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

• ChemBase ID: 1526
• Molecular Formular: C14H20N6O5S
• Molecular Mass: 384.4108
• Monoisotopic Mass: 384.12158877
• SMILES: N[C@@H](CCSC[C@@H]1O[C@H]([C@H](O)[C@H]1O)n1cnc2c1ncnc2N)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CCSC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ncnc2N)N
• InChI: InChI=1S/C14H20N6O5S/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: ZJUKTBDSGOFHSH-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}sulfanyl)butanoic acid
• IUPAC Traditional name: @S-adenosyl-L-homocysteine
• Synonyms: S-Adenosyl-L-Homocysteine

Database IDs

• CAS Number: 979-92-0
• PubChem SID: 46508993; 160964983
• PubChem CID: 46936206

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7629887
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -4.1676607
• LogD (pH = 7.4): -4.0271583
• Log P: -4.028528
• Molar Refractivity: 92.7235 cm^3
• Polarizability: 36.396317 Å^3
• Polar Surface Area: 182.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.37
• LOG S: -1.97
• Solubility (Water): 4.08e+00 g/l

DETAILS

DrugBank - DB01752

• Drug Groups: experimental
• Description: 5'-S-(3-Amino-3-carboxypropyl)-5'-thioadenosine. Formed from S-adenosylmethionine after transmethylation reactions. [PubChem]