(3S)-3-[(2S)-2-[(2S)-4-carbamoyl-2-[(2S)-2-acetamidopropanamido]butanamido]-3-methylbutanamido]-3-[(4-nitrophenyl)carbamoyl]propanoic acid

• ChemBase ID: 106637
• Molecular Formular: C25H35N7O10
• Molecular Mass: 593.5863
• Monoisotopic Mass: 593.24454036
• SMILES: CC(C)[C@H](NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](C)NC(=O)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](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)C)CCC(=O)N
• InChI: InChI=1S/C25H35N7O10/c1-12(2)21(31-23(38)17(9-10-19(26)34)29-22(37)13(3)27-14(4)33)25(40)30-18(11-20(35)36)24(39)28-15-5-7-16(8-6-15)32(41)42/h5-8,12-13,17-18,21H,9-11H2,1-4H3,(H2,26,34)(H,27,33)(H,28,39)(H,29,37)(H,30,40)(H,31,38)(H,35,36)/t13-,17-,18-,21-/m0/s1
• InChIKey: KLVACHJATNEWBS-DGJUNBOTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-[(2S)-2-[(2S)-4-carbamoyl-2-[(2S)-2-acetamidopropanamido]butanamido]-3-methylbutanamido]-3-[(4-nitrophenyl)carbamoyl]propanoic acid
• IUPAC Traditional name: (3S)-3-[(2S)-2-[(2S)-4-carbamoyl-2-[(2S)-2-acetamidopropanamido]butanamido]-3-methylbutanamido]-3-[(4-nitrophenyl)carbamoyl]propanoic acid
• Synonyms: Ac-Ala-Gln-Val-Asp-PNA; Ac-AQVD-PNA; Ac-Ala-Gln-Val-Asp-paranitroanilide

Database IDs

• PubChem SID: 162105599
• PubChem CID: 25108787

CALCULATED PROPERTIES

• Acid pKa: 3.705127
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -3.7034087
• LogD (pH = 7.4): -5.2129793
• Log P: -1.9095457
• Molar Refractivity: 145.0789 cm^3
• Polarizability: 55.306805 Å^3
• Polar Surface Area: 271.71 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false