[(1~{R},12~{S},14~{R})-9-hydroxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6(17),7,9,15-tetraen-14-yl] acetate
CNP0275590.2 · C18H21NO4 · View on COCONUT ↗
Identifiers
| IUPAC Name | [(1~{R},12~{S},14~{R})-9-hydroxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6(17),7,9,15-tetraen-14-yl] acetate |
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| COCONUT ID | CNP0275590.2 |
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| InChIKey | LBXRKDGNBSYDML-DHSIGJKJSA-N |
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| InChI | InChI=1S/C18H21NO4/c1-11(20)22-13-5-6-18-7-8-19(2)10-12-3-4-14(21)17(16(12)18)23-15(18)9-13/h3-6,13,15,21H,7-10H2,1-2H3/t13-,15-,18+/m0/s1 |
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| SMILES | CC(=O)O[C@H]1C=C[C@]23CCN(C)CC4=C2C(=C(O)C=C4)O[C@H]3C1 |
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Properties
| Molecular Formula | C18H21NO4 |
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| Molecular Weight | 315.37 |
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| Exact Mass | 315.14706 |
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| Log P (ALogP) | 2.12 |
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| TPSA | 59.00 |
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| H-Bond Donors / Acceptors | 1 / 5 |
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| Rotatable Bonds | 1 |
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| Lipinski's Rule of 5 Violations | 0 |
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| QED Drug-likeness | 0.64 |
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| NP-likeness | 2.41 |
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Classification
| NP Pathway | Alkaloids |
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| NP Superclass | Tyrosine alkaloids |
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| NP Class | Amarylidaceae alkaloids |
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| Chemical Superclass | Alkaloids and derivatives |
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| Chemical Class | Amaryllidaceae alkaloids |
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| Chemical Subclass | Galanthamine-type amaryllidaceae alkaloids |
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Reported in GR-MAPs Plants
Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.
