(2S,4R)-1-(adamantane-1-carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

• ChemBase ID: 272411
• Molecular Formular: C16H23NO4
• Molecular Mass: 293.35812
• Monoisotopic Mass: 293.16270822
• SMILES: N1(C(=O)C23CC4CC(C3)CC(C2)C4)[C@H](C(=O)O)C[C@H](C1)O
• Canonical SMILES: O[C@H]1CN([C@@H](C1)C(=O)O)C(=O)C12CC3CC(C2)CC(C1)C3
• InChI: InChI=1S/C16H23NO4/c18-12-4-13(14(19)20)17(8-12)15(21)16-5-9-1-10(6-16)3-11(2-9)7-16/h9-13,18H,1-8H2,(H,19,20)/t9?,10?,11?,12-,13+,16?/m1/s1
• InChIKey: BRKBIWGWCNIXKI-OPLYUGDSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-1-(adamantane-1-carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4R)-1-(adamantane-1-carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
• Synonyms: (2S,4R)-1-[(adamantan-1-yl)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid

Database IDs

• MDL Number: MFCD09863554
• PubChem SID: 164328321
• PubChem CID: 7129269

CALCULATED PROPERTIES

• Acid pKa: 3.9675875
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.5728171
• LogD (pH = 7.4): -2.209374
• Log P: 0.96822524
• Molar Refractivity: 74.6927 cm^3
• Polarizability: 29.69085 Å^3
• Polar Surface Area: 77.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 199 - 201°C
• Hydrophobicity(logP): 1.41

Product Information

• Purity: 95%