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

• ChemBase ID: 2626
• Molecular Formular: C10H14N6O6S
• Molecular Mass: 346.31976
• Monoisotopic Mass: 346.0695532
• SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@@H](COS(=O)(=O)N)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@H]1n1cnc2c1ncnc2N)COS(=O)(=O)N
• InChI: InChI=1S/C10H14N6O6S/c11-8-5-9(14-2-13-8)16(3-15-5)10-7(18)6(17)4(22-10)1-21-23(12,19)20/h2-4,6-7,10,17-18H,1H2,(H2,11,13,14)(H2,12,19,20)/t4-,6-,7+,10+/m0/s1
• InChIKey: GNZLUJQJDPRUTD-FCIPNVEPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl sulfamate
• IUPAC Traditional name: [(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl sulfamate
• Synonyms: [(2r,3s,4r,5r)-5-(6-Amino-9h-Purin-9-Yl)-3,4-Dihydroxytetrahydro-2-Furanyl]Methyl Sulfamate

Database IDs

• PubChem SID: 46508884; 160966075
• PubChem CID: 46936528

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.299797
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -2.7566822
• LogD (pH = 7.4): -2.6131094
• Log P: -2.6108541
• Molar Refractivity: 74.7228 cm^3
• Polarizability: 30.121145 Å^3
• Polar Surface Area: 188.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.26
• LOG S: -1.77
• Solubility (Water): 5.93e+00 g/l

DETAILS

DrugBank - DB02916

Drug information: experimental