SCS-C004219
(-)-asperglactam A
Pathway: Alkaloids
Superclass: Pseudoalkaloids
Class: Isoindole alkaloids
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
Hepu
DOI:
10.1016/j.fitote.2017.11.006
· Fitoterapia
Drug-likeness (Lipinski Ro5)
Molecular Weight
345.4 Da
Threshold ≤ 500
ALogP
1.74
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H19NO6
Molecular Weight:
345.3510 Da
SMILES:
COc1cccc(OC)c1[C@H]1NC(=O)c2c(OC)c(CO)cc(O)c21
InChIKey:
JCWCDHZHGMHDQR-INIZCTEOSA-N
InChI:
InChI=1S/C18H19NO6/c1-23-11-5-4-6-12(24-2)14(11)16-13-10(21)7-9(8-20)17(25-3)15(13)18(22)19-16/h4-7,16,20-21H,8H2,1-3H3,(H,19,22)/t16-/m0/s1
Calculated Properties
ALogP:
1.743 lipophilicity
TPSA:
97.25 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.2778 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004219
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Pseudoalkaloids
NPClassifier Class:
Isoindole alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.