(4S)-4-{[(1S)-1-{[(1S)-2-carboxy-1-[(4-nitrophenyl)carbamoyl]ethyl]carbamoyl}ethyl]carbamoyl}-4-[(2S)-2-acetamido-3-(1H-indol-3-yl)propanamido]butanoic acid

• ChemBase ID: 106651
• Molecular Formular: C31H35N7O11
• Molecular Mass: 681.6499
• Monoisotopic Mass: 681.23945498
• SMILES: C[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)C)C(=O)N[C@@H](CC(=O)O)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CC(=O)O)C)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)C
• InChI: InChI=1S/C31H35N7O11/c1-16(28(44)37-25(14-27(42)43)30(46)35-19-7-9-20(10-8-19)38(48)49)33-29(45)23(11-12-26(40)41)36-31(47)24(34-17(2)39)13-18-15-32-22-6-4-3-5-21(18)22/h3-10,15-16,23-25,32H,11-14H2,1-2H3,(H,33,45)(H,34,39)(H,35,46)(H,36,47)(H,37,44)(H,40,41)(H,42,43)/t16-,23-,24-,25-/m0/s1
• InChIKey: ZEJFLPDALOJIEK-GGQYPGDFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(1S)-1-{[(1S)-2-carboxy-1-[(4-nitrophenyl)carbamoyl]ethyl]carbamoyl}ethyl]carbamoyl}-4-[(2S)-2-acetamido-3-(1H-indol-3-yl)propanamido]butanoic acid
• IUPAC Traditional name: (4S)-4-{[(1S)-1-{[(1S)-2-carboxy-1-[(4-nitrophenyl)carbamoyl]ethyl]carbamoyl}ethyl]carbamoyl}-4-[(2S)-2-acetamido-3-(1H-indol-3-yl)propanamido]butanoic acid
• Synonyms: Ac-Trp-Glu-Ala-Asp-PNA; Ac-WEAD-PNA; Ac-Trp-Glu-Ala-Asp-paranitroanilide

Database IDs

• PubChem SID: 162105601
• PubChem CID: 25108798

CALCULATED PROPERTIES

• Acid pKa: 3.4487054
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -3.605081
• LogD (pH = 7.4): -6.707425
• Log P: -0.23500986
• Molar Refractivity: 169.9666 cm^3
• Polarizability: 65.58905 Å^3
• Polar Surface Area: 281.71 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false