(3aR,5R,6S,7R,7aR)-5-(hydroxymethyl)-2-propyl-3aH,5H,6H,7H,7aH-pyrano[3,2-d][1,3]thiazole-6,7-diol

• ChemBase ID: 5879
• Molecular Formular: C10H17NO4S
• Molecular Mass: 247.31128
• Monoisotopic Mass: 247.08782903
• SMILES: [C@@H]12[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)N=C(CCC)S2
• Canonical SMILES: CCCC1=N[C@H]2[C@@H](S1)O[C@@H]([C@H]([C@@H]2O)O)CO
• InChI: InChI=1S/C10H17NO4S/c1-2-3-6-11-7-9(14)8(13)5(4-12)15-10(7)16-6/h5,7-10,12-14H,2-4H2,1H3/t5-,7-,8-,9-,10-/m1/s1
• InChIKey: QWOPEBCGKASVQP-QXOHVQIXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,5R,6S,7R,7aR)-5-(hydroxymethyl)-2-propyl-3aH,5H,6H,7H,7aH-pyrano[3,2-d][1,3]thiazole-6,7-diol
• IUPAC Traditional name: (3aR,5R,6S,7R,7aR)-5-(hydroxymethyl)-2-propyl-3aH,5H,6H,7H,7aH-pyrano[3,2-d][1,3]thiazole-6,7-diol
• Synonyms: (3AR,5R,6S,7R,7AR)-5-(HYDROXYMETHYL)-2-PROPYL-5,6,7,7A-TETRAHYDRO-3AH-PYRANO[3,2-D][1,3]THIAZOLE-6,7-DIOL

Database IDs

• PubChem SID: 99444726; 160969306
• PubChem CID: 11507040

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.80654
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.2251339
• LogD (pH = 7.4): -0.22480986
• Log P: -0.224804
• Molar Refractivity: 59.532 cm^3
• Polarizability: 24.154305 Å^3
• Polar Surface Area: 82.28 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.2
• LOG S: -1.6
• Solubility (Water): 6.23e+00 g/l

DETAILS

DrugBank - DB08255

Drug information: experimental