(2R,3S)-4-(6-amino-9H-purin-9-yl)-2,3-dihydroxybutanoic acid

• ChemBase ID: 3419
• Molecular Formular: C9H11N5O4
• Molecular Mass: 253.21474
• Monoisotopic Mass: 253.08110386
• SMILES: Nc1ncnc2c1ncn2C[C@H](O)[C@@H](O)C(=O)O
• Canonical SMILES: O[C@H]([C@H](C(=O)O)O)Cn1cnc2c1ncnc2N
• InChI: InChI=1S/C9H11N5O4/c10-7-5-8(12-2-11-7)14(3-13-5)1-4(15)6(16)9(17)18/h2-4,6,15-16H,1H2,(H,17,18)(H2,10,11,12)/t4-,6+/m0/s1
• InChIKey: LIEMBEWXEZJEEZ-UJURSFKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-4-(6-amino-9H-purin-9-yl)-2,3-dihydroxybutanoic acid
• IUPAC Traditional name: @D-eritadenine
• Synonyms: D-Eritadenine

Database IDs

• PubChem SID: 46504488; 160966858
• PubChem CID: 12308870

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.799787
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -3.7851126
• LogD (pH = 7.4): -5.1741824
• Log P: -3.422118
• Molar Refractivity: 59.5807 cm^3
• Polarizability: 22.665798 Å^3
• Polar Surface Area: 147.38 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.7
• LOG S: -1.41
• Solubility (Water): 9.78e+00 g/l

DETAILS

DrugBank - DB03769

Drug information: experimental