(2R)-2-amino-N-[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-hydroxypropanamide

• ChemBase ID: 3653
• Molecular Formular: C13H19N7O5
• Molecular Mass: 353.33386
• Monoisotopic Mass: 353.14476674
• SMILES: N[C@H](CO)C(=O)N[C@H]1[C@H](CO)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
• Canonical SMILES: OC[C@H](C(=O)N[C@H]1[C@H](CO)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N)N
• InChI: InChI=1S/C13H19N7O5/c14-5(1-21)12(24)19-7-6(2-22)25-13(9(7)23)20-4-18-8-10(15)16-3-17-11(8)20/h3-7,9,13,21-23H,1-2,14H2,(H,19,24)(H2,15,16,17)/t5-,6+,7+,9-,13-/m1/s1
• InChIKey: ITDKSTILAWHDJI-IZIMKHQASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-N-[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-hydroxypropanamide
• IUPAC Traditional name: (2R)-2-amino-N-[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-hydroxypropanamide
• Synonyms: N'-L-Seryl-3'-Amino-(3'-Deoxy)-Adenosine

Database IDs

• PubChem SID: 160967091; 46505162
• PubChem CID: 46936864

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.170339
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -6.1962104
• LogD (pH = 7.4): -4.363327
• Log P: -3.7812746
• Molar Refractivity: 83.6942 cm^3
• Polarizability: 32.84646 Å^3
• Polar Surface Area: 194.66 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.93
• LOG S: -1.56
• Solubility (Water): 9.74e+00 g/l

DETAILS

DrugBank - DB04024

Drug information: experimental