{[(2R,3S,4R,5R)-5-(2-aminoacetamido)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 127590
• Molecular Formular: C7H15N2O8P
• Molecular Mass: 286.176361
• Monoisotopic Mass: 286.05660208
• SMILES: C([C@@H]1[C@H]([C@H]([C@@H](O1)NC(=O)CN)O)O)OP(=O)(O)O
• Canonical SMILES: NCC(=O)N[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(O)O
• InChI: InChI=1S/C7H15N2O8P/c8-1-4(10)9-7-6(12)5(11)3(17-7)2-16-18(13,14)15/h3,5-7,11-12H,1-2,8H2,(H,9,10)(H2,13,14,15)/t3-,5-,6-,7-/m1/s1
• InChIKey: OBQMLSFOUZUIOB-SHUUEZRQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,5R)-5-(2-aminoacetamido)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: glycineamide ribonucleotide
• Synonyms: Glycineamide ribotide; GAR; Glycineamide ribonucleotide

Database IDs

• CAS Number: 10074-18-7
• PubChem SID: 162221909
• PubChem CID: 160913
• MeSH Name: Glycineamide+ribonucleotide
• Wikipedia Title: Glycineamide_ribonucleotide

CALCULATED PROPERTIES

• Acid pKa: 1.2255745
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -4.7189775
• LogD (pH = 7.4): -5.870644
• Log P: -4.650617
• Molar Refractivity: 55.2948 cm^3
• Polarizability: 23.001019 Å^3
• Polar Surface Area: 171.57 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false