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

• ChemBase ID: 3562
• Molecular Formular: C12H21N3O6
• Molecular Mass: 303.31164
• Monoisotopic Mass: 303.14303541
• SMILES: C[C@@H](NC(=O)CCCC[C@@H](NC(=O)C[NH3+])C(=O)[O-])C(=O)O
• Canonical SMILES: [NH3+]CC(=O)N[C@@H](C(=O)[O-])CCCCC(=O)N[C@@H](C(=O)O)C
• InChI: InChI=1S/C12H21N3O6/c1-7(11(18)19)14-9(16)5-3-2-4-8(12(20)21)15-10(17)6-13/h7-8H,2-6,13H2,1H3,(H,14,16)(H,15,17)(H,18,19)(H,20,21)/t7-,8-/m1/s1
• InChIKey: ZMQJQOKNTYQVHO-HTQZYQBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(2-azaniumylacetamido)-6-{[(1R)-1-carboxyethyl]carbamoyl}hexanoate
• IUPAC Traditional name: (2R)-2-(2-aminioacetamido)-6-{[(1R)-1-carboxyethyl]carbamoyl}hexanoate
• Synonyms: Glycyl-L-Alpha-Amino-Epsilon-Pimelyl-D-Alanine

Database IDs

• PubChem SID: 160967000; 46506012
• PubChem CID: 17754144

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.2827072
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.550418
• LogD (pH = 7.4): -7.2275476
• Log P: -4.3203144
• Molar Refractivity: 92.7205 cm^3
• Polarizability: 27.878874 Å^3
• Polar Surface Area: 163.27 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.52
• LOG S: -1.93
• Solubility (Water): 4.22e+00 g/l

DETAILS

DrugBank - DB03927

Drug information: experimental