SCS-C001940
cochliomycin D
Pathway: Polyketides
Superclass: Macrolides
Class: Zearalenones
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
Cochliobolus lunatus
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Curvularia
Species
Cochliobolus lunatus
South China Sea
DOI:
10.1016/j.tetlet.2017.08.021
· Tetrahedron Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
362.4 Da
Threshold ≤ 500
ALogP
1.60
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H22O7
Molecular Weight:
362.4000 Da
SMILES:
COc1cc(O)c2c(c1)/C=C/C[C@@H](O)[C@H](O)C(=O)/C=C/C[C@H](C)OC2=O
InChIKey:
NEQZWEXWOFPKOT-KMIRMROWSA-N
InChI:
InChI=1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3/b6-4+,7-3+/t11-,15+,18+/m0/s1
Calculated Properties
ALogP:
1.600 lipophilicity
TPSA:
113.29 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
1
Ring Count:
2
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.3684 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001940
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Zearalenones
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 |
|---|---|---|---|---|
| Antifouling | EC50 | larval settlement of Balanus amphitrite | 17.3 μg/mL | 10.1016/j.tetlet.2017.08.021 Tetrahedron Letters |