N-[(2R)-1-hydroxypropan-2-yl]icosa-5,8,11,14-tetraenamide

• ChemBase ID: 128304
• Molecular Formular: C23H39NO2
• Molecular Mass: 361.56126
• Monoisotopic Mass: 361.29807949
• SMILES: O=C(N[C@H](C)CO)CCC/C=C/C/C=C/C/C=C/C/C=C/CCCCC
• Canonical SMILES: CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)N[C@@H](CO)C
• InChI: InChI=1S/C23H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(26)24-22(2)21-25/h7-8,10-11,13-14,16-17,22,25H,3-6,9,12,15,18-21H2,1-2H3,(H,24,26)/t22-/m1/s1
• InChIKey: SQKRUBZPTNJQEM-JOCHJYFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R)-1-hydroxypropan-2-yl]icosa-5,8,11,14-tetraenamide
• IUPAC Traditional name: N-[(2R)-1-hydroxypropan-2-yl]icosa-5,8,11,14-tetraenamide
• Synonyms: AM-356; Arachidonyl-1'-hydroxy-2'-propylamide; Methanandamide

Database IDs

• CAS Number: 157182-49-5
• PubChem SID: 162222612
• PubChem CID: 18346297; 6321351
• CHEMBL: 120526
• Chemspider ID: 4881984
• Wikipedia Title: Methanandamide

CALCULATED PROPERTIES

• Acid pKa: 15.0486
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.7303762
• LogD (pH = 7.4): 5.730377
• Log P: 5.730377
• Molar Refractivity: 117.384 cm^3
• Polarizability: 43.9922 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false