9,10-dioxo-2-azatricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaene-2-carboxamide

• ChemBase ID: 172086
• Molecular Formular: C15H10N2O3
• Molecular Mass: 266.2515
• Monoisotopic Mass: 266.06914219
• SMILES: c12c(cccc1)n(c1c(cccc1)c(=O)c2=O)C(=O)N
• Canonical SMILES: O=c1c(=O)c2ccccc2n(c2c1cccc2)C(=O)N
• InChI: InChI=1S/C15H10N2O3/c16-15(20)17-11-7-3-1-5-9(11)13(18)14(19)10-6-2-4-8-12(10)17/h1-8H,(H2,16,20)
• InChIKey: GUBHPEHRMYFCMM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9,10-dioxo-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3,5,7,11,13-hexaene-2-carboxamide
• IUPAC Traditional name: 9,10-dioxo-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3,5,7,11,13-hexaene-2-carboxamide
• Synonyms: 10,11-Dihydro-10,11-dioxo Carbamazepine; 10,11-Dihydro-10,11-dioxo-5H-dibenz[b,f]azepine-5-carboxamide; 11-Keto Oxcarbazepine

Database IDs

• CAS Number: 537693-29-1
• PubChem SID: 164227996
• PubChem CID: 13901529

CALCULATED PROPERTIES

• Acid pKa: 15.956233
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.8786033
• LogD (pH = 7.4): 1.8786033
• Log P: 1.8786033
• Molar Refractivity: 72.448 cm^3
• Polarizability: 27.142591 Å^3
• Polar Surface Area: 80.47 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - K197500

A keto impurity of the anticonvulsant Oxcarbazepine (O869250).