(2R)-5-amino-2-(3-carboxypropanamido)pentanoic acid

• ChemBase ID: 3244
• Molecular Formular: C9H16N2O5
• Molecular Mass: 232.23374
• Monoisotopic Mass: 232.10592162
• SMILES: NCCC[C@@H](NC(=O)CCC(=O)O)C(=O)O
• Canonical SMILES: NCCC[C@H](C(=O)O)NC(=O)CCC(=O)O
• InChI: InChI=1S/C9H16N2O5/c10-5-1-2-6(9(15)16)11-7(12)3-4-8(13)14/h6H,1-5,10H2,(H,11,12)(H,13,14)(H,15,16)/t6-/m1/s1
• InChIKey: VWXQFHJBQHTHMK-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-5-amino-2-(3-carboxypropanamido)pentanoic acid
• IUPAC Traditional name: @N~2~-succinylornithine
• Synonyms: N~2~-Succinylornithine

Database IDs

• PubChem SID: 46507657; 160966686
• PubChem CID: 17754185

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.3188365
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.200376
• LogD (pH = 7.4): -6.8827434
• Log P: -4.065901
• Molar Refractivity: 53.5456 cm^3
• Polarizability: 21.264698 Å^3
• Polar Surface Area: 129.72 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.37
• LOG S: -1.08
• Solubility (Water): 1.93e+01 g/l

DETAILS

DrugBank - DB03582

Drug information: experimental