N-[(2R,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]acetamide

• ChemBase ID: 4614
• Molecular Formular: C20H39NO3
• Molecular Mass: 341.52856
• Monoisotopic Mass: 341.29299411
• SMILES: O=C(C)N[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)CO
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@H](NC(=O)C)CO)O
• InChI: InChI=1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20-/m1/s1
• InChIKey: BLTCBVOJNNKFKC-KTEGJIGUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]acetamide
• IUPAC Traditional name: N-[(2R,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]acetamide
• Synonyms: N-[(1R,2R,3E)-2-hydroxy-1-(hydroxymethyl)heptadec-3-en-1-yl]acetamide

Database IDs

• PubChem SID: 99443431; 160968046
• PubChem CID: 12302745

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.590839
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 4.3854265
• LogD (pH = 7.4): 4.3854265
• Log P: 4.3854265
• Molar Refractivity: 101.3358 cm^3
• Polarizability: 39.77093 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 5.27
• LOG S: -5.06
• Solubility (Water): 2.96e-03 g/l

DETAILS

DrugBank - DB06960

Drug information: experimental