3-[(2S,4S)-1-{[(4-nitrophenyl)methoxy]carbonyl}-4-sulfanylpyrrolidine-2-amido]benzoic acid

• ChemBase ID: 288371
• Molecular Formular: C20H19N3O7S
• Molecular Mass: 445.44576
• Monoisotopic Mass: 445.09437096
• SMILES: O=C(O)c1cccc(NC(=O)[C@H]2N(C(=O)OCc3ccc([N+](=O)[O-])cc3)C[C@@H](S)C2)c1
• Canonical SMILES: S[C@@H]1CN([C@@H](C1)C(=O)Nc1cccc(c1)C(=O)O)C(=O)OCc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C20H19N3O7S/c24-18(21-14-3-1-2-13(8-14)19(25)26)17-9-16(31)10-22(17)20(27)30-11-12-4-6-15(7-5-12)23(28)29/h1-8,16-17,31H,9-11H2,(H,21,24)(H,25,26)/t16-,17-/m0/s1
• InChIKey: RTQKWWOSWDCUMA-IRXDYDNUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2S,4S)-1-{[(4-nitrophenyl)methoxy]carbonyl}-4-sulfanylpyrrolidine-2-amido]benzoic acid
• IUPAC Traditional name: 3-[(2S,4S)-1-{[(4-nitrophenyl)methoxy]carbonyl}-4-sulfanylpyrrolidine-2-amido]benzoic acid
• Synonyms: 3-((2S,4S)-4-Mercapto-1-(((4-nitrobenzyl)oxy)carbonyl)pyrrolidine-2-carboxamido)benzoic acid

Database IDs

• CAS Number: 202467-69-4
• MDL Number: MFCD09263754
• PubChem SID: 180673902
• PubChem CID: 15409260

CALCULATED PROPERTIES

• Acid pKa: 3.9192703
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.2232325
• LogD (pH = 7.4): -0.39438197
• Log P: 2.8103743
• Molar Refractivity: 113.1931 cm^3
• Polarizability: 42.57097 Å^3
• Polar Surface Area: 139.08 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%