(1R,4R,12S)-8-azatricyclo[6.3.1.0^{4,12}]dodecane; 2,4,6-trinitrophenol

• ChemBase ID: 85317
• Molecular Formular: C17H22N4O7
• Molecular Mass: 394.37918
• Monoisotopic Mass: 394.14884906
• SMILES: [N+](=O)(c1cc(cc(c1O)[N+](=O)[O-])[N+](=O)[O-])[O-].N12C3[C@H](CC[C@@H]3CCC1)CCC2
• Canonical SMILES: C1CN2CCC[C@@H]3C2[C@@H](C1)CC3.[O-][N+](=O)c1cc([N+](=O)[O-])c(c(c1)[N+](=O)[O-])O
• InChI: InChI=1S/C11H19N.C6H3N3O7/c1-3-9-5-6-10-4-2-8-12(7-1)11(9)10;10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h9-11H,1-8H2;1-2,10H/t9-,10-;/m0./s1
• InChIKey: HYIQHNCUBKQACW-IYPAPVHQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4R,12S)-8-azatricyclo[6.3.1.0^{4,12}]dodecane; 2,4,6-trinitrophenol
• IUPAC Traditional name: (1R,4R,12S)-8-azatricyclo[6.3.1.0^{4,12}]dodecane; trinitrophenol
• Synonyms: decahydro-1H-cyclopenta[ij]quinolizine picrate

Database IDs

• MDL Number: MFCD01571013
• PubChem SID: 162072433
• PubChem CID: 71299516

CALCULATED PROPERTIES

• Acid pKa: 1.3459297
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -0.265402
• LogD (pH = 7.4): -0.26708618
• Log P: 1.4896331
• Molar Refractivity: 50.013 cm^3
• Polarizability: 17.085136 Å^3
• Polar Surface Area: 157.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true