1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-sulfanylidene-1,2,3,4-tetrahydropyrimidin-2-one

• ChemBase ID: 131202
• Molecular Formular: C9H12N2O4S
• Molecular Mass: 244.26758
• Monoisotopic Mass: 244.05177787
• SMILES: c1cn(c(=O)[nH]c1=S)[C@H]1C[C@@H]([C@H](O1)CO)O
• Canonical SMILES: OC[C@H]1O[C@H](C[C@@H]1O)n1ccc(=S)[nH]c1=O
• InChI: InChI=1S/C9H12N2O4S/c12-4-6-5(13)3-8(15-6)11-2-1-7(16)10-9(11)14/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,16)/t5-,6+,8+/m0/s1
• InChIKey: PHNDUXLWAVSUAL-SHYZEUOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-sulfanylidene-1,2,3,4-tetrahydropyrimidin-2-one
• IUPAC Traditional name: 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-sulfanylidene-3H-pyrimidin-2-one
• Synonyms: 4-Thio-2′-deoxyuridine

Database IDs

• CAS Number: 5580-20-1
• PubChem SID: 162225480
• PubChem CID: 3034650

CALCULATED PROPERTIES

• Acid pKa: 7.9032173
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.62642777
• LogD (pH = 7.4): -0.7417429
• Log P: -0.6247345
• Molar Refractivity: 59.0458 cm^3
• Polarizability: 23.413073 Å^3
• Polar Surface Area: 82.03 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter