(2Z)-3-amino-4-phosphonobut-2-enoic acid

• ChemBase ID: 220687
• Molecular Formular: C4H8NO5P
• Molecular Mass: 181.083781
• Monoisotopic Mass: 181.01400899
• SMILES: P(=O)(C/C(=C/C(=O)O)/N)(O)O
• Canonical SMILES: N/C(=C\C(=O)O)/CP(=O)(O)O
• InChI: InChI=1S/C4H8NO5P/c5-3(1-4(6)7)2-11(8,9)10/h1H,2,5H2,(H,6,7)(H2,8,9,10)/b3-1-
• InChIKey: MXCFJUORCXVLIB-IWQZZHSRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-3-amino-4-phosphonobut-2-enoic acid
• IUPAC Traditional name: (2Z)-3-amino-4-phosphonobut-2-enoic acid

Database IDs

• PubChem SID: 164276597
• PubChem CID: 42648642

CALCULATED PROPERTIES

• Acid pKa: 1.4090594
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -6.561688
• LogD (pH = 7.4): -7.7628613
• Log P: -3.9187977
• Molar Refractivity: 37.3299 cm^3
• Polarizability: 14.082931 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds