SCS-C004143

chartarutine C

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Isoindole alkaloids

Chemical Structure

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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

449.6 Da

Threshold ≤ 500

ALogP

4.78

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H31NO6S

Molecular Weight:

449.5690 Da

SMILES:

CC(C)=CCC/C(C)=C/CC/C(C)=C/Cc1c(O)cc2c(c1OS(=O)(=O)O)CNC2=O

InChIKey:

                        PLHZJNAKOHBVNR-BTMZFSHUSA-N
                        
                    

InChI:

InChI=1S/C23H31NO6S/c1-15(2)7-5-8-16(3)9-6-10-17(4)11-12-18-21(25)13-19-20(14-24-23(19)26)22(18)30-31(27,28)29/h7,9,11,13,25H,5-6,8,10,12,14H2,1-4H3,(H,24,26)(H,27,28,29)/b16-9+,17-11+

Calculated Properties

ALogP:

4.779 lipophilicity

TPSA:

112.93 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4348 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004143

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

Isoindole alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24821

Biological Activity Data

No bioactivity data available for this compound.

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