2-(4-{hydroxy[(4-nitrophenyl)methoxy]phosphoryl}butanamido)acetic acid

• ChemBase ID: 6025
• Molecular Formular: C13H17N2O8P
• Molecular Mass: 360.256441
• Monoisotopic Mass: 360.07225214
• SMILES: [N+](=O)([O-])c1ccc(cc1)CO[P@@](=O)(O)CCCC(=O)NCC(=O)O
• Canonical SMILES: O=C(NCC(=O)O)CCC[P@@](=O)(OCc1ccc(cc1)[N+](=O)[O-])O
• InChI: InChI=1S/C13H17N2O8P/c16-12(14-8-13(17)18)2-1-7-24(21,22)23-9-10-3-5-11(6-4-10)15(19)20/h3-6H,1-2,7-9H2,(H,14,16)(H,17,18)(H,21,22)
• InChIKey: LNMNPGKCSJFAGN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{hydroxy[(4-nitrophenyl)methoxy]phosphoryl}butanamido)acetic acid
• IUPAC Traditional name: {4-[hydroxy(4-nitrophenyl)methoxyphosphoryl]butanamido}acetic acid
• Synonyms: 4-NITRO-BENZYLPHOSPHONOBUTANOYL-GLYCINE

Database IDs

• PubChem SID: 99444880; 160969450
• PubChem CID: 449242

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.889923
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -4.009452
• LogD (pH = 7.4): -5.606975
• Log P: 0.008148284
• Molar Refractivity: 82.0639 cm^3
• Polarizability: 31.570621 Å^3
• Polar Surface Area: 158.75 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.19
• LOG S: -3.39
• Solubility (Water): 1.45e-01 g/l

DETAILS

DrugBank - DB08409

Drug information: experimental