SCS-C004613
asperversiamide A
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Indole diketopiperazine alkaloids (L-Trp, L-Pro)
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus versicolor
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
South China Sea
DOI:
10.1021/acs.joc.8b01087
· The Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
447.5 Da
Threshold ≤ 500
ALogP
2.82
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H29N3O4
Molecular Weight:
447.5350 Da
SMILES:
CC1(C)C=Cc2cc3c(cc2O1)N=C1C(C)(C)[C@@H]2C[C@@]45CCCN4C(=O)[C@]2(C[C@]13O)NC5=O
InChIKey:
ONXQVGKSPXHYRN-MZNDLHKKSA-N
InChI:
InChI=1S/C26H29N3O4/c1-22(2)8-6-14-10-15-16(11-17(14)33-22)27-19-23(3,4)18-12-24-7-5-9-29(24)21(31)25(18,28-20(24)30)13-26(15,19)32/h6,8,10-11,18,32H,5,7,9,12-13H2,1-4H3,(H,28,30)/t18-,24+,25+,26+/m0/s1
Calculated Properties
ALogP:
2.824 lipophilicity
TPSA:
91.23 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
8
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.5769 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004613
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Indole diketopiperazine alkaloids (L-Trp, L-Pro)
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.