(2S)-2-amino-3-(1H-indol-3-yl)-N-(4-nitrophenyl)propanamide

• ChemBase ID: 106621
• Molecular Formular: C17H16N4O3
• Molecular Mass: 324.33394
• Monoisotopic Mass: 324.12224039
• SMILES: N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: O=C([C@H](Cc1c[nH]c2c1cccc2)N)Nc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C17H16N4O3/c18-15(9-11-10-19-16-4-2-1-3-14(11)16)17(22)20-12-5-7-13(8-6-12)21(23)24/h1-8,10,15,19H,9,18H2,(H,20,22)/t15-/m0/s1
• InChIKey: GTFCVKHWDBSIQG-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(1H-indol-3-yl)-N-(4-nitrophenyl)propanamide
• IUPAC Traditional name: (2S)-2-amino-3-(1H-indol-3-yl)-N-(4-nitrophenyl)propanamide
• Synonyms: L-Trp-PNA; L-W-PNA; L-Trp-paranitroanilide

Database IDs

• PubChem SID: 162105553
• PubChem CID: 25108779

CALCULATED PROPERTIES

• Acid pKa: 12.687711
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.20142935
• LogD (pH = 7.4): 1.8957299
• Log P: 2.5506632
• Molar Refractivity: 91.8048 cm^3
• Polarizability: 35.22222 Å^3
• Polar Surface Area: 116.73 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true