tert-butyl N-({[(1S)-1-{[(1S)-2-hydroxy-1-[(4-nitrophenyl)carbamoyl]ethyl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamate

• ChemBase ID: 106615
• Molecular Formular: C22H33N5O8
• Molecular Mass: 495.52612
• Monoisotopic Mass: 495.23291304
• SMILES: CC(C)C[C@H](NC(=O)CNC(=O)OC(C)(C)C)C(=O)N[C@@H](CO)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: OC[C@@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)[C@@H](NC(=O)CNC(=O)OC(C)(C)C)CC(C)C
• InChI: InChI=1S/C22H33N5O8/c1-13(2)10-16(25-18(29)11-23-21(32)35-22(3,4)5)19(30)26-17(12-28)20(31)24-14-6-8-15(9-7-14)27(33)34/h6-9,13,16-17,28H,10-12H2,1-5H3,(H,23,32)(H,24,31)(H,25,29)(H,26,30)/t16-,17-/m0/s1
• InChIKey: OWOXZWGQNSTEMY-IRXDYDNUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-({[(1S)-1-{[(1S)-2-hydroxy-1-[(4-nitrophenyl)carbamoyl]ethyl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamate
• IUPAC Traditional name: tert-butyl N-({[(1S)-1-{[(1S)-2-hydroxy-1-[(4-nitrophenyl)carbamoyl]ethyl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamate
• Synonyms: Boc-Gly-Leu-Ser-PNA; Boc-GLS-PNA; Boc-Gly-Leu-Ser-paranitroanilide

Database IDs

• PubChem SID: 162105550
• PubChem CID: 25108773

CALCULATED PROPERTIES

• Acid pKa: 11.252787
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 0.8530694
• LogD (pH = 7.4): 0.8530155
• Log P: 0.85307014
• Molar Refractivity: 126.2905 cm^3
• Polarizability: 47.992672 Å^3
• Polar Surface Area: 191.68 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true