SCS-C000602
cladosporiumin H
Pathway: Amino acids and Peptides | Polyketides
Superclass: Linear polyketides
Class: 3-acyl tetramic 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
Cladosporium sp. SCSIO z0025
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Cladosporiales
Family
Cladosporiaceae
Genus
Cladosporium
Species
NA
South China Sea
DOI:
10.1016/j.tet.2018.04.010
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
285.3 Da
Threshold ≤ 500
ALogP
0.70
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H23NO5
Molecular Weight:
285.3400 Da
SMILES:
COC(CC(=O)C1=C(O)[C@H](C(C)C)NC1=O)CC(C)O
InChIKey:
VFIOHWSOAKTWFU-KWPJZBAWSA-N
InChI:
InChI=1S/C14H23NO5/c1-7(2)12-13(18)11(14(19)15-12)10(17)6-9(20-4)5-8(3)16/h7-9,12,16,18H,5-6H2,1-4H3,(H,15,19)/t8?,9?,12-/m0/s1
Calculated Properties
ALogP:
0.698 lipophilicity
TPSA:
95.86 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
1
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.7143 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000602
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Linear polyketides
NPClassifier Class:
3-acyl tetramic 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 |
|---|---|---|---|---|
| Antimicrobial | — | human pathogens, aquatic bacteria, plant pathogens | antimicrobial | 10.1016/j.tet.2018.04.010 Tetrahedron |