(2S)-2-benzyl-N-hydroxy-N'-[(1S)-1-({[(4-nitrophenyl)carbamoyl]methyl}carbamoyl)ethyl]propanediamide

• ChemBase ID: 5082
• Molecular Formular: C21H23N5O7
• Molecular Mass: 457.43662
• Monoisotopic Mass: 457.1597481
• SMILES: ONC(=O)[C@@H](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)NCC(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: ONC(=O)[C@H](C(=O)N[C@H](C(=O)NCC(=O)Nc1ccc(cc1)[N+](=O)[O-])C)Cc1ccccc1
• InChI: InChI=1S/C21H23N5O7/c1-13(23-20(29)17(21(30)25-31)11-14-5-3-2-4-6-14)19(28)22-12-18(27)24-15-7-9-16(10-8-15)26(32)33/h2-10,13,17,31H,11-12H2,1H3,(H,22,28)(H,23,29)(H,24,27)(H,25,30)/t13-,17-/m0/s1
• InChIKey: TZWQPWGUQCSKDW-GUYCJALGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-benzyl-N-hydroxy-N'-[(1S)-1-({[(4-nitrophenyl)carbamoyl]methyl}carbamoyl)ethyl]propanediamide
• IUPAC Traditional name: (2S)-2-benzyl-N-hydroxy-N'-[(1S)-1-({[(4-nitrophenyl)carbamoyl]methyl}carbamoyl)ethyl]propanediamide
• Synonyms: HONH-BENZYLMALONYL-L-ALANYLGLYCINE-P-NITROANILIDE

Database IDs

• PubChem SID: 160968513; 99443905
• PubChem CID: 46937074

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.778652
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 0.7123737
• LogD (pH = 7.4): 0.69489706
• Log P: 0.7126012
• Molar Refractivity: 117.548 cm^3
• Polarizability: 43.962624 Å^3
• Polar Surface Area: 182.45 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.07
• LOG S: -4.64
• Solubility (Water): 1.05e-02 g/l

DETAILS

DrugBank - DB07434

Drug information: experimental