SCS-C004555
asperversiamide H
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
449.6 Da
Threshold ≤ 500
ALogP
3.15
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H31N3O4
Molecular Weight:
449.5510 Da
SMILES:
C=CC(C)(C)[C@]1(C[C@@H]2NC(=O)[C@@H]3CCCN3C2=O)C(=O)Nc2cc3c(cc21)C=CC(C)(C)O3
InChIKey:
MTVNXTIKSNTFEN-DGUDUIIESA-N
InChI:
InChI=1S/C26H31N3O4/c1-6-24(2,3)26(14-18-22(31)29-11-7-8-19(29)21(30)27-18)16-12-15-9-10-25(4,5)33-20(15)13-17(16)28-23(26)32/h6,9-10,12-13,18-19H,1,7-8,11,14H2,2-5H3,(H,27,30)(H,28,32)/t18-,19-,26-/m0/s1
Calculated Properties
ALogP:
3.152 lipophilicity
TPSA:
87.74 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
5
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004555
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.