2-{[(5S)-5-amino-5-carboxypentyl]amino}propanedioic acid

• ChemBase ID: 1585
• Molecular Formular: C9H16N2O6
• Molecular Mass: 248.23314
• Monoisotopic Mass: 248.10083624
• SMILES: N[C@@H](CCCCNC(C(=O)O)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CCCCNC(C(=O)O)C(=O)O)N
• InChI: InChI=1S/C9H16N2O6/c10-5(7(12)13)3-1-2-4-11-6(8(14)15)9(16)17/h5-6,11H,1-4,10H2,(H,12,13)(H,14,15)(H,16,17)/t5-/m0/s1
• InChIKey: XINFXVVRMYBFMI-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(5S)-5-amino-5-carboxypentyl]amino}propanedioic acid
• IUPAC Traditional name: @nz-(dicarboxymethyl)lysine
• Synonyms: Nz-(Dicarboxymethyl)Lysine

Database IDs

• PubChem SID: 160965042; 46504965
• PubChem CID: 17754065

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.08224896
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -7.2651167
• LogD (pH = 7.4): -8.815743
• Log P: -5.6189346
• Molar Refractivity: 54.6488 cm^3
• Polarizability: 22.156412 Å^3
• Polar Surface Area: 149.95 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.07
• LOG S: -1.59
• Solubility (Water): 6.37e+00 g/l

DETAILS

DrugBank - DB01815

Drug information: experimental