SCS-C004634
asperversiamide F
Pathway: Amino acids and Peptides
Superclass: Peptide alkaloids | Small peptides
Class: Dipeptides | 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
433.6 Da
Threshold ≤ 500
ALogP
3.85
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:
C26H31N3O3
Molecular Weight:
433.5520 Da
SMILES:
C=CC(C)(C)c1[nH]c2cc3c(cc2c1C[C@@H]1NC(=O)[C@H]2CCCN2C1=O)C=CC(C)(C)O3
InChIKey:
GKEMOLJYROWHLA-VQTJNVASSA-N
InChI:
InChI=1S/C26H31N3O3/c1-6-25(2,3)22-17(13-19-24(31)29-11-7-8-20(29)23(30)28-19)16-12-15-9-10-26(4,5)32-21(15)14-18(16)27-22/h6,9-10,12,14,19-20,27H,1,7-8,11,13H2,2-5H3,(H,28,30)/t19-,20+/m0/s1
Calculated Properties
ALogP:
3.848 lipophilicity
TPSA:
74.43 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
4
Ring Count:
5
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.4615 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004634
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
Small peptides
NPClassifier Class:
Dipeptides
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.