2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboxamide

• ChemBase ID: 129904
• Molecular Formular: C9H12N2O5S
• Molecular Mass: 260.26698
• Monoisotopic Mass: 260.04669249
• SMILES: O=C(c1nc(sc1)[C@@H]1O[C@@H]([C@@H](O)[C@H]1O)CO)N
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)c1scc(n1)C(=O)N
• InChI: InChI=1S/C9H12N2O5S/c10-8(15)3-2-17-9(11-3)7-6(14)5(13)4(1-12)16-7/h2,4-7,12-14H,1H2,(H2,10,15)/t4-,5-,6-,7-/m1/s1
• InChIKey: FVRDYQYEVDDKCR-DBRKOABJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboxamide
• IUPAC Traditional name: tiazofurin
• Synonyms: 2-[(2''R'',3''R'',4''S'',5''R'')-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboxamide; Tiazofurin

Database IDs

• CAS Number: 60084-10-8
• PubChem SID: 162224190
• PubChem CID: 457954
• ATC CODE: L01XX18
• CHEMBL: 108358
• Chemspider ID: 403014
• Unique Ingredient Identifier: ULJ82834RE
• Wikipedia Title: Tiazofurin

CALCULATED PROPERTIES

• Acid pKa: 12.551733
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.033101
• LogD (pH = 7.4): -2.0331037
• Log P: -2.033101
• Molar Refractivity: 56.5307 cm^3
• Polarizability: 22.310472 Å^3
• Polar Surface Area: 125.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true