(2S)-2-amino-6-carbamimidamido(4,4,5,5-2H4)hexanoic acid

• ChemBase ID: 170003
• Molecular Formular: C7H16N4O2
• Molecular Mass: 188.22754
• Monoisotopic Mass: 188.12732577
• SMILES: NC(=N)NCCCC[C@H](N)C(=O)O
• Canonical SMILES: NC(=N)NCCCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C7H16N4O2/c8-5(6(12)13)3-1-2-4-11-7(9)10/h5H,1-4,8H2,(H,12,13)(H4,9,10,11)/t5-/m0/s1
• InChIKey: QUOGESRFPZDMMT-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-6-carbamimidamido(4,4,5,5-^2H₄)hexanoic acid
• IUPAC Traditional name: (2S)-2-amino-6-carbamimidamido(4,4,5,5-^2H₄)hexanoic acid
• Synonyms: N6-(Aminoiminomethyl)-L-lysine-d4 Dihydrochloride; 2-Amino-6-guanidinohexanoic Acid-d4 Dihydrochloride; NSC 145416-d4; L-Homoarginine-d4 Dihydrochloride

Database IDs

• PubChem SID: 164225913
• PubChem CID: 46781701

CALCULATED PROPERTIES

• Acid pKa: 2.4910362
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -5.673004
• LogD (pH = 7.4): -4.7045193
• Log P: -2.7223089
• Molar Refractivity: 58.5241 cm^3
• Polarizability: 18.727592 Å^3
• Polar Surface Area: 125.22 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Pale Yellow Solid
• Melting Point: >140°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - H585002

A labelled inhibitor of alkaline phosphatase isoenzymes. A labelled analog of Homoarginine (H585000).

REFERENCES

• Muth, W., et al.: J. Biol. Chem., 249, 7463 (1974)
• Hanukoglu, I., et al.: Eur. J. Biochem., 180, 479 (1974)
• Khaw, L., et al.: J. Bacteriol. 180, 809 (1974)
• Gallagher, D., et al.: J. Mol. Biol., 342, 119 (1974)