SCS-C001047
chartarutine F
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
401.5 Da
Threshold ≤ 500
ALogP
3.44
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C23H31NO5
Molecular Weight:
401.5000 Da
SMILES:
C/C(=C/CCC1(C)C=Cc2c(O)cc3c(c2O1)CNC3=O)CCC(O)C(C)(C)O
InChIKey:
MADUPCCJWORWEI-NSIKDUERSA-N
InChI:
InChI=1S/C23H31NO5/c1-14(7-8-19(26)22(2,3)28)6-5-10-23(4)11-9-15-18(25)12-16-17(20(15)29-23)13-24-21(16)27/h6,9,11-12,19,25-26,28H,5,7-8,10,13H2,1-4H3,(H,24,27)/b14-6-
Calculated Properties
ALogP:
3.438 lipophilicity
TPSA:
99.02 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
3
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.5217 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001047
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.