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

• ChemBase ID: 47445
• Molecular Formular: C20H21Cl2NO5
• Molecular Mass: 426.29044
• Monoisotopic Mass: 425.07967814
• SMILES: [C@@H]1(C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O)Oc1c(cc(c2c1cccc2)Cl)Cl
• Canonical SMILES: O=C(N1C[C@H](C[C@H]1C(=O)O)Oc1c(Cl)cc(c2c1cccc2)Cl)OC(C)(C)C
• InChI: InChI=1S/C20H21Cl2NO5/c1-20(2,3)28-19(26)23-10-11(8-16(23)18(24)25)27-17-13-7-5-4-6-12(13)14(21)9-15(17)22/h4-7,9,11,16H,8,10H2,1-3H3,(H,24,25)/t11-,16-/m0/s1
• InChIKey: APZYWVDLJFFBLY-ZBEGNZNMSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD13561303
• PubChem SID: 162052208
• PubChem CID: 56831323

CALCULATED PROPERTIES

• Acid pKa: 3.8072228
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.874852
• LogD (pH = 7.4): 1.3110211
• Log P: 4.5700717
• Molar Refractivity: 104.697 cm^3
• Polarizability: 42.428883 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