SCS-C008277
homophenanthroviridone
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
319.3 Da
Threshold ≤ 500
ALogP
2.98
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H13NO4
Molecular Weight:
319.3160 Da
SMILES:
CCc1cc(O)c2c3c(ncc2c1)C(=O)c1c(O)cccc1C3=O
InChIKey:
CNEYTJYLXGLYRH-UHFFFAOYSA-N
InChI:
InChI=1S/C19H13NO4/c1-2-9-6-10-8-20-17-16(14(10)13(22)7-9)18(23)11-4-3-5-12(21)15(11)19(17)24/h3-8,21-22H,2H2,1H3
Calculated Properties
ALogP:
2.984 lipophilicity
TPSA:
87.49 Ų polar surface area
H-Bond Donors:
2
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-C008277
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 | SF-268 cells | 5.0–5.800000000000001 μM | 10.1021/acs.jnatprod.0c00719 Journal of Natural Products |
| Antitumor | IC50 | MCF-7 cells | 6.5–7.1 μM | 10.1021/acs.jnatprod.0c00719 Journal of Natural Products |
| Antitumor | IC50 | HepG2 cells | 1.2999999999999998–1.5 μM | 10.1021/acs.jnatprod.0c00719 Journal of Natural Products |
| Antibacterial | MIC | S. aureus ATCC 29213, B. thuringensis SCSIO BT01, B. subtilis 1064, M. luteus SCSIO ML01, MRSA shhs-A1 | 2.0–4.0 μg/mL | 10.1021/acs.jnatprod.0c00719 Journal of Natural Products |