methyl (1R,9S,11S,14E,15R,17S)-19-[(acetyloxy)methyl]-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: 305913
• Molecular Formular: C23H26N2O5
• Molecular Mass: 410.46294
• Monoisotopic Mass: 410.18417194
• SMILES: c1ccc2c(c1)[C@@]13[C@]4(N2)[C@H]2N([C@H](C1)O4)C/C(=C/C)/[C@@H](C2)C3(COC(=O)C)C(=O)OC
• Canonical SMILES: COC(=O)C1(COC(=O)C)[C@@H]2C[C@H]3[C@@]45[C@@]1(C[C@H](O4)N3C/C/2=C/C)c1ccccc1N5
• InChI: InChI=1S/C23H26N2O5/c1-4-14-11-25-18-9-16(14)21(20(27)28-3,12-29-13(2)26)22-10-19(25)30-23(18,22)24-17-8-6-5-7-15(17)22/h4-8,16,18-19,24H,9-12H2,1-3H3/b14-4-/t16-,18+,19+,21?,22+,23+/m1/s1
• InChIKey: DXTJMQCRVFWNBD-AFHIZZRYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,9S,11S,14E,15R,17S)-19-[(acetyloxy)methyl]-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,9S,11S,14E,15R,17S)-19-[(acetyloxy)methyl]-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: Picraline

Database IDs

• CAS Number: 2671-32-1

CALCULATED PROPERTIES

• Acid pKa: 11.615286
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.9895581
• LogD (pH = 7.4): 2.0675225
• Log P: 2.0686395
• Molar Refractivity: 109.7257 cm^3
• Polarizability: 42.66674 Å^3
• Polar Surface Area: 77.1 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder