SCS-C008278
homophenanthridonamide
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Angucyclines
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Micromonospora echinospora
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Micromonosporales
Family
Micromonosporaceae
Genus
Micromonospora
Species
Micromonospora echinospora
South China Sea
· 3025 m
DOI:
10.1021/acs.jnatprod.0c00719
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
335.3 Da
Threshold ≤ 500
ALogP
2.28
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H13NO5
Molecular Weight:
335.3150 Da
SMILES:
CCc1cc(O)c2c3c([nH]c(=O)c2c1)C(=O)c1c(O)cccc1C3=O
InChIKey:
QEGZAXWHLPCIMS-UHFFFAOYSA-N
InChI:
InChI=1S/C19H13NO5/c1-2-8-6-10-13(12(22)7-8)15-16(20-19(10)25)18(24)14-9(17(15)23)4-3-5-11(14)21/h3-7,21-22H,2H2,1H3,(H,20,25)
Calculated Properties
ALogP:
2.277 lipophilicity
TPSA:
107.46 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
1
Ring Count:
4
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.1053 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008278
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Angucyclines
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 |
|---|---|---|---|---|
| Antitumor | IC50 | HepG2 cells | 4.0 μM | 10.1021/acs.jnatprod.0c00719 Journal of Natural Products |