SCS-C004839
iso-notoamide B | asperversiamide B
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Indole diketopiperazine alkaloids (L-Trp, L-Pro)
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 versicolor
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
South China Sea
DOI:
10.1016/j.cclet.2014.11.020
· Chinese Chemical Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
447.5 Da
Threshold ≤ 500
ALogP
2.74
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:
C26H29N3O4
Molecular Weight:
447.5350 Da
SMILES:
CC1(C)C=Cc2cc3c(cc2O1)NC(=O)[C@]31C[C@@]23NC(=O)[C@]4(CCCN4C2=O)C[C@@H]3C1(C)C
InChIKey:
XLSISWUDRYYGNI-JTQLPTLWSA-N
InChI:
InChI=1S/C26H29N3O4/c1-22(2)8-6-14-10-15-16(11-17(14)33-22)27-20(31)25(15)13-26-18(23(25,3)4)12-24(19(30)28-26)7-5-9-29(24)21(26)32/h6,8,10-11,18H,5,7,9,12-13H2,1-4H3,(H,27,31)(H,28,30)/t18-,24+,25+,26+/m1/s1
Calculated Properties
ALogP:
2.740 lipophilicity
TPSA:
87.74 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
8
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.5769 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004839
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.