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

• ChemBase ID: 304248
• Molecular Formular: C23H31NO3
• Molecular Mass: 369.49714
• Monoisotopic Mass: 369.23039386
• SMILES: [C@H]12C[C@@H]3[C@@]4([C@]5(C1=O)C1=C(CC[C@@H]4CN3C[C@H]2C)CC[C@@H]1[C@@H](C5)C(=O)OC)C
• Canonical SMILES: COC(=O)[C@@H]1C[C@]23C4=C(CC[C@H]14)CC[C@H]1[C@]3(C)[C@H]3C[C@@H](C2=O)[C@H](C)CN3C1
• InChI: InChI=1S/C23H31NO3/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/h12,14-18H,4-11H2,1-3H3/t12-,14-,15-,16?,17-,18-,22-,23+/m1/s1
• InChIKey: UMIPHFQOKSWKPK-QHRIWMFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,2S,3R,5R,6S,10S,16R,17R)-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]icos-13(19)-ene-17-carboxylate
• IUPAC Traditional name: methyl (1R,2S,3R,5R,6S,10S,16R,17R)-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]icos-13(19)-ene-17-carboxylate
• Synonyms: Daphniyunnine A

Database IDs

• CAS Number: 881388-87-0

CALCULATED PROPERTIES

• Acid pKa: 19.025908
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.79497653
• LogD (pH = 7.4): -0.50204307
• Log P: 2.7010496
• Molar Refractivity: 103.278 cm^3
• Polarizability: 40.840916 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder