SCS-C004943
eurotiumin C
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
Eurotium sp.
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Eurotium
Species
NA
South China Sea
DOI:
10.3390/md16040136
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
335.4 Da
Threshold ≤ 500
ALogP
1.64
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H21N3O2
Molecular Weight:
335.4070 Da
SMILES:
C=CC(C)(C)c1[nH]c2ccccc2c1/C=c1\[nH]c(=O)/c(=C/C)[nH]c1=O
InChIKey:
NZJGQSUIQDSMTO-HXAMTLIVSA-N
InChI:
InChI=1S/C20H21N3O2/c1-5-14-18(24)23-16(19(25)22-14)11-13-12-9-7-8-10-15(12)21-17(13)20(3,4)6-2/h5-11,21H,2H2,1,3-4H3,(H,22,25)(H,23,24)/b14-5-,16-11-
Calculated Properties
ALogP:
1.637 lipophilicity
TPSA:
81.51 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
2
Rotatable Bonds:
3
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.2000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004943
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.