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COCONUT Compound
(1~{R},13~{S},18~{S})-5,7-dioxa-12-azapentacyclo[10.5.2.0^{1,13}.0^{2,10}.0^{4,8}]nonadeca-2,4(8),9,16-tetraen-18-ol
CNP0281074.2 · C16H17NO3 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | (1~{R},13~{S},18~{S})-5,7-dioxa-12-azapentacyclo[10.5.2.0^{1,13}.0^{2,10}.0^{4,8}]nonadeca-2,4(8),9,16-tetraen-18-ol |
|---|---|
| COCONUT ID | CNP0281074.2 |
| InChIKey | WACRUQHXMQEKEV-ARFHVFGLSA-N |
| InChI | InChI=1S/C16H17NO3/c18-15-8-17-7-10-5-12-13(20-9-19-12)6-11(10)16(15)4-2-1-3-14(16)17/h2,4-6,14-15,18H,1,3,7-9H2/t14-,15+,16+/m0/s1 |
| SMILES | O[C@@H]1CN2CC3=CC4=C(C=C3[C@@]13C=CCC[C@H]23)OCO4 |
Properties
| Molecular Formula | C16H17NO3 |
|---|---|
| Molecular Weight | 271.32 |
| Exact Mass | 271.12084 |
| Log P (ALogP) | 1.56 |
| TPSA | 41.93 |
| H-Bond Donors / Acceptors | 1 / 4 |
| Rotatable Bonds | 0 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.73 |
| NP-likeness | 2.05 |
Classification
| NP Pathway | Alkaloids |
|---|---|
| NP Superclass | Tyrosine alkaloids |
| NP Class | Isoquinoline alkaloids |
| Chemical Superclass | Organoheterocyclic compounds |
| Chemical Class | Quinolines and derivatives |
| Chemical Subclass | Benzoquinolines |
Reported in GR-MAPs Plants
| Commiphora wightii | as “Commiphora wightii” 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.