SCS-C007564
deoxaphomin C
Pathway: Alkaloids
Superclass: Pseudoalkaloids
Class: Cytochalasan alkaloids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Curvularia verruculosa CS-129
(deep-sea endozoic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Curvularia
Species
Curvularia verruculosa
South China Sea
DOI:
10.1002/cbdv.202200550
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
447.6 Da
Threshold ≤ 500
ALogP
4.79
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C29H37NO3
Molecular Weight:
447.6190 Da
SMILES:
CC1=C[C@@H]2/C=C/C[C@H](C)CCC[C@@H](O)/C=C/C(=O)[C@]23C(=O)N[C@@H](Cc2ccccc2)[C@@H]3[C@@H]1C
InChIKey:
QSSICOOAJDSOCS-YKNYXAGUSA-N
InChI:
InChI=1S/C29H37NO3/c1-19-9-7-13-23-17-20(2)21(3)27-25(18-22-11-5-4-6-12-22)30-28(33)29(23,27)26(32)16-15-24(31)14-8-10-19/h4-7,11-13,15-17,19,21,23-25,27,31H,8-10,14,18H2,1-3H3,(H,30,33)/b13-7+,16-15+/t19-,21+,23-,24+,25-,27-,29+/m0/s1
Calculated Properties
ALogP:
4.795 lipophilicity
TPSA:
66.40 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
2
Ring Count:
4
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.5172 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007564
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Pseudoalkaloids
NPClassifier Class:
Cytochalasan alkaloids
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 | Escherichia coli (human pathogen) | 2.0 μg/mL | 10.1002/cbdv.202200550 Chemistry & Biodiversity |
| Antibacterial | MIC | Vibrio harveyi (aquatic pathogen) | 8.0 μg/mL | 10.1002/cbdv.202200550 Chemistry & Biodiversity |