hexafluoro-λ5-phosphanuide 1-[bis(dimethylamino)methylidene]-1H-1λ5,2,3,4-[1λ5,2,3]triazolo[4,5-b]pyridin-3-ium-1-ylium-3-olate

• ChemBase ID: 169847
• Molecular Formular: C10H15F6N6OP
• Molecular Mass: 380.2298802
• Monoisotopic Mass: 380.09491508
• SMILES: c1ccc2c(n1)[N+](=N[N+]2=C(N(C)C)N(C)C)[O-].[P-](F)(F)(F)(F)(F)F
• Canonical SMILES: F[P-](F)(F)(F)(F)F.CN(C(=[N+]1N=[N+](c2c1cccn2)[O-])N(C)C)C
• InChI: InChI=1S/C10H15N6O.F6P/c1-13(2)10(14(3)4)15-8-6-5-7-11-9(8)16(17)12-15;1-7(2,3,4,5)6/h5-7H,1-4H3;/q+1;-1
• InChIKey: FKBFHOSFPRWJNV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexafluoro-λ^5-phosphanuide 1-[bis(dimethylamino)methylidene]-1H-1λ^5,2,3,4-[1λ^5,2,3]triazolo[4,5-b]pyridin-3-ium-1-ylium-3-olate
• IUPAC Traditional name: 1-[bis(dimethylamino)methylidene]-1H-1λ^5,2,3,4-[1λ^5,2,3]triazolo[4,5-b]pyridin-3-ium-1-ylium-3-olate hexafluorophosphate
• Synonyms: 1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-Oxide Hexafluorophosphate; HATU

Database IDs

• CAS Number: 148893-10-1
• PubChem SID: 162263979
• PubChem CID: 6409673

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -2.818606
• LogD (pH = 7.4): -2.818606
• Log P: -2.818606
• Molar Refractivity: 78.4201 cm^3
• Polarizability: 23.35754 Å^3
• Polar Surface Area: 63.49 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO
• Apperance: White Solid
• Melting Point: 189-191°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H105800

A peptide coupling reagent

REFERENCES

• Chollet, C., et al.: Bioorg. Med. Chem., 17, 2512 (2009)
• Barber, C., et al.: Bioorg. Med. Chem. Lett., 19, 1499 (2009)