11-[(2Z)-3-carboxyprop-2-enamido]undecanoic acid

• ChemBase ID: 163698
• Molecular Formular: C15H25NO5
• Molecular Mass: 299.3627
• Monoisotopic Mass: 299.17327291
• SMILES: C(CCCCCCCCCNC(=O)/C=C\C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CCCCCCCCCCNC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C15H25NO5/c17-13(10-11-15(20)21)16-12-8-6-4-2-1-3-5-7-9-14(18)19/h10-11H,1-9,12H2,(H,16,17)(H,18,19)(H,20,21)/b11-10-
• InChIKey: RSFCDQINXWHUEN-KHPPLWFESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 11-[(2Z)-3-carboxyprop-2-enamido]undecanoic acid
• IUPAC Traditional name: 11-[(2Z)-3-carboxyprop-2-enamido]undecanoic acid
• Synonyms: 11-[[(2Z)-3-Carboxy-1-oxo-2-propen-1-yl]amino]undecanoic Acid; N-(10-Carboxydecanyl)maleamideic Acid

Database IDs

• CAS Number: 57079-16-0
• PubChem SID: 162257833
• PubChem CID: 10851695

CALCULATED PROPERTIES

• Acid pKa: 3.6424096
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.0016246203
• LogD (pH = 7.4): -3.244544
• Log P: 2.491457
• Molar Refractivity: 79.0719 cm^3
• Polarizability: 30.416533 Å^3
• Polar Surface Area: 103.7 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid

REFERENCES

• Kalgutkar, A., et al.: J. Med. Chem., 39, 1692 (1996)