SCS-C001043
chartarutine 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
Stachybotrys chartarum
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Stachybotryaceae
Genus
Stachybotrys
Species
Stachybotrys chartarum
Beibu Gulf
DOI:
10.1016/j.tet.2014.07.047
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
403.5 Da
Threshold ≤ 500
ALogP
3.47
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C23H33NO5
Molecular Weight:
403.5000 Da
SMILES:
C/C(=C/Cc1c(O)cc2c(c1O)CNC2=O)CC/C=C(/C)CCC(O)C(C)(C)O
InChIKey:
CBPVPTUUJSJVNN-CWTCNKACSA-N
InChI:
InChI=1S/C23H33NO5/c1-14(6-5-7-15(2)9-11-20(26)23(3,4)29)8-10-16-19(25)12-17-18(21(16)27)13-24-22(17)28/h7-8,12,20,25-27,29H,5-6,9-11,13H2,1-4H3,(H,24,28)/b14-8-,15-7-
Calculated Properties
ALogP:
3.469 lipophilicity
TPSA:
110.02 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
5
Rotatable Bonds:
9
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.5217 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001043
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.