SCS-C004773

arthpyrone D

Pathway: Polyketides Superclass: Cyclic polyketides Class: Decalins with 2-pyrones

Chemical Structure

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Source Information

Arthrinium sp. (sponge-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Apiosporaceae Genus Arthrinium Species NA

South China Sea

DOI: 10.3390/md16050174 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

445.5 Da

Threshold ≤ 500

ALogP

1.62

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H31NO7

Molecular Weight:

445.5120 Da

SMILES:

C[C@@H]1CC[C@H]2[C@H](C(=O)Oc3c4c(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:

                        IVQSLLHVPILGQY-CSCCFPDDSA-N
                        
                    

InChI:

InChI=1S/C24H31NO7/c1-11-3-6-14-13(9-11)5-4-12(2)17(14)23(29)32-20-18-15(10-25-22(20)28)24(30)8-7-16(26)19(31-18)21(24)27/h4-5,10-14,16-17,19,21,26-27,30H,3,6-9H2,1-2H3,(H,25,28)/t11-,12-,13-,14-,16+,17-,19+,21+,24-/m1/s1

Calculated Properties

ALogP:

1.619 lipophilicity

TPSA:

129.08 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-C004773

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Decalins with 2-pyrones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30259

Biological Activity Data

No bioactivity data available for this compound.

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