(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-hydroxybutanoic acid; N-cyclohexylcyclohexanamine

• ChemBase ID: 162587
• Molecular Formular: C21H40N2O5
• Molecular Mass: 400.5527
• Monoisotopic Mass: 400.29372239
• SMILES: C([C@H](NC(=O)OC(C)(C)C)C(=O)O)CO.C1(CCCCC1)NC1CCCCC1
• Canonical SMILES: C1CCC(CC1)NC1CCCCC1.OCC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C12H23N.C9H17NO5/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-9(2,3)15-8(14)10-6(4-5-11)7(12)13/h11-13H,1-10H2;6,11H,4-5H2,1-3H3,(H,10,14)(H,12,13)/t;6-/m.0/s1
• InChIKey: LIXHXJSPZIZVJY-ZCMDIHMWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-hydroxybutanoic acid; N-cyclohexylcyclohexanamine
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-4-hydroxybutanoic acid; dicha
• Synonyms: N-[(1,1-Dimethylethoxy)carbonyl]-L-homoserine Dicyclohexylammonium Salt; (S)-2-(tert-Butoxycarbonylamino)-4-hydroxybutanoic Acid Dicyclohexylammonium Salt; N-tert-Butoxycarbonyl-L-homoserine Dicyclohexylammonium Salt; (S)-N-Boc-L-homoserine Dicyclohexylammonium Salt

Database IDs

• CAS Number: 63491-82-7
• PubChem SID: 162256722
• PubChem CID: 46780871

CALCULATED PROPERTIES

• Acid pKa: 3.8952835
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.6838058
• LogD (pH = 7.4): -3.2895858
• Log P: -0.07356416
• Molar Refractivity: 51.7794 cm^3
• Polarizability: 20.503893 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B656240

Inhibitor for treatment of Alzheimer's disease.

REFERENCES

• Alper, P.B., et al.: Bioorg. Med. Chem. Lett., 16, 1486 (2006).