SCS-C004137

chartarutine G

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

367.5 Da

Threshold ≤ 500

ALogP

5.27

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C23H29NO3

Molecular Weight:

367.4890 Da

SMILES:

CC(C)=CCC/C(C)=C/CC[C@@]1(C)C=Cc2c(cc3c(c2O)CNC3=O)O1

InChIKey:

                        LMXNIMPKTGEKNK-PNOMZVSUSA-N
                        
                    

InChI:

InChI=1S/C23H29NO3/c1-15(2)7-5-8-16(3)9-6-11-23(4)12-10-17-20(27-23)13-18-19(21(17)25)14-24-22(18)26/h7,9-10,12-13,25H,5-6,8,11,14H2,1-4H3,(H,24,26)/b16-9+/t23-/m0/s1

Calculated Properties

ALogP:

5.273 lipophilicity

TPSA:

58.56 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.4348 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004137

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: CMNPD24825

Biological Activity Data

No bioactivity data available for this compound.

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