(1S,2R,6S)-4-(4-nitronaphthalen-1-yl)-4-azatricyclo[5.2.2.0^{2,6}]undecane-3,5-dione

• ChemBase ID: 4261
• Molecular Formular: C20H18N2O4
• Molecular Mass: 350.36792
• Monoisotopic Mass: 350.12665707
• SMILES: [C@@H]12C(=O)N(c3ccc([N+](=O)[O-])c4ccccc34)C(=O)[C@@H]1[C@H]1CC[C@@H]2CC1
• Canonical SMILES: O=C1[C@@H]2[C@@H]3CC[C@H]([C@@H]2C(=O)N1c1ccc(c2c1cccc2)[N+](=O)[O-])CC3
• InChI: InChI=1S/C20H18N2O4/c23-19-17-11-5-6-12(8-7-11)18(17)20(24)21(19)15-9-10-16(22(25)26)14-4-2-1-3-13(14)15/h1-4,9-12,17-18H,5-8H2/t11-,12+,17-,18+
• InChIKey: DEJXHCDDTLTVNB-FRVJLOGJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,6S)-4-(4-nitronaphthalen-1-yl)-4-azatricyclo[5.2.2.0^{2,6}]undecane-3,5-dione
• IUPAC Traditional name: (1S,2R,6S)-4-(4-nitronaphthalen-1-yl)-4-azatricyclo[5.2.2.0^{2,6}]undecane-3,5-dione
• Synonyms: (3AALPHA,4ALPHA,7ALPHA,7AALPHA)- 3A,4,7,7A-TETRAHYDRO-2-(4-NITRO-1-NAPHTHALENYL)-4,7-ETHANO-1H-ISOINDOLE-1,3(2H)-DIONE

Database IDs

• PubChem SID: 160967693; 46506034
• PubChem CID: 5326911

CALCULATED PROPERTIES

JChem

• Acid pKa: 16.910633
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.43932
• LogD (pH = 7.4): 3.43932
• Log P: 3.43932
• Molar Refractivity: 94.5744 cm^3
• Polarizability: 37.193954 Å^3
• Polar Surface Area: 83.2 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.28
• LOG S: -4.59
• Solubility (Water): 9.03e-03 g/l

DETAILS

DrugBank - DB04709

Drug information: experimental