(2S,5R)-2,5-diamino-6-[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid

• ChemBase ID: 1678
• Molecular Formular: C15H23N7O5
• Molecular Mass: 381.38702
• Monoisotopic Mass: 381.17606687
• SMILES: N[C@H](CC[C@H](N)C(=O)O)C[C@@H]1O[C@H]([C@H](O)[C@H]1O)n1cnc2c1ncnc2N
• Canonical SMILES: N[C@@H](C[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ncnc2N)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C15H23N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h4-8,10-11,14,23-24H,1-3,16-17H2,(H,25,26)(H2,18,19,20)/t6-,7+,8+,10+,11-,14-/m1/s1
• InChIKey: LMXOHSDXUQEUSF-RTLHXPJHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,5R)-2,5-diamino-6-[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid
• IUPAC Traditional name: (2S,5R)-2,5-diamino-6-[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid
• Synonyms: Adenosyl-Ornithine

Database IDs

• PubChem SID: 160965135; 46508037
• PubChem CID: 70789212; 46936257

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8823785
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -7.995255
• LogD (pH = 7.4): -6.847814
• Log P: -5.1386795
• Molar Refractivity: 92.6784 cm^3
• Polarizability: 36.682793 Å^3
• Polar Surface Area: 208.65 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -3.05
• LOG S: -1.92
• Solubility (Water): 4.63e+00 g/l

DETAILS

DrugBank - DB01910

Drug information: experimental