(2S)-2-amino-5-(2-phosphonoacetamido)pentanoic acid

• ChemBase ID: 1778
• Molecular Formular: C7H15N2O6P
• Molecular Mass: 254.177561
• Monoisotopic Mass: 254.06677284
• SMILES: N[C@@H](CCCNC(=O)CP(=O)(O)O)C(=O)O
• Canonical SMILES: O=C(CP(=O)(O)O)NCCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C7H15N2O6P/c8-5(7(11)12)2-1-3-9-6(10)4-16(13,14)15/h5H,1-4,8H2,(H,9,10)(H,11,12)(H2,13,14,15)/t5-/m0/s1
• InChIKey: FCIHAQFHXJOLIF-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-(2-phosphonoacetamido)pentanoic acid
• IUPAC Traditional name: (2S)-2-amino-5-(2-phosphonoacetamido)pentanoic acid
• Synonyms: N-(Phosphonoacetyl)-L-Ornithine

Database IDs

• CAS Number: 63446-55-9
• PubChem SID: 46505486; 160965234
• PubChem CID: 124992

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4802191
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -7.0263705
• LogD (pH = 7.4): -7.5586586
• Log P: -4.251106
• Molar Refractivity: 53.6426 cm^3
• Polarizability: 21.422403 Å^3
• Polar Surface Area: 149.95 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.45
• LOG S: -1.64
• Solubility (Water): 5.85e+00 g/l

DETAILS

DrugBank - DB02011

Drug information: experimental