(1S,2S,9S,10S)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecane

• ChemBase ID: 4458
• Molecular Formular: C15H26N2
• Molecular Mass: 234.38034
• Monoisotopic Mass: 234.20959884
• SMILES: N12[C@H]([C@H]3C[C@H]([C@H]4N(C3)CCCC4)C1)CCCC2
• Canonical SMILES: C1CC[C@@H]2N(C1)C[C@@H]1C[C@H]2CN2[C@H]1CCCC2
• InChI: InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14-,15-/m0/s1
• InChIKey: SLRCCWJSBJZJBV-AJNGGQMLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,9S,10S)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecane
• IUPAC Traditional name: (1S,2S,9S,10S)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecane
• Synonyms: lupinidine; Pachycarpine; d-Sparteine; Esparteina; Genisteine; Sparteinum; Sparteinum sulfuricum; (-)-sparteine; Sparteine

Database IDs

• CAS Number: 90-39-1
• PubChem SID: 160967890; 99443273
• PubChem CID: 46937024; 168213

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -3.3671618
• LogD (pH = 7.4): -0.38936847
• Log P: 2.0278275
• Molar Refractivity: 71.823 cm^3
• Polarizability: 28.518066 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.98
• LOG S: -2.4
• Solubility (Water): 9.31e-01 g/l

PROPERTIES

Physical Property

• Solubility: 3.04 mg/mL at 22 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]

DETAILS

DrugBank - DB06727

• Drug Groups: experimental
• Description: Sparteine is a class 1a antiarrhythmic agent; a sodium channel blocker. It is an alkaloid and can be extracted from scotch broom. It is the predominant alkaloid in Lupinus mutabilis, and is thought to chelate the bivalents calcium and magnesium. It is not FDA approved for human use as an antiarrhythmic agent, and it is not included in the Vaughn Williams classification of antiarrhythmic drugs.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia