SCS-C000873
penzonemycin A
Pathway: Shikimates and Phenylpropanoids
Superclass: Phenolic acids (C6-C1)
Class: Simple phenolic acids
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
Streptomyces sp. SCSIO 40020
(bacterium)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
NA
Pearl River Estuary
· 28 m
· E 114.0432°, N 22.0194°
DOI:
10.3390/md20070449
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
293.3 Da
Threshold ≤ 500
ALogP
1.43
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C13H15N3O5
Molecular Weight:
293.2800 Da
SMILES:
CC(=O)Nc1c(C(=O)O)ccc(N/N=C(\C)C(C)=O)c1O
InChIKey:
HBSPWCBWUWURDZ-GIDUJCDVSA-N
InChI:
InChI=1S/C13H15N3O5/c1-6(7(2)17)15-16-10-5-4-9(13(20)21)11(12(10)19)14-8(3)18/h4-5,16,19H,1-3H3,(H,14,18)(H,20,21)/b15-6+
Calculated Properties
ALogP:
1.426 lipophilicity
TPSA:
128.09 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
1
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.2308 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000873
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Phenolic acids (C6-C1)
NPClassifier Class:
Simple phenolic acids
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, MCF-7, HepG-2 | 30.44–61.92 μM | 10.3390/md20070449 Marine Drugs |