(3S)-3-[(5R)-4-hydroxy-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6,7-dimethoxy-1,3-dihydro-2-benzofuran-1-one

• ChemBase ID: 128555
• Molecular Formular: C21H21NO7
• Molecular Mass: 399.39394
• Monoisotopic Mass: 399.13180202
• SMILES: CN1CCc2cc3c(c(c2[C@@H]1[C@@H]1c2c(c(c(cc2)OC)OC)C(=O)O1)O)OCO3
• Canonical SMILES: COc1c(OC)ccc2c1C(=O)O[C@@H]2[C@@H]1N(C)CCc2c1c(O)c1c(c2)OCO1
• InChI: InChI=1S/C21H21NO7/c1-22-7-6-10-8-13-20(28-9-27-13)17(23)14(10)16(22)18-11-4-5-12(25-2)19(26-3)15(11)21(24)29-18/h4-5,8,16,18,23H,6-7,9H2,1-3H3/t16-,18+/m1/s1
• InChIKey: LMGZCSKYOKDBES-AEFFLSMTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-[(5R)-4-hydroxy-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6,7-dimethoxy-1,3-dihydro-2-benzofuran-1-one
• IUPAC Traditional name: narcotoline
• Synonyms: Narcotoline

Database IDs

• CAS Number: 521-40-4
• EC Number: 208-313-6
• PubChem SID: 162222862
• PubChem CID: 442330
• Wikipedia Title: Narcotoline

CALCULATED PROPERTIES

• Acid pKa: 6.096837
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 0.58479685
• LogD (pH = 7.4): 2.1564693
• Log P: 1.4224626
• Molar Refractivity: 102.5938 cm^3
• Polarizability: 39.86957 Å^3
• Polar Surface Area: 86.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true