(5Z,8Z,11Z,14Z)-N-[2-(3,4-dihydroxyphenyl)ethyl]icosa-5,8,11,14-tetraenamide

• ChemBase ID: 128504
• Molecular Formular: C28H41NO3
• Molecular Mass: 439.63004
• Monoisotopic Mass: 439.30864418
• SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCc1cc(c(cc1)O)O
• Canonical SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCc1ccc(c(c1)O)O
• InChI: InChI=1S/C28H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-28(32)29-23-22-25-20-21-26(30)27(31)24-25/h6-7,9-10,12-13,15-16,20-21,24,30-31H,2-5,8,11,14,17-19,22-23H2,1H3,(H,29,32)/b7-6-,10-9-,13-12-,16-15-
• InChIKey: MVVPIAAVGAWJNQ-DOFZRALJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5Z,8Z,11Z,14Z)-N-[2-(3,4-dihydroxyphenyl)ethyl]icosa-5,8,11,14-tetraenamide
• IUPAC Traditional name: N-arachidonoyl-dopamine
• Synonyms: NADA; N-Arachidonoyl dopamine

Database IDs

• CAS Number: 199875-69-9
• PubChem SID: 162222811
• PubChem CID: 5282105
• CHEMBL: 138921
• Chemspider ID: 4445314
• Wikipedia Title: N-Arachidonoyl_dopamine

CALCULATED PROPERTIES

• Acid pKa: 9.2869005
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 7.409837
• LogD (pH = 7.4): 7.404346
• Log P: 7.409908
• Molar Refractivity: 140.0023 cm^3
• Polarizability: 52.329502 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false