SCS-C004569
luteoalbusin B
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Indole diketopiperazine alkaloids (L-Trp, L-Ala)
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
Acrostalagmus luteoalbus
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Glomerellales
Family
Plectosphaerellaceae
Genus
Acrostalagmus
Species
Acrostalagmus luteoalbus
South China Sea
DOI:
10.1016/j.bmcl.2012.08.115
· Bioorganic & Medicinal Chemistry Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
496.6 Da
Threshold ≤ 500
ALogP
3.34
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C23H20N4O3S3
Molecular Weight:
496.6390 Da
SMILES:
CN1C(=O)[C@@]23C[C@]4(c5c[nH]c6ccccc56)c5ccccc5N[C@@H]4N2C(=O)[C@]1(CO)SSS3
InChIKey:
AKCLRALPZXLOBG-QQUTXWOLSA-N
InChI:
InChI=1S/C23H20N4O3S3/c1-26-19(29)22-11-21(15-10-24-16-8-4-2-6-13(15)16)14-7-3-5-9-17(14)25-18(21)27(22)20(30)23(26,12-28)32-33-31-22/h2-10,18,24-25,28H,11-12H2,1H3/t18-,21-,22+,23+/m1/s1
Calculated Properties
ALogP:
3.338 lipophilicity
TPSA:
88.67 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
2
Ring Count:
8
(3 aromatic)
Chiral Centers:
4
Fsp³:
0.3043 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004569
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Indole diketopiperazine alkaloids (L-Trp, L-Ala)
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.