(2S)-6-carbamimidamido-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid hydrochloride

• ChemBase ID: 169332
• Molecular Formular: C22H27ClN4O4
• Molecular Mass: 446.92718
• Monoisotopic Mass: 446.17208304
• SMILES: NC(=N)NCCCC[C@H](NC(=O)OCC1c2c(c3c1cccc3)cccc2)C(=O)O.Cl
• Canonical SMILES: NC(=N)NCCCC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2.Cl
• InChI: InChI=1S/C22H26N4O4.ClH/c23-21(24)25-12-6-5-11-19(20(27)28)26-22(29)30-13-18-16-9-3-1-7-14(16)15-8-2-4-10-17(15)18;/h1-4,7-10,18-19H,5-6,11-13H2,(H,26,29)(H,27,28)(H4,23,24,25);1H/t19-;/m0./s1
• InChIKey: CIHMGZUUYMRKGJ-FYZYNONXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-carbamimidamido-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid hydrochloride
• IUPAC Traditional name: (2S)-6-carbamimidamido-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid hydrochloride
• Synonyms: N6-(aminoiminomethyl)-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysine Monohydrochloride; Fmoc-2-Amino-6-guanidinohexanoic Acid Hydrochloride Salt; Fmoc-L-Homoarginine Hydrochloride Salt

Database IDs

• CAS Number: 208174-14-5
• PubChem SID: 162263464
• PubChem CID: 46781642

CALCULATED PROPERTIES

• Acid pKa: 3.565134
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 0.9305575
• LogD (pH = 7.4): 0.93465745
• Log P: 0.9346699
• Molar Refractivity: 122.6039 cm^3
• Polarizability: 44.362675 Å^3
• Polar Surface Area: 137.53 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 104-107°C

Safety Information

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

DETAILS

Toronto Research Chemicals - F633750

An inhibitor of alkaline phosphatase isoenzymes. A Metastin derivative for treatment of cancer.

REFERENCES

• Luckett, S., et al.: J. Mol. Biol., 290, 525 (1999)
• Lindman, S., et al.: Bioorg. Med. Chem., 9, 763 (1999)
• Friedrich, R., et al.: J. Biol. Chem., 277, 2160 (1999)
• Tanimoto, H., et al.: Br. J. Cancer, 92, 278 (1999)