SCS-C002741
methyl (2Z,3E,5E,7E,9E)-11-(2,5-dioxopyrrolidin-3-yl)-2-(2-hydroxyethylidene)-4,10-dimethyl-11-oxoundeca-3,5,7,9-tetraenoate
Pathway: Alkaloids
Superclass: Tetramate alkaloids
Class: Simple tetramate alkaloids
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
Aspergillus sp.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
Wenchang
DOI:
10.6023/cjoc201504007
· Chinese Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
373.4 Da
Threshold ≤ 500
ALogP
1.31
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H23NO6
Molecular Weight:
373.4050 Da
SMILES:
COC(=O)C(=C\CO)/C=C(C)/C=C/C=C/C=C(\C)C(=O)C1CC(=O)NC1=O
InChIKey:
UKNCHXNNYHWJNY-OFUSYWKISA-N
InChI:
InChI=1S/C20H23NO6/c1-13(11-15(9-10-22)20(26)27-3)7-5-4-6-8-14(2)18(24)16-12-17(23)21-19(16)25/h4-9,11,16,22H,10,12H2,1-3H3,(H,21,23,25)/b6-4+,7-5+,13-11+,14-8+,15-9-
Calculated Properties
ALogP:
1.315 lipophilicity
TPSA:
109.77 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
8
Ring Count:
1
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.3000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002741
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tetramate alkaloids
NPClassifier Class:
Simple tetramate alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.