(3S)-3-[(2S)-2-[(2S)-2-acetamido-3-methylbutanamido]propanamido]-3-[(4-nitrophenyl)carbamoyl]propanoic acid

• ChemBase ID: 106631
• Molecular Formular: C20H27N5O8
• Molecular Mass: 465.45708
• Monoisotopic Mass: 465.18596285
• SMILES: CC(C)[C@H](NC(=O)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(=O)O)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: OC(=O)C[C@@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)C)C
• InChI: InChI=1S/C20H27N5O8/c1-10(2)17(22-12(4)26)20(31)21-11(3)18(29)24-15(9-16(27)28)19(30)23-13-5-7-14(8-6-13)25(32)33/h5-8,10-11,15,17H,9H2,1-4H3,(H,21,31)(H,22,26)(H,23,30)(H,24,29)(H,27,28)/t11-,15-,17-/m0/s1
• InChIKey: JSZMFYPHPTWSTF-KCTSRDHCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-[(2S)-2-[(2S)-2-acetamido-3-methylbutanamido]propanamido]-3-[(4-nitrophenyl)carbamoyl]propanoic acid
• IUPAC Traditional name: (3S)-3-[(2S)-2-[(2S)-2-acetamido-3-methylbutanamido]propanamido]-3-[(4-nitrophenyl)carbamoyl]propanoic acid
• Synonyms: Ac-Val-Ala-Asp-PNA; Ac-V-A-D-PNA; Ac-Val-Ala-Asp-paranitroanilide

Database IDs

• PubChem SID: 162106019
• PubChem CID: 10367219

CALCULATED PROPERTIES

• Acid pKa: 3.567866
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -2.1392927
• LogD (pH = 7.4): -3.5669496
• Log P: -0.2129333
• Molar Refractivity: 115.1689 cm^3
• Polarizability: 43.577206 Å^3
• Polar Surface Area: 199.52 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true