SCS-C003954

arthpyrone C

Pathway: Polyketides Superclass: Cyclic polyketides

Chemical Structure

Loading 3D structure...

3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

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

443.5 Da

Threshold ≤ 500

ALogP

2.90

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H33NO6

Molecular Weight:

443.5400 Da

SMILES:

CO[C@]1(c2c[nH]c(=O)c(C(=O)[C@H]3[C@@H]4CC[C@@H](C)C[C@H]4C=C[C@H]3C)c2O)CC[C@@H](O)[C@H]2O[C@H]21

InChIKey:

                        UWNXOAABBOKOQB-HKNVGMCVSA-N
                        
                    

InChI:

InChI=1S/C25H33NO6/c1-12-4-7-15-14(10-12)6-5-13(2)18(15)21(29)19-20(28)16(11-26-24(19)30)25(31-3)9-8-17(27)22-23(25)32-22/h5-6,11-15,17-18,22-23,27H,4,7-10H2,1-3H3,(H2,26,28,30)/t12-,13-,14-,15-,17-,18-,22-,23-,25+/m1/s1

Calculated Properties

ALogP:

2.901 lipophilicity

TPSA:

112.15 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.6800 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003954

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD25898

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds