SCS-C004034

[10-hydroxy-9-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]-1,2,3,4,5,7-hexahydro-[1,3]diazepino[2,1-a]isoindol-6-ium-8-yl] sulfate

Pathway: Alkaloids

Chemical Structure

Structure of [10-hydroxy-9-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]-1,2,3,4,5,7-hexahydro-[1,3]diazepino[2,1-a]isoindol-6-ium-8-yl] sulfate

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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

Xisha Islands

DOI: 10.1039/c6np00124f · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

502.7 Da

Threshold ≤ 500

ALogP

3.63

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H38N2O5S

Molecular Weight:

502.6770 Da

SMILES:

CC(C)=CCC/C(C)=C/CC/C(C)=C/Cc1c(O)cc2c(c1OS(=O)(=O)[O-])CN1CCCC[NH+]=C21

InChIKey:

                        QLYYJLFYWAKQNC-VZLKJUJQSA-N
                        
                    

InChI:

InChI=1S/C27H38N2O5S/c1-19(2)9-7-10-20(3)11-8-12-21(4)13-14-22-25(30)17-23-24(26(22)34-35(31,32)33)18-29-16-6-5-15-28-27(23)29/h9,11,13,17,30H,5-8,10,12,14-16,18H2,1-4H3,(H,31,32,33)/b20-11+,21-13+

Calculated Properties

ALogP:

3.630 lipophilicity

TPSA:

103.87 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.5185 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004034

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD26202

Biological Activity Data

No bioactivity data available for this compound.

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