SCS-C005517
epoxyisoechinulin A
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Indole diketopiperazine alkaloids (L-Trp, L-Ala)
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 ruber
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus ruber
South China Sea
DOI:
10.1080/14786419.2016.1244200
· Natural Product Research
Drug-likeness (Lipinski Ro5)
Molecular Weight
407.5 Da
Threshold ≤ 500
ALogP
3.33
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C24H29N3O3
Molecular Weight:
407.5140 Da
SMILES:
C=CC(C)(C)c1[nH]c2ccc(CC3OC3(C)C)cc2c1/C=C1\NC(=O)C(C)NC1=O
InChIKey:
FEZSGSCOTNYMBN-PDGQHHTCSA-N
InChI:
InChI=1S/C24H29N3O3/c1-7-23(3,4)20-16(12-18-22(29)25-13(2)21(28)27-18)15-10-14(8-9-17(15)26-20)11-19-24(5,6)30-19/h7-10,12-13,19,26H,1,11H2,2-6H3,(H,25,29)(H,27,28)/b18-12-
Calculated Properties
ALogP:
3.327 lipophilicity
TPSA:
86.52 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
3
Rotatable Bonds:
5
Ring Count:
4
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.4167 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005517
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Indole diketopiperazine alkaloids (L-Trp, L-Ala)
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.