(3S,5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(naphthalen-2-yl)-1,6-dioxa-2-azaspiro[4.5]decane-8,9,10-triol

• ChemBase ID: 6111
• Molecular Formular: C18H21NO6
• Molecular Mass: 347.36244
• Monoisotopic Mass: 347.1368874
• SMILES: c1c2ccccc2ccc1[C@@H]1C[C@]2(ON1)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O
• Canonical SMILES: OC[C@H]1O[C@]2(ON[C@@H](C2)c2ccc3c(c2)cccc3)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C18H21NO6/c20-9-14-15(21)16(22)17(23)18(24-14)8-13(19-25-18)12-6-5-10-3-1-2-4-11(10)7-12/h1-7,13-17,19-23H,8-9H2/t13-,14+,15+,16-,17+,18+/m0/s1
• InChIKey: ZCJBDRSKHARECB-PYTCMNEWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(naphthalen-2-yl)-1,6-dioxa-2-azaspiro[4.5]decane-8,9,10-triol
• IUPAC Traditional name: (3S,5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(naphthalen-2-yl)-1,6-dioxa-2-azaspiro[4.5]decane-8,9,10-triol
• Synonyms: (3S,5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(2-naphthyl)-1,6-dioxa-2-azaspiro[4.5]decane-8,9,10-triol

Database IDs

• PubChem SID: 99444971; 160969536
• PubChem CID: 46937156

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.074514
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 0.5338792
• LogD (pH = 7.4): 0.55371225
• Log P: 0.55398035
• Molar Refractivity: 97.644 cm^3
• Polarizability: 36.50152 Å^3
• Polar Surface Area: 111.41 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.14
• LOG S: -1.89
• Solubility (Water): 4.45e+00 g/l

DETAILS

DrugBank - DB08500

Drug information: experimental