SCS-C000043
Pseudonocardian A
Pathway: Alkaloids
Chemical Structure
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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
Pseudonocardia sp.
(actinomycete)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Pseudonocardiales
Family
Pseudonocardiaceae
Genus
Pseudonocardia
Species
NA
South China Sea
· -3258m
· E 120°0.975′ N 19°0.664′
DOI:
10.3390/md9081428
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
342.3 Da
Threshold ≤ 500
ALogP
0.01
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H18N2O5
Molecular Weight:
342.3000 Da
SMILES:
Cc1cc(=O)n(C)c2c1C(=O)c1c(C)cc(=O)n3c1[C@@]2(O)C[C@]3(C)O
InChIKey:
SYJMTTDAMXRJRO-ZWKOTPCHSA-N
InChI:
InChI=1S/C18H18N2O5/c1-8-5-10(21)19(4)15-12(8)14(23)13-9(2)6-11(22)20-16(13)18(15,25)7-17(20,3)24/h5-6,24-25H,7H2,1-4H3/t17-,18+/m0/s1
Calculated Properties
ALogP:
0.013 lipophilicity
TPSA:
101.53 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
7
Rotatable Bonds:
0
Ring Count:
4
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.3889 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000043
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.
This entry contained an incomplete legacy activity record. The assay rows below were restored
from the linked primary publication and are used only until the structured database record is corrected.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antibacterial Chemical note: diazaanthraquinone derivative | MIC | Bacillus thuringiensis SCSIO BT01 | 4 µg/mL | 10.3390/md9081428 Marine Drugs |
| Antibacterial Chemical note: diazaanthraquinone derivative | MIC | Staphylococcus aureus ATCC 29213 | 4 µg/mL | 10.3390/md9081428 Marine Drugs |
| Antibacterial Chemical note: diazaanthraquinone derivative | MIC | Enterococcus faecalis ATCC 29212 | 2 µg/mL | 10.3390/md9081428 Marine Drugs |
| Cytotoxicity Chemical note: diazaanthraquinone derivative | IC50 | SF-268 | 0.028 µM | 10.3390/md9081428 Marine Drugs |
| Cytotoxicity Chemical note: diazaanthraquinone derivative | IC50 | MCF-7 | 0.027 µM | 10.3390/md9081428 Marine Drugs |
| Cytotoxicity Chemical note: diazaanthraquinone derivative | IC50 | NCI-H460 | 0.209 µM | 10.3390/md9081428 Marine Drugs |