(1S,2S)-1-(acetyloxy)-1-(2-acetamido-4-oxo-3,4-dihydropteridin-6-yl)propan-2-yl acetate

• ChemBase ID: 159222
• Molecular Formular: C15H17N5O6
• Molecular Mass: 363.32538
• Monoisotopic Mass: 363.11788329
• SMILES: [nH]1c(nc2c(c1=O)nc(cn2)[C@@H]([C@H](C)OC(=O)C)OC(=O)C)NC(=O)C
• Canonical SMILES: CC(=O)O[C@@H](c1cnc2c(n1)c(=O)[nH]c(n2)NC(=O)C)[C@@H](OC(=O)C)C
• InChI: InChI=1S/C15H17N5O6/c1-6(25-8(3)22)12(26-9(4)23)10-5-16-13-11(18-10)14(24)20-15(19-13)17-7(2)21/h5-6,12H,1-4H3,(H2,16,17,19,20,21,24)/t6-,12+/m0/s1
• InChIKey: LGFCDAMAYHYAKC-PWCHPLFNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-1-(acetyloxy)-1-(2-acetamido-4-oxo-3,4-dihydropteridin-6-yl)propan-2-yl acetate
• IUPAC Traditional name: (1S,2S)-1-(acetyloxy)-1-(2-acetamido-4-oxo-3H-pteridin-6-yl)propan-2-yl acetate
• Synonyms: N-[6-[(1R,2S)-1,2-bis(acetyloxy)propyl]-1,4-dihydro-4-oxo-2-pteridinyl]acetamide; Triacetyl-L-erythro-biopterin; 2-N-Acetyl-1',2'-di-O-acetyl-6-biopterin

Database IDs

• CAS Number: 81827-31-8
• PubChem SID: 162253357
• PubChem CID: 29970814

CALCULATED PROPERTIES

• Acid pKa: 8.865856
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.89189714
• LogD (pH = 7.4): -0.9046489
• Log P: -0.8917315
• Molar Refractivity: 86.3133 cm^3
• Polarizability: 32.801365 Å^3
• Polar Surface Area: 148.94 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Acetonitrile; Ethanol; hot Ethyl Acetate; Methanol
• Apperance: Beige Solid
• Melting Point: 155°C

DETAILS

Toronto Research Chemicals - A173560

Intermediate in the preparation of a variety of pharmaceutical agents

REFERENCES

• Yamamoto, H., et al.: Adv. Exper. Med. Biol., 338, 21 (1993)