({bis[phosphono(13C)methyl]amino}(13C)methyl)phosphonic acid

• ChemBase ID: 175179
• Molecular Formular: C3H12NO9P3
• Molecular Mass: 302.02792751
• Monoisotopic Mass: 301.98255537
• SMILES: [13CH2](N([13CH2]P(=O)(O)O)[13CH2]P(=O)(O)O)P(=O)(O)O
• Canonical SMILES: OP(=O)([13CH2]N([13CH2]P(=O)(O)O)[13CH2]P(=O)(O)O)O
• InChI: InChI=1S/C3H12NO9P3/c5-14(6,7)1-4(2-15(8,9)10)3-16(11,12)13/h1-3H2,(H2,5,6,7)(H2,8,9,10)(H2,11,12,13)/i1+1,2+1,3+1
• InChIKey: YDONNITUKPKTIG-VMIGTVKRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({bis[phosphono(^1^3C)methyl]amino}(^1^3C)methyl)phosphonic acid
• IUPAC Traditional name: {bis[phosphono(^1^3C)methyl]amino}(^1^3C)methylphosphonic acid
• Synonyms: P,P’,P’’-[nitrilotris(methylene)]trisphosphonic Acid-13C3; 1,1,1-Nitrilotris(methyl-phosphonic Acid)-13C3; ATMP-13C3; Aminotri(methylenephosphonic Acid)-13C3; Briquest 301-13C3; NTPH; Nitrilo-N,N,N-trimethylenephosphonic Acid-13C3; Tris(phosphonomethyl)amine-13C3; Sequion 20H45-13C3; Sequion OA-13C3; WSI 3310-13C3; Nitrilotris(methylene)triphosphonic Acid-13C3

Database IDs

• PubChem SID: 164231089
• PubChem CID: 71751038

CALCULATED PROPERTIES

• Acid pKa: 1.080073
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -10.0215435
• LogD (pH = 7.4): -10.292763
• Log P: -3.130288
• Molar Refractivity: 51.7182 cm^3
• Polarizability: 21.294771 Å^3
• Polar Surface Area: 175.83 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - N490202

A labelled powerful complexing agent. A potent acid sphingomyelinase inhibitor.

REFERENCES

• Marathe, S., et al.: J. Biol. Chem., 273, 4081 (1998)
• Lang, P., et al.: Nat. Med., 13, 164 (1998)
• Nara, F., et al.: J. Antibiot., 52, 525 (1998)
• Szajnman, S., et al.: Bioorg. Med. Chem. Lett., 15, 4685 (1998)