5-carbamimidamido-2-[(1-carboxyethyl)amino]pentanoic acid

• ChemBase ID: 128704
• Molecular Formular: C9H18N4O4
• Molecular Mass: 246.26362
• Monoisotopic Mass: 246.13280508
• SMILES: CC(NC(CCCNC(=N)N)C(=O)O)C(=O)O
• Canonical SMILES: NC(=N)NCCCC(C(=O)O)NC(C(=O)O)C
• InChI: InChI=1S/C9H18N4O4/c1-5(7(14)15)13-6(8(16)17)3-2-4-12-9(10)11/h5-6,13H,2-4H2,1H3,(H,14,15)(H,16,17)(H4,10,11,12)
• InChIKey: IMXSCCDUAFEIOE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-carbamimidamido-2-[(1-carboxyethyl)amino]pentanoic acid
• IUPAC Traditional name: 5-carbamimidamido-2-[(1-carboxyethyl)amino]pentanoic acid
• Synonyms: Octopine

Database IDs

• CAS Number: 34522-32-2
• PubChem SID: 162223010
• PubChem CID: 427
• CHEBI ID: 15805
• Chemspider ID: 414
• KEGG ID: C04137
• MeSH Name: octopine
• Wikipedia Title: Octopine

CALCULATED PROPERTIES

• Acid pKa: 2.675843
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -5.109854
• LogD (pH = 7.4): -5.1610627
• Log P: -5.1095414
• Molar Refractivity: 69.2762 cm^3
• Polarizability: 23.03181 Å^3
• Polar Surface Area: 148.53 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false