methyl (1S,10R,12S,19S)-12-ethenyl-9-oxo-8,16-diazapentacyclo[10.6.1.01,10.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

• ChemBase ID: 304759
• Molecular Formular: C21H22N2O3
• Molecular Mass: 350.41098
• Monoisotopic Mass: 350.16304257
• SMILES: c1ccc2c(c1)[C@@]13[C@](C(=O)N2)(C(=O)OC)C[C@]2([C@@H]1N(CC=C2)CC3)C=C
• Canonical SMILES: COC(=O)[C@@]12C[C@]3([C@H]4[C@@]2(CCN4CC=C3)c2c(NC1=O)cccc2)C=C
• InChI: InChI=1S/C21H22N2O3/c1-3-19-9-6-11-23-12-10-20(16(19)23)14-7-4-5-8-15(14)22-17(24)21(20,13-19)18(25)26-2/h3-9,16H,1,10-13H2,2H3,(H,22,24)/t16-,19-,20+,21+/m0/s1
• InChIKey: JTSSMMKHJYRYEG-VRXWPRPYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,10R,12S,19S)-12-ethenyl-9-oxo-8,16-diazapentacyclo[10.6.1.0^1,^1^0.0^2,^7.0^1^6,^1^9]nonadeca-2,4,6,13-tetraene-10-carboxylate
• IUPAC Traditional name: methyl (1S,10R,12S,19S)-12-ethenyl-9-oxo-8,16-diazapentacyclo[10.6.1.0^1,^1^0.0^2,^7.0^1^6,^1^9]nonadeca-2,4,6,13-tetraene-10-carboxylate
• Synonyms: 3-(Methoxycarbonyl)meloscine; Scandine

Database IDs

• CAS Number: 24314-59-8

CALCULATED PROPERTIES

• Acid pKa: 13.056435
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.5751272
• LogD (pH = 7.4): 1.1943215
• Log P: 2.1740935
• Molar Refractivity: 100.4277 cm^3
• Polarizability: 38.03892 Å^3
• Polar Surface Area: 58.64 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder