(1R,2S,3R,5R,6S,10S)-17-(methoxycarbonyl)-2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.11,5.02,10.03,8.016,19]icosa-13(19),16-dien-8-ium-8-olate

• ChemBase ID: 305260
• Molecular Formular: C23H29NO4
• Molecular Mass: 383.48066
• Monoisotopic Mass: 383.20965841
• SMILES: [C@H]12C[C@@H]3[C@@]4([C@]5(C1=O)C1=C(CC[C@@H]4C[N+]3(C[C@H]2C)[O-])CCC1=C(C5)C(=O)OC)C
• Canonical SMILES: COC(=O)C1=C2CCC3=C2[C@@]2(C1)C(=O)[C@@H]1C[C@@H]4[C@@]2(C)[C@H](CC3)C[N+]4(C[C@H]1C)[O-]
• InChI: InChI=1S/C23H29NO4/c1-12-10-24(27)11-14-6-4-13-5-7-15-17(21(26)28-3)9-23(19(13)15)20(25)16(12)8-18(24)22(14,23)2/h12,14,16,18H,4-11H2,1-3H3/t12-,14-,16?,18-,22-,23+,24?/m1/s1
• InChIKey: KGESJSJJGMUDSQ-VXIRWBTFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3R,5R,6S,10S)-17-(methoxycarbonyl)-2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.1^1,^5.0^2,^1^0.0^3,^8.0^1^6,^1^9]icosa-13(19),16-dien-8-ium-8-olate
• IUPAC Traditional name: (1R,2S,3R,5R,6S,10S)-17-(methoxycarbonyl)-2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.1^1,^5.0^2,^1^0.0^3,^8.0^1^6,^1^9]icosa-13(19),16-dien-8-ium-8-olate
• Synonyms: Longistylumphylline A N-oxide; Paxiphylline D

Database IDs

• CAS Number: 1092555-02-6

CALCULATED PROPERTIES

• Acid pKa: 17.515427
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.6154594
• LogD (pH = 7.4): 1.6167213
• Log P: 1.6167376
• Molar Refractivity: 105.9322 cm^3
• Polarizability: 40.74866 Å^3
• Polar Surface Area: 66.43 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil