(1S,2R,3S,4R,5R)-2,3,4-trihydroxy-N-octyl-6-oxa-8-azabicyclo[3.2.1]octane-8-carbothioamide

• ChemBase ID: 5884
• Molecular Formular: C15H28N2O4S
• Molecular Mass: 332.45882
• Monoisotopic Mass: 332.17697839
• SMILES: S=C(N1[C@@H]2[C@@H](O)[C@H](O)[C@@H](O)[C@H]1OC2)NCCCCCCCC
• Canonical SMILES: CCCCCCCCNC(=S)N1[C@@H]2OC[C@H]1[C@H]([C@@H]([C@H]2O)O)O
• InChI: InChI=1S/C15H28N2O4S/c1-2-3-4-5-6-7-8-16-15(22)17-10-9-21-14(17)13(20)12(19)11(10)18/h10-14,18-20H,2-9H2,1H3,(H,16,22)/t10-,11+,12-,13+,14+/m0/s1
• InChIKey: LFSNQOFOMJLHIW-MEBFFEOJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3S,4R,5R)-2,3,4-trihydroxy-N-octyl-6-oxa-8-azabicyclo[3.2.1]octane-8-carbothioamide
• IUPAC Traditional name: (1S,2R,3S,4R,5R)-2,3,4-trihydroxy-N-octyl-6-oxa-8-azabicyclo[3.2.1]octane-8-carbothioamide
• Synonyms: (1S,2R,3S,4R,5R)-2,3,4-trihydroxy-N-octyl-6-oxa-8-azabicyclo[3.2.1]octane-8-carbothioamide

Database IDs

• PubChem SID: 160969311; 99444731
• PubChem CID: 24963032

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.492903
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 1.4038421
• LogD (pH = 7.4): 1.4038388
• Log P: 1.4038525
• Molar Refractivity: 87.502 cm^3
• Polarizability: 35.18674 Å^3
• Polar Surface Area: 85.19 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.31
• LOG S: -2.62
• Solubility (Water): 8.05e-01 g/l

DETAILS

DrugBank - DB08260

Drug information: experimental