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

• ChemBase ID: 3135
• Molecular Formular: C15H23N7O5
• Molecular Mass: 381.38702
• Monoisotopic Mass: 381.17606687
• SMILES: CN(CC[C@H](N)C(=O)O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12
• Canonical SMILES: CN(C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C15H23N7O5/c1-21(3-2-7(16)15(25)26)4-8-10(23)11(24)14(27-8)22-6-20-9-12(17)18-5-19-13(9)22/h5-8,10-11,14,23-24H,2-4,16H2,1H3,(H,25,26)(H2,17,18,19)/t7-,8+,10+,11+,14+/m0/s1
• InChIKey: JISVTSUBJCPLSV-TWBCTODHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)amino)butanoic acid
• IUPAC Traditional name: AdoMDB
• Synonyms: 5'-[N-[(3s)-3-Amino-3-Carboxypropyl]-N-Methylamino]-5'-Deoxyadenosine; N(4)-adenosyl-N(4)-methyl-2,4-diaminobutanoic acid

Database IDs

• CAS Number: 111770-79-7
• PubChem SID: 160966579; 46507477
• PubChem CID: 188380

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.84751
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -6.188593
• LogD (pH = 7.4): -4.827649
• Log P: -4.7640705
• Molar Refractivity: 93.5675 cm^3
• Polarizability: 36.682793 Å^3
• Polar Surface Area: 185.87 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.73
• LOG S: -1.75
• Solubility (Water): 6.81e+00 g/l

DETAILS

DrugBank - DB03458

Drug information: experimental