(2S)-2-[(2R)-2-amino-3-methylbutanamido]-N-[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]-4-methylpentanamide

• ChemBase ID: 106626
• Molecular Formular: C23H38N8O5
• Molecular Mass: 506.59842
• Monoisotopic Mass: 506.29651636
• SMILES: CC(C)C[C@H](NC(=O)[C@H](N)C(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CCCNC(=N)N)NC(=O)[C@@H](C(C)C)N)C
• InChI: InChI=1S/C23H38N8O5/c1-13(2)12-18(30-22(34)19(24)14(3)4)21(33)29-17(6-5-11-27-23(25)26)20(32)28-15-7-9-16(10-8-15)31(35)36/h7-10,13-14,17-19H,5-6,11-12,24H2,1-4H3,(H,28,32)(H,29,33)(H,30,34)(H4,25,26,27)/t17-,18-,19+/m0/s1
• InChIKey: ZNKZJCICBFSACN-GBESFXJTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2R)-2-amino-3-methylbutanamido]-N-[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]-4-methylpentanamide
• IUPAC Traditional name: (2S)-2-[(2R)-2-amino-3-methylbutanamido]-N-[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]-4-methylpentanamide
• Synonyms: D-Val-Leu-Arg-PNA; D-VLR-PNA; D-Val-Leu-Arg-paranitroanilide

Database IDs

• PubChem SID: 162105556
• PubChem CID: 122333

CALCULATED PROPERTIES

• Acid pKa: 11.616857
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -4.0059056
• LogD (pH = 7.4): -2.3295343
• Log P: 0.49905723
• Molar Refractivity: 146.7891 cm^3
• Polarizability: 51.72303 Å^3
• Polar Surface Area: 221.04 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false