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COCONUT Compound
(1~{R},9~{R},10~{S})-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6,13-tetraen-12-one
CNP0112861.3 · C19H23NO4 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | (1~{R},9~{R},10~{S})-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6,13-tetraen-12-one |
|---|---|
| COCONUT ID | CNP0112861.3 |
| InChIKey | OWDQPILTDJLGCN-VPZZIHKRSA-N |
| InChI | InChI=1S/C19H23NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,10,12-13,22H,6-9H2,1-3H3/t12-,13-,19+/m1/s1 |
| SMILES | COC1=C[C@]23CCN(C)[C@H](CC4=CC=C(OC)C(O)=C42)[C@H]3CC1=O |
Properties
| Molecular Formula | C19H23NO4 |
|---|---|
| Molecular Weight | 329.40 |
| Exact Mass | 329.16271 |
| Log P (ALogP) | 2.02 |
| TPSA | 59.00 |
| H-Bond Donors / Acceptors | 1 / 5 |
| Rotatable Bonds | 2 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.90 |
| NP-likeness | 2.05 |
Classification
| NP Pathway | Alkaloids |
|---|---|
| NP Superclass | Tyrosine alkaloids |
| NP Class | Isoquinoline alkaloids |
| Chemical Superclass | Alkaloids and derivatives |
| Chemical Class | Morphinans |
| Chemical Subclass | Morphinans |
Reported in GR-MAPs Plants
| Acorus calamus | as “Acorus Calamus” in COCONUT |
|---|
References (1)
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.