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

• ChemBase ID: 305215
• Molecular Formular: C23H29NO3
• Molecular Mass: 367.48126
• Monoisotopic Mass: 367.21474379
• SMILES: [C@H]12C[C@@H]3[C@@]4([C@]5(C1=O)C1=C(CC[C@@H]4CN3C[C@H]2C)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)CN4C[C@H]1C
• InChI: InChI=1S/C23H29NO3/c1-12-10-24-11-14-6-4-13-5-7-15-17(21(26)27-3)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+/m1/s1
• InChIKey: ABIPGLGIPJKDMN-SBEBBMQZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,2S,3R,5R,6S,10S)-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-diene-17-carboxylate
• IUPAC Traditional name: methyl (1R,2S,3R,5R,6S,10S)-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-diene-17-carboxylate
• Synonyms: Longistylumphylline A

Database IDs

• CAS Number: 857672-34-5

CALCULATED PROPERTIES

• Acid pKa: 18.932434
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.7555295
• LogD (pH = 7.4): -0.48762357
• Log P: 2.7411127
• Molar Refractivity: 103.8873 cm^3
• Polarizability: 40.598774 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder