methyl (1S,14R,15E)-15-ethylidene-18-(hydroxymethyl)-17-methyl-12-oxo-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate

• ChemBase ID: 306033
• Molecular Formular: C22H26N2O4
• Molecular Mass: 382.45284
• Monoisotopic Mass: 382.18925732
• SMILES: c1ccc2c(c1)c1c([nH]2)C(=O)C[C@@H]2/C(=C\C)/CN([C@@H](C1)C2(C(=O)OC)CO)C
• Canonical SMILES: C/C=C\1/CN(C)[C@@H]2C([C@@H]1CC(=O)c1c(C2)c2c([nH]1)cccc2)(CO)C(=O)OC
• InChI: InChI=1S/C22H26N2O4/c1-4-13-11-24(2)19-9-15-14-7-5-6-8-17(14)23-20(15)18(26)10-16(13)22(19,12-25)21(27)28-3/h4-8,16,19,23,25H,9-12H2,1-3H3/b13-4-/t16-,19+,22?/m1/s1
• InChIKey: CZRUSFCSECMUDS-BVVQGLQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,14R,15E)-15-ethylidene-18-(hydroxymethyl)-17-methyl-12-oxo-10,17-diazatetracyclo[12.3.1.0^3,^1^1.0^4,^9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
• IUPAC Traditional name: methyl (1S,14R,15E)-15-ethylidene-18-(hydroxymethyl)-17-methyl-12-oxo-10,17-diazatetracyclo[12.3.1.0^3,^1^1.0^4,^9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
• Synonyms: Gelsempervine A

Database IDs

• CAS Number: 865187-17-3

CALCULATED PROPERTIES

• Acid pKa: 12.330692
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.4144334
• LogD (pH = 7.4): 1.532872
• Log P: 1.6062442
• Molar Refractivity: 107.6823 cm^3
• Polarizability: 42.58174 Å^3
• Polar Surface Area: 82.63 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder