benzyl N-[(2S)-1-[(2S)-2-{[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}pyrrolidin-1-yl]-4-methyl-1-oxopentan-2-yl]carbamate

• ChemBase ID: 106616
• Molecular Formular: C31H42N8O7
• Molecular Mass: 638.71458
• Monoisotopic Mass: 638.31764572
• SMILES: CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: CC(C[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CCCNC(=N)N)NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C31H42N8O7/c1-20(2)18-25(37-31(43)46-19-21-8-4-3-5-9-21)29(42)38-17-7-11-26(38)28(41)36-24(10-6-16-34-30(32)33)27(40)35-22-12-14-23(15-13-22)39(44)45/h3-5,8-9,12-15,20,24-26H,6-7,10-11,16-19H2,1-2H3,(H,35,40)(H,36,41)(H,37,43)(H4,32,33,34)/t24-,25-,26-/m0/s1
• InChIKey: XTWZFHZMBQPQDG-GSDHBNRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(2S)-1-[(2S)-2-{[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}pyrrolidin-1-yl]-4-methyl-1-oxopentan-2-yl]carbamate
• IUPAC Traditional name: benzyl N-[(2S)-1-[(2S)-2-{[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}pyrrolidin-1-yl]-4-methyl-1-oxopentan-2-yl]carbamate
• Synonyms: Z-Leu-Pro-Arg-PNA; Z-LPR-PNA; Z-Leu-Pro-Arg-paranitroanilide

Database IDs

• PubChem SID: 162105629
• PubChem CID: 25108774

CALCULATED PROPERTIES

• Acid pKa: 12.145276
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): 0.08628827
• LogD (pH = 7.4): 0.09127446
• Log P: 2.0705707
• Molar Refractivity: 181.1626 cm^3
• Polarizability: 64.66572 Å^3
• Polar Surface Area: 224.56 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false