(2S)-2-amino-4-({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}selanyl)butanoic acid

• ChemBase ID: 3102
• Molecular Formular: C14H20N6O5Se
• Molecular Mass: 431.3058
• Monoisotopic Mass: 432.06603877
• SMILES: N[C@@H](CC[Se]C[C@@H]1O[C@H]([C@H](O)[C@H]1O)n1cnc2c1ncnc2N)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CC[Se]C[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ncnc2N)N
• InChI: InChI=1S/C14H20N6O5Se/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7-,9-,10+,13+/m0/s1
• InChIKey: UVSMMLABJBJNGH-SRMDEQNCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}selanyl)butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-({[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}selanyl)butanoic acid
• Synonyms: S-Adenosyl-L-Homoselenocysteine

Database IDs

• PubChem SID: 160966546; 46507417
• PubChem CID: 46936669

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2955166
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -5.4551506
• LogD (pH = 7.4): -5.3115754
• Log P: -5.3131766
• Molar Refractivity: 98.0449 cm^3
• Polarizability: 33.418438 Å^3
• Polar Surface Area: 182.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.54
• LOG S: -1.71
• Solubility (Water): 8.42e+00 g/l

DETAILS

DrugBank - DB03423

Drug information: experimental