(2R,3E)-2-amino-4-methyl-5-phosphonopent-3-enoic acid

• ChemBase ID: 126480
• Molecular Formular: C6H12NO5P
• Molecular Mass: 209.136941
• Monoisotopic Mass: 209.04530912
• SMILES: C/C(=C\[C@H](C(=O)O)N)/CP(=O)(O)O
• Canonical SMILES: C/C(=C\[C@H](C(=O)O)N)/CP(=O)(O)O
• InChI: InChI=1S/C6H12NO5P/c1-4(3-13(10,11)12)2-5(7)6(8)9/h2,5H,3,7H2,1H3,(H,8,9)(H2,10,11,12)/b4-2+/t5-/m1/s1
• InChIKey: BDYHNCZIGYIOGJ-XWCPEMDWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3E)-2-amino-4-methyl-5-phosphonopent-3-enoic acid
• IUPAC Traditional name: (2R,3E)-2-amino-4-methyl-5-phosphonopent-3-enoic acid
• Synonyms: CGP-37849, CGP-40116; CGP-37849

Database IDs

• CAS Number: 137424-81-8
• PubChem SID: 162220813
• PubChem CID: 6604869
• CHEMBL: 29811
• Chemspider ID: 5037128
• Wikipedia Title: CGP-37849

CALCULATED PROPERTIES

• Acid pKa: 1.6022543
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.6923366
• LogD (pH = 7.4): -6.3470707
• Log P: -2.994566
• Molar Refractivity: 45.6821 cm^3
• Polarizability: 18.003891 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true