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

• ChemBase ID: 106622
• Molecular Formular: C20H29N5O5
• Molecular Mass: 419.47476
• Monoisotopic Mass: 419.21686905
• SMILES: CC[C@H](C)[C@H](NC(=O)[C@H](C)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-])NC(=O)[C@@H](N)C)C
• InChI: InChI=1S/C20H29N5O5/c1-4-12(2)17(23-18(26)13(3)21)20(28)24-11-5-6-16(24)19(27)22-14-7-9-15(10-8-14)25(29)30/h7-10,12-13,16-17H,4-6,11,21H2,1-3H3,(H,22,27)(H,23,26)/t12-,13-,16-,17-/m0/s1
• InChIKey: RBXZYOOEKXNREX-PYTWLRIVSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105724
• PubChem CID: 25108780

CALCULATED PROPERTIES

• Acid pKa: 12.105104
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.1284958
• LogD (pH = 7.4): 0.5603934
• Log P: 1.3272662
• Molar Refractivity: 111.9798 cm^3
• Polarizability: 42.45899 Å^3
• Polar Surface Area: 150.35 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true