(2S,4S)-1-[(tert-butoxy)carbonyl]-4-(2-chloro-4-phenylphenoxy)pyrrolidine-2-carboxylic acid

• ChemBase ID: 47477
• Molecular Formular: C22H24ClNO5
• Molecular Mass: 417.88266
• Monoisotopic Mass: 417.13430055
• SMILES: [C@@H]1(C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O)Oc1ccc(cc1Cl)c1ccccc1
• Canonical SMILES: O=C(N1C[C@H](C[C@H]1C(=O)O)Oc1ccc(cc1Cl)c1ccccc1)OC(C)(C)C
• InChI: InChI=1S/C22H24ClNO5/c1-22(2,3)29-21(27)24-13-16(12-18(24)20(25)26)28-19-10-9-15(11-17(19)23)14-7-5-4-6-8-14/h4-11,16,18H,12-13H2,1-3H3,(H,25,26)/t16-,18-/m0/s1
• InChIKey: JIXMZIQPVYLGGQ-WMZOPIPTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-1-[(tert-butoxy)carbonyl]-4-(2-chloro-4-phenylphenoxy)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4S)-1-(tert-butoxycarbonyl)-4-(2-chloro-4-phenylphenoxy)pyrrolidine-2-carboxylic acid
• Synonyms: (2S,4S)-1-(tert-Butoxycarbonyl)-4-[(3-chloro[1,1'-biphenyl]-4-yl)oxy]-2-pyrrolidinecarboxylic acid

Database IDs

• MDL Number: MFCD13561335
• PubChem SID: 162052240
• PubChem CID: 56831371

CALCULATED PROPERTIES

• Acid pKa: 3.7742538
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.8967102
• LogD (pH = 7.4): 1.3497586
• Log P: 4.6237755
• Molar Refractivity: 108.5782 cm^3
• Polarizability: 43.938263 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false