[3-(N-hydroxyformamido)propyl]phosphonic acid

• ChemBase ID: 2657
• Molecular Formular: C4H10NO5P
• Molecular Mass: 183.099661
• Monoisotopic Mass: 183.02965906
• SMILES: ON(CCCP(=O)(O)O)C=O
• Canonical SMILES: O=CN(CCCP(=O)(O)O)O
• InChI: InChI=1S/C4H10NO5P/c6-4-5(7)2-1-3-11(8,9)10/h4,7H,1-3H2,(H2,8,9,10)
• InChIKey: GJXWDTUCERCKIX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-(N-hydroxyformamido)propyl]phosphonic acid
• IUPAC Traditional name: fosmidomycin
• Synonyms: Fosmidomycin

Database IDs

• PubChem SID: 46508936; 160966106
• PubChem CID: 572

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8097415
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.5007024
• LogD (pH = 7.4): -4.6011925
• Log P: -2.2112334
• Molar Refractivity: 36.8349 cm^3
• Polarizability: 14.495712 Å^3
• Polar Surface Area: 98.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.11
• LOG S: -0.92
• Solubility (Water): 2.19e+01 g/l

DETAILS

DrugBank - DB02948

Drug information: experimental