benzyl N-[(2S)-1-[(2S)-2-{[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate

• ChemBase ID: 106614
• Molecular Formular: C30H40N8O7
• Molecular Mass: 624.688
• Monoisotopic Mass: 624.30199566
• SMILES: CC(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: NC(=N)NCCC[C@@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)[C@@H]1CCCN1C(=O)[C@H](C(C)C)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C30H40N8O7/c1-19(2)25(36-30(42)45-18-20-8-4-3-5-9-20)28(41)37-17-7-11-24(37)27(40)35-23(10-6-16-33-29(31)32)26(39)34-21-12-14-22(15-13-21)38(43)44/h3-5,8-9,12-15,19,23-25H,6-7,10-11,16-18H2,1-2H3,(H,34,39)(H,35,40)(H,36,42)(H4,31,32,33)/t23-,24-,25-/m0/s1
• InChIKey: YEDVOWSQIHJBBU-SDHOMARFSA-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]-3-methyl-1-oxobutan-2-yl]carbamate
• IUPAC Traditional name: benzyl N-[(2S)-1-[(2S)-2-{[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
• Synonyms: Z-Val-Pro-Arg-PNA; Z-VPR-PNA; Z-Val-Pro-Arg-paranitroanilide

Database IDs

• PubChem SID: 162105723
• PubChem CID: 25108772

CALCULATED PROPERTIES

• Acid pKa: 12.125562
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -0.28032506
• LogD (pH = 7.4): -0.2752133
• Log P: 1.6964822
• Molar Refractivity: 176.4846 cm^3
• Polarizability: 62.834816 Å^3
• Polar Surface Area: 224.56 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false