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

• ChemBase ID: 106644
• Molecular Formular: C31H38N6O12
• Molecular Mass: 686.66642
• Monoisotopic Mass: 686.25477069
• SMILES: CC(C)[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](Cc1ccc(cc1)O)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(C)C)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)C
• InChI: InChI=1S/C31H38N6O12/c1-16(2)27(31(47)35-24(15-26(42)43)29(45)33-19-6-8-20(9-7-19)37(48)49)36-28(44)22(12-13-25(40)41)34-30(46)23(32-17(3)38)14-18-4-10-21(39)11-5-18/h4-11,16,22-24,27,39H,12-15H2,1-3H3,(H,32,38)(H,33,45)(H,34,46)(H,35,47)(H,36,44)(H,40,41)(H,42,43)/t22-,23-,24-,27-/m0/s1
• InChIKey: QUZHEJDZSIOCKP-TTZMFTMZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(1S)-1-{[(1S)-2-carboxy-1-[(4-nitrophenyl)carbamoyl]ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-4-[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanamido]butanoic acid
• IUPAC Traditional name: (4S)-4-{[(1S)-1-{[(1S)-2-carboxy-1-[(4-nitrophenyl)carbamoyl]ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-4-[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanamido]butanoic acid
• Synonyms: Ac-Tyr-Glu-Val-Asp-PNA; Ac-YEVD-PNA; Ac-Tyr-Glu-Val-Asp-paranitroanilide

Database IDs

• PubChem SID: 162105561
• PubChem CID: 25108793

CALCULATED PROPERTIES

• Acid pKa: 3.5491369
• H Acceptors: 12
• H Donor: 8
• LogD (pH = 5.5): -2.9866185
• LogD (pH = 7.4): -6.174518
• Log P: 0.25015804
• Molar Refractivity: 169.8566 cm^3
• Polarizability: 64.78438 Å^3
• Polar Surface Area: 286.15 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false