(2R,6R)-9-chloro-4-methyl-13-oxa-4-azatetracyclo[12.4.0.02,6.07,12]octadeca-1(14),7(12),8,10,15,17-hexaen-4-ium-4-olate

• ChemBase ID: 160840
• Molecular Formular: C17H16ClNO2
• Molecular Mass: 301.76744
• Monoisotopic Mass: 301.08695644
• SMILES: [C@@H]12[C@H](c3c(Oc4c1cc(cc4)Cl)cccc3)C[N+](C2)([O-])C
• Canonical SMILES: Clc1ccc2c(c1)[C@@H]1C[N+](C[C@H]1c1c(O2)cccc1)([O-])C
• InChI: InChI=1S/C17H16ClNO2/c1-19(20)9-14-12-4-2-3-5-16(12)21-17-7-6-11(18)8-13(17)15(14)10-19/h2-8,14-15H,9-10H2,1H3/t14-,15-,19?/m0/s1
• InChIKey: NKNYMFHSPDODLJ-YIYRCGFGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,6R)-9-chloro-4-methyl-13-oxa-4-azatetracyclo[12.4.0.0^2,^6.0^7,^1^2]octadeca-1(14),7(12),8,10,15,17-hexaen-4-ium-4-olate
• IUPAC Traditional name: (2R,6R)-9-chloro-4-methyl-13-oxa-4-azatetracyclo[12.4.0.0^2,^6.0^7,^1^2]octadeca-1(14),7(12),8,10,15,17-hexaen-4-ium-4-olate
• Synonyms: (3aR-trans)-5-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole 2-Oxide; Asenapine N-Oxide

Database IDs

• CAS Number: 128949-51-9
• PubChem SID: 162254975
• PubChem CID: 71313505

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.5999143
• LogD (pH = 7.4): 2.6002274
• Log P: 2.6002314
• Molar Refractivity: 83.6948 cm^3
• Polarizability: 31.916243 Å^3
• Polar Surface Area: 36.11 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A788010

A metabolite of Asenapine (A788000).

REFERENCES

• Ven der Wildenberg, H.M., et al.: Arzneim.-Forsch., 40, 540 (1990)