SCS-C007414
spiromastol N
Pathway: Polyketides
Superclass: Diphenyl ethers (DPEs)
Class: Fungal DPEs
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
Spiromastix sp.
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Onygenales
Family
Spiromastigoidaceae
Genus
Spiromastigoides
Species
Spiromastix sp.
South China Sea
DOI:
10.1021/acs.jnatprod.2c00900
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
510.2 Da
Threshold ≤ 500
ALogP
6.87
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C21H20Cl4O6
Molecular Weight:
510.1970 Da
SMILES:
CCCc1c(Cl)c(OC)c(Cl)c(Oc2c(Cl)c(O)c(Cl)c3c2C(=O)O[C@H](C)C3)c1OC
InChIKey:
FTOSSCCKINOMCJ-MRVPVSSYSA-N
InChI:
InChI=1S/C21H20Cl4O6/c1-5-6-9-13(23)19(29-4)15(25)20(17(9)28-3)31-18-11-10(7-8(2)30-21(11)27)12(22)16(26)14(18)24/h8,26H,5-7H2,1-4H3/t8-/m1/s1
Calculated Properties
ALogP:
6.869 lipophilicity
TPSA:
74.22 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
6
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.3810 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007414
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Diphenyl ethers (DPEs)
NPClassifier Class:
Fungal DPEs
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 | Gram-positive pathogenic bacteria | <= 32.0 μg/mL | 10.1021/acs.jnatprod.2c00900 Journal of Natural Products |