(10R)-10-[(5S)-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3,5,11-trioxatricyclo[7.3.0.02,6]dodeca-1(9),2(6),7-trien-12-one

• ChemBase ID: 312906
• Molecular Formular: C20H17NO6
• Molecular Mass: 367.35208
• Monoisotopic Mass: 367.10558727
• SMILES: [C@@H]1(c2c(C(=O)O1)c1c(cc2)OCO1)[C@@H]1c2c(cc3c(c2)OCO3)CCN1C
• Canonical SMILES: CN1CCc2c([C@H]1[C@@H]1OC(=O)c3c1ccc1c3OCO1)cc1c(c2)OCO1
• InChI: InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18+/m0/s1
• InChIKey: IYGYMKDQCDOMRE-ZWKOTPCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10R)-10-[(5S)-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3,5,11-trioxatricyclo[7.3.0.0^2,^6]dodeca-1(9),2(6),7-trien-12-one
• IUPAC Traditional name: bicuculline
• Synonyms: D-Bicuculline; (+)-Bicuculline

Database IDs

• CAS Number: 485-49-4

CALCULATED PROPERTIES

• Acid pKa: 14.719359
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 0.7533164
• LogD (pH = 7.4): 2.3607793
• Log P: 2.6769574
• Molar Refractivity: 93.4534 cm^3
• Polarizability: 36.674076 Å^3
• Polar Surface Area: 66.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: GABA Receptor

Product Information

• Salt Data: Free Base