(2R)-2-benzyl-4,4-dihydroxy-5-nitropentanoic acid

• ChemBase ID: 5128
• Molecular Formular: C12H15NO6
• Molecular Mass: 269.2506
• Monoisotopic Mass: 269.08993721
• SMILES: c1ccccc1C[C@@H](C(=O)O)CC(O)(O)C[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)CC(C[C@H](C(=O)O)Cc1ccccc1)(O)O
• InChI: InChI=1S/C12H15NO6/c14-11(15)10(6-9-4-2-1-3-5-9)7-12(16,17)8-13(18)19/h1-5,10,16-17H,6-8H2,(H,14,15)/t10-/m1/s1
• InChIKey: CGGNZMVODZPHHK-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-benzyl-4,4-dihydroxy-5-nitropentanoic acid
• IUPAC Traditional name: (2R)-2-benzyl-4,4-dihydroxy-5-nitropentanoic acid
• Synonyms: (2R)-4,4-dihydroxy-5-nitro-2-(phenylmethyl)pentanoic acid

Database IDs

• PubChem SID: 160968558; 99443955
• PubChem CID: 44176354

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8983967
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.99342966
• LogD (pH = 7.4): -4.2646575
• Log P: 1.0958303
• Molar Refractivity: 64.9373 cm^3
• Polarizability: 25.184097 Å^3
• Polar Surface Area: 123.58 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.24
• LOG S: -2.44
• Solubility (Water): 9.74e-01 g/l

DETAILS

DrugBank - DB07484

Drug information: experimental