methyl (1R,9R,11S,14E,15S,17S)-14-ethylidene-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3,5,7-triene-19-carboxylate

• ChemBase ID: 304084
• Molecular Formular: C20H22N2O3
• Molecular Mass: 338.40028
• Monoisotopic Mass: 338.16304257
• SMILES: c1ccc2c(c1)[C@@]13[C@]4(N2)[C@H]2N([C@H](C1)O4)C/C(=C/C)/[C@@H](C2)C3C(=O)OC
• Canonical SMILES: COC(=O)C1[C@@H]2C[C@H]3[C@@]45[C@@]1(C[C@H](O4)N3C/C/2=C/C)c1ccccc1N5
• InChI: InChI=1S/C20H22N2O3/c1-3-11-10-22-15-8-12(11)17(18(23)24-2)19-9-16(22)25-20(15,19)21-14-7-5-4-6-13(14)19/h3-7,12,15-17,21H,8-10H2,1-2H3/b11-3-/t12-,15+,16+,17?,19+,20+/m1/s1
• InChIKey: BDXYPHKGNUGUFG-SXWLUWACSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,9R,11S,14E,15S,17S)-14-ethylidene-18-oxa-2,12-diazahexacyclo[9.6.1.1^9,^1^5.0^1,^9.0^3,^8.0^1^2,^1^7]nonadeca-3,5,7-triene-19-carboxylate
• IUPAC Traditional name: methyl (1R,9R,11S,14E,15S,17S)-14-ethylidene-18-oxa-2,12-diazahexacyclo[9.6.1.1^9,^1^5.0^1,^9.0^3,^8.0^1^2,^1^7]nonadeca-3,5,7-triene-19-carboxylate
• Synonyms: Picrinine

Database IDs

• CAS Number: 4684-32-6

CALCULATED PROPERTIES

• Acid pKa: 11.633543
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.2548363
• LogD (pH = 7.4): 2.3508723
• Log P: 2.352271
• Molar Refractivity: 94.2985 cm^3
• Polarizability: 36.348873 Å^3
• Polar Surface Area: 50.8 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder