(2S)-1-[(2S,3S)-2-amino-3-methylpentanoyl]-N-(4-nitrophenyl)pyrrolidine-2-carboxamide

• ChemBase ID: 106611
• Molecular Formular: C17H24N4O4
• Molecular Mass: 348.39686
• Monoisotopic Mass: 348.17975527
• SMILES: CC[C@H](C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)N1CCC[C@H]1C(=O)Nc1ccc(cc1)[N+](=O)[O-])N)C
• InChI: InChI=1S/C17H24N4O4/c1-3-11(2)15(18)17(23)20-10-4-5-14(20)16(22)19-12-6-8-13(9-7-12)21(24)25/h6-9,11,14-15H,3-5,10,18H2,1-2H3,(H,19,22)/t11-,14-,15-/m0/s1
• InChIKey: ZCYNEEKHMUQDBT-CQDKDKBSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S,3S)-2-amino-3-methylpentanoyl]-N-(4-nitrophenyl)pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2S,3S)-2-amino-3-methylpentanoyl]-N-(4-nitrophenyl)pyrrolidine-2-carboxamide
• Synonyms: L-Ile-Pro-PNA; L-IP-PNA; L-Ile-Pro-paranitroanilide

Database IDs

• PubChem SID: 162105548
• PubChem CID: 25108769

CALCULATED PROPERTIES

• Acid pKa: 12.669017
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.6704156
• LogD (pH = 7.4): 1.0036912
• Log P: 1.8637853
• Molar Refractivity: 94.6824 cm^3
• Polarizability: 35.69297 Å^3
• Polar Surface Area: 121.25 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true