SCS-C001529
epi-aszonalenins A
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Other indole diketopiperazine 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 terreus B12
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
South China Sea
· 17°5′00.70″N, 111°31′01.39″E
DOI:
10.1007/s00203-021-02548-4
· Archives of Microbiology
Drug-likeness (Lipinski Ro5)
Molecular Weight
416.5 Da
Threshold ≤ 500
ALogP
3.70
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C25H25N3O3
Molecular Weight:
416.4991 Da
SMILES:
[2H][C@@]12C[C@]3(C(C)(C)C=C)c4ccccc4N(C(C)=O)[C@@H]3N1C(=O)c1ccccc1NC2=O
InChIKey:
TXNJQKDZOVFCAQ-XUDZCJLUSA-N
InChI:
InChI=1S/C25H25N3O3/c1-5-24(3,4)25-14-20-21(30)26-18-12-8-6-10-16(18)22(31)28(20)23(25)27(15(2)29)19-13-9-7-11-17(19)25/h5-13,20,23H,1,14H2,2-4H3,(H,26,30)/t20-,23+,25-/m0/s1/i20D
Calculated Properties
ALogP:
3.696 lipophilicity
TPSA:
69.72 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
2
Ring Count:
5
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.3200 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001529
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Other indole diketopiperazine alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.