SCS-C004536
asperversiamide E
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
431.5 Da
Threshold ≤ 500
ALogP
3.44
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H29N3O3
Molecular Weight:
431.5360 Da
SMILES:
CC1(C)C=Cc2cc3c4c([nH]c3cc2O1)C(C)(C)[C@H]1C[C@]23CCCN2C(=O)[C@@]1(C4)NC3=O
InChIKey:
VQSGPNFTKPKYOS-PBXQCXKZSA-N
InChI:
InChI=1S/C26H29N3O3/c1-23(2)8-6-14-10-15-16-12-26-19(24(3,4)20(16)27-17(15)11-18(14)32-23)13-25(21(30)28-26)7-5-9-29(25)22(26)31/h6,8,10-11,19,27H,5,7,9,12-13H2,1-4H3,(H,28,30)/t19-,25+,26+/m1/s1
Calculated Properties
ALogP:
3.436 lipophilicity
TPSA:
74.43 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
0
Ring Count:
8
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.5385 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004536
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.