(2R)-2-amino-1-[({[(2S,3R,4R,5R)-5-[(4S)-6-amino-4,9-dihydro-1H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}sulfonyl)amino]-2-[2-(methylsulfanyl)ethyl]ethan-1-one

• ChemBase ID: 1981
• Molecular Formular: C15H25N7O7S2
• Molecular Mass: 479.5317
• Monoisotopic Mass: 479.12568818
• SMILES: CSCC[C@@H](N)C(=O)NS(=O)(=O)OC[C@@H]1O[C@H]([C@H](O)[C@H]1O)N1C=NC2=C(N)NC=N[C@@H]12
• Canonical SMILES: CSCC[C@H](C(=O)NS(=O)(=O)OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)N1C=NC2=C(NC=N[C@@H]12)N)N
• InChI: InChI=1S/C15H25N7O7S2/c1-30-3-2-7(16)14(25)21-31(26,27)28-4-8-10(23)11(24)15(29-8)22-6-20-9-12(17)18-5-19-13(9)22/h5-8,10-11,13,15,23-24H,2-4,16-17H2,1H3,(H,18,19)(H,21,25)/t7-,8+,10+,11-,13+,15-/m1/s1
• InChIKey: SQDXXTAOGLOMRP-JJWYTCDVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-1-[({[(2S,3R,4R,5R)-5-[(4S)-6-amino-4,9-dihydro-1H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}sulfonyl)amino]-2-[2-(methylsulfanyl)ethyl]ethan-1-one
• IUPAC Traditional name: (2R)-2-amino-1-({[(2S,3R,4R,5R)-5-[(4S)-6-amino-1,4-dihydropurin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}amino)-2-[2-(methylsulfanyl)ethyl]ethanone
• Synonyms: 5'-O-[(L-Methionyl)-Sulphamoyl]Adenosine

Database IDs

• PubChem SID: 160965436; 46508823
• PubChem CID: 46936326

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.7845378
• H Acceptors: 13
• H Donor: 6
• LogD (pH = 5.5): -4.4461236
• LogD (pH = 7.4): -4.45815
• Log P: -4.421626
• Molar Refractivity: 118.8962 cm^3
• Polarizability: 43.747536 Å^3
• Polar Surface Area: 214.19 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.62
• LOG S: -1.99
• Solubility (Water): 4.92e+00 g/l

DETAILS

DrugBank - DB02229

Drug information: experimental