(2R)-2-(2-azaniumylacetamido)-6-{[(1S)-1-phosphinatoethyl]carbamoyl}hexanoate

• ChemBase ID: 1637
• Molecular Formular: C11H21N3O6P-
• Molecular Mass: 322.274701
• Monoisotopic Mass: 322.11679704
• SMILES: C[C@@H](NC(=O)CCCC[C@@H](NC(=O)C[NH3+])C(=O)[O-])P(=O)[O-]
• Canonical SMILES: [NH3+]CC(=O)N[C@@H](C(=O)[O-])CCCCC(=O)N[C@@H](P(=O)[O-])C
• InChI: InChI=1S/C11H22N3O6P/c1-7(21(19)20)13-9(15)5-3-2-4-8(11(17)18)14-10(16)6-12/h7-8,21H,2-6,12H2,1H3,(H,13,15)(H,14,16)(H,17,18)(H,19,20)/p-1/t7-,8+/m0/s1
• InChIKey: KXPXHSULSFESIR-JGVFFNPUSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(2-azaniumylacetamido)-6-{[(1S)-1-phosphinatoethyl]carbamoyl}hexanoate
• IUPAC Traditional name: (2R)-2-(2-aminioacetamido)-6-{[(1S)-1-phosphinatoethyl]carbamoyl}hexanoate
• Synonyms: Glycyl-L-a-Aminopimelyl-E-(D-2-Aminoethyl)Phosphonate

Database IDs

• PubChem SID: 160965094; 46507667
• PubChem CID: 70789210; 46936244

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8655312
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -5.7060456
• LogD (pH = 7.4): -7.3952327
• Log P: -3.9974515
• Molar Refractivity: 94.5007 cm^3
• Polarizability: 29.171429 Å^3
• Polar Surface Area: 166.1 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.31
• LOG S: -2.03
• Solubility (Water): 3.71e+00 g/l

DETAILS

DrugBank - DB01868

Drug information: experimental