SCS-C000273

pseudellone C

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Simple indole alkaloids

Chemical Structure

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Source Information

Pseudallescheria ellipsoidea (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Microascales Family Microascaceae Genus Pseudallescheria Species Pseudallescheria ellipsoidea

South China Sea

DOI: 10.1021/acs.orglett.5b02311 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

517.6 Da

Threshold ≤ 500

ALogP

4.55

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C31H27N5O3

Molecular Weight:

517.6000 Da

SMILES:

CNC(=O)[C@@H](NC(=O)C(C)(c1c[nH]c2ccccc12)c1c[nH]c2ccccc12)C(=O)c1c[nH]c2ccccc12

InChIKey:

                        YYJAIURBLXTPFP-MHZLTWQESA-N
                        
                    

InChI:

InChI=1S/C31H27N5O3/c1-31(22-16-34-25-13-7-4-10-19(22)25,23-17-35-26-14-8-5-11-20(23)26)30(39)36-27(29(38)32-2)28(37)21-15-33-24-12-6-3-9-18(21)24/h3-17,27,33-35H,1-2H3,(H,32,38)(H,36,39)/t27-/m0/s1

Calculated Properties

ALogP:

4.550 lipophilicity

TPSA:

122.64 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (6 aromatic)

Chiral Centers:

Fsp³:

0.1290 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000273

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Simple indole alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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