(2S,3R,4R,5R)-4-amino-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

• ChemBase ID: 3724
• Molecular Formular: C10H14N6O3
• Molecular Mass: 266.25656
• Monoisotopic Mass: 266.11273834
• SMILES: N[C@@H]1[C@@H](O)[C@H](CO)O[C@H]1n1cnc2c1ncnc2N
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1O)N)n1cnc2c1ncnc2N
• InChI: InChI=1S/C10H14N6O3/c11-5-7(18)4(1-17)19-10(5)16-3-15-6-8(12)13-2-14-9(6)16/h2-5,7,10,17-18H,1,11H2,(H2,12,13,14)/t4-,5+,7-,10+/m0/s1
• InChIKey: CQKMBZHLOYVGHW-CBPNBUAGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5R)-4-amino-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
• IUPAC Traditional name: @2-amino-adenosine
• Synonyms: 2-Amino-Adenosine

Database IDs

• PubChem SID: 46508523; 160967162
• PubChem CID: 46936888

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.375616
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -4.977509
• LogD (pH = 7.4): -3.1940835
• Log P: -2.1978457
• Molar Refractivity: 64.8531 cm^3
• Polarizability: 25.388714 Å^3
• Polar Surface Area: 145.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.42
• LOG S: -1.42
• Solubility (Water): 1.00e+01 g/l

DETAILS

DrugBank - DB04102

Drug information: experimental