SCS-C006953
methyl 9-bromo-2-oxo-3,10-diazabicyclo[5.3.0]deca-1(7),5,8-triene-6-carboxylate
Pathway: Alkaloids
Chemical Structure
![Structure of methyl 9-bromo-2-oxo-3,10-diazabicyclo[5.3.0]deca-1(7),5,8-triene-6-carboxylate](/scsmarinenp/static/images/structures/SCS-C006953.png)
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Phakellia fusca
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Axinellida
Family
Axinellidae
Genus
Phakellia
Species
Phakellia fusca
South China Sea
DOI:
10.1016/j.phytochem.2024.114250
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
285.1 Da
Threshold ≤ 500
ALogP
1.08
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C10H9BrN2O3
Molecular Weight:
285.0970 Da
SMILES:
COC(=O)C1=CCNC(=O)c2[nH]c(Br)cc21
InChIKey:
ZCUCWCAFDIHFQE-UHFFFAOYSA-N
InChI:
InChI=1S/C10H9BrN2O3/c1-16-10(15)5-2-3-12-9(14)8-6(5)4-7(11)13-8/h2,4,13H,3H2,1H3,(H,12,14)
Calculated Properties
ALogP:
1.077 lipophilicity
TPSA:
71.19 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
1
Ring Count:
2
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.2000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006953
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Anti-inflammatory | IL-6 production inhibition | IL-6 | — Structured numeric value is not available in this record; see the primary reference. | 10.1016/j.phytochem.2024.114250 Phytochemistry |
| Antitumor | cytotoxicity against RAW264.7 cells | RAW264.7 cells | compounds 2a, 2b, 4a-7b, 10, 12 and 13, which showed no significant cytotoxicity, were evaluated for their anti-inflammatory activity | 10.1016/j.phytochem.2024.114250 Phytochemistry |