SCS-C004018

arthpyrone B

Pathway: Alkaloids Superclass: Nicotinic acid alkaloids Class: Pyridine alkaloids

Chemical Structure

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Source Information

Arthrinium arundinis (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Apiosporaceae Genus Apiospora Species Apiospora arundinis

Xisha Islands

DOI: 10.1021/ol503646c · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

429.5 Da

Threshold ≤ 500

ALogP

1.90

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H31NO6

Molecular Weight:

429.5130 Da

SMILES:

C[C@@H]1CC[C@H]2[C@H](C(=O)c3c4c(c[nH]c3=O)[C@@]3(O)CC[C@H](O)[C@H](O4)[C@@H]3O)[C@H](C)C=C[C@@H]2C1

InChIKey:

                        RXANZDKSACWYJQ-XFDICZTPSA-N
                        
                    

InChI:

InChI=1S/C24H31NO6/c1-11-3-6-14-13(9-11)5-4-12(2)17(14)19(27)18-20-15(10-25-23(18)29)24(30)8-7-16(26)21(31-20)22(24)28/h4-5,10-14,16-17,21-22,26,28,30H,3,6-9H2,1-2H3,(H,25,29)/t11-,12-,13-,14-,16+,17-,21+,22+,24+/m1/s1

Calculated Properties

ALogP:

1.896 lipophilicity

TPSA:

119.85 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.6667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004018

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Nicotinic acid alkaloids

NPClassifier Class:

Pyridine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD25897

Biological Activity Data

No bioactivity data available for this compound.

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