N-[({[(4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]carbamoyl}amino)methanimidoyl]formamide

• ChemBase ID: 169374
• Molecular Formular: C8H14N4O5
• Molecular Mass: 246.22056
• Monoisotopic Mass: 246.09641957
• SMILES: [C@@H]1(CC(O[C@@H]1CO)NC(=O)NC(=N)NC=O)O
• Canonical SMILES: O=CNC(=N)NC(=O)NC1C[C@@H]([C@H](O1)CO)O
• InChI: InChI=1S/C8H14N4O5/c9-7(10-3-14)12-8(16)11-6-1-4(15)5(2-13)17-6/h3-6,13,15H,1-2H2,(H4,9,10,11,12,14,16)/t4-,5+,6?/m0/s1
• InChIKey: MJPMQCAEDYSGQK-YRZWDFBDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[({[(4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]carbamoyl}amino)methanimidoyl]formamide
• IUPAC Traditional name: N-[({[(4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]carbamoyl}amino)methanimidoyl]formamide
• Synonyms: N'-(2-Deoxy-D-erythro-pentofuranosyl)-N-[(formylamino)iminomethyl]urea; N-Formyl D-2'-Deoxyribofuranosyl-3-guanylurea (~90%)(α/β-Mixture)

Database IDs

• PubChem SID: 162263506
• PubChem CID: 71316935

CALCULATED PROPERTIES

• Acid pKa: 12.009413
• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): -2.4423258
• LogD (pH = 7.4): -2.4158707
• Log P: -2.415513
• Molar Refractivity: 64.0182 cm^3
• Polarizability: 21.27306 Å^3
• Polar Surface Area: 143.77 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Pale Yellow Thick Oil

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - F698980

Decitabine (A796950) impurity.

REFERENCES

• Lin, K.T., et al.: J. Pharma. Sci., 70, 1228 (1981)