(2S,4S)-4-[(6-bromonaphthalen-2-yl)oxy]-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 21253
• Molecular Formular: C20H22BrNO5
• Molecular Mass: 436.29638
• Monoisotopic Mass: 435.06813481
• SMILES: N1(C(=O)OC(C)(C)C)[C@H](C(=O)O)C[C@@H](C1)Oc1cc2c(cc(cc2)Br)cc1
• Canonical SMILES: Brc1ccc2c(c1)ccc(c2)O[C@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O
• InChI: InChI=1S/C20H22BrNO5/c1-20(2,3)27-19(25)22-11-16(10-17(22)18(23)24)26-15-7-5-12-8-14(21)6-4-13(12)9-15/h4-9,16-17H,10-11H2,1-3H3,(H,23,24)/t16-,17-/m0/s1
• InChIKey: MAAOABLIRYOJQI-IRXDYDNUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-4-[(6-bromonaphthalen-2-yl)oxy]-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4S)-4-[(6-bromonaphthalen-2-yl)oxy]-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
• Synonyms: (2S,4S)-4-[(6-Bromo-2-naphthyl)oxy]-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid

Database IDs

• MDL Number: MFCD08687038
• PubChem SID: 160984560
• PubChem CID: 26192688

CALCULATED PROPERTIES

• Acid pKa: 3.7676773
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.397316
• LogD (pH = 7.4): 0.8538065
• Log P: 4.130735
• Molar Refractivity: 102.7102 cm^3
• Polarizability: 41.383488 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false