SCS-C006048
mayamycin A
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
Streptomyces globisporus SCSIO LCY30
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces globisporus
South China Sea
DOI:
10.3390/md22010021
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
463.5 Da
Threshold ≤ 500
ALogP
2.84
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H25NO7
Molecular Weight:
463.4860 Da
SMILES:
CNC1CC(c2c(O)c3c(c4c(O)cc(C)cc24)C(=O)c2cccc(O)c2C3=O)OC(C)C1O
InChIKey:
ZVIQDPQQFMVLGU-UHFFFAOYSA-N
InChI:
InChI=1S/C26H25NO7/c1-10-7-13-18(16(29)8-10)21-22(25(32)19-12(24(21)31)5-4-6-15(19)28)26(33)20(13)17-9-14(27-3)23(30)11(2)34-17/h4-8,11,14,17,23,27-30,33H,9H2,1-3H3
Calculated Properties
ALogP:
2.839 lipophilicity
TPSA:
136.32 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
8
Rotatable Bonds:
2
Ring Count:
5
(3 aromatic)
Chiral Centers:
4
Fsp³:
0.3077 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006048
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 |
|---|---|---|---|---|
| Antibacterial | MIC | Micrococcus luteus ML01 | 1.0 μg/mL | 10.3390/md22010021 Marine Drugs |
| Antitumor | IC50 | MDA-MB-231 cells | 0.6 μM | 10.3390/md22010021 Marine Drugs |
| Antitumor | IC50 | MDA-MB-468 cells | 2.22 μM | 10.3390/md22010021 Marine Drugs |
| Antitumor | IC50 | Bt-549 cells | 1.88 μM | 10.3390/md22010021 Marine Drugs |