b24-6+/t12-,14-,15-,18-/m1/s1
• InChIKey: IEPYODNCPLXUPY-RDWCFVGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2-{6-amino-8-[(E)-2-(1H-indol-3-ylmethylidene)hydrazin-1-yl]-9H-purin-9-yl}-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4S,5R)-2-{6-amino-8-[(E)-2-(1H-indol-3-ylmethylidene)hydrazin-1-yl]purin-9-yl}-5-(hydroxymethyl)oxolane-3,4-diol

Database IDs

• PubChem SID: 164252594
• PubChem CID: 16398836

CALCULATED PROPERTIES

• Acid pKa: 12.444057
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): 0.3300861
• LogD (pH = 7.4): 0.49462798
• Log P: 0.5194151
• Molar Refractivity: 112.0771 cm^3
• Polarizability: 42.902786 Å^3
• Polar Surface Area: 179.72 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds