SCS-C005655

diaporphasine A

Pathway: Polyketides Superclass: Xanthones Class: Methyl xanthones

Chemical Structure

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Source Information

Phomopsis phaseoli (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Diaporthales Family Diaporthaceae Genus Phomopsis Species Phomopsis phaseoli

Guangzhou

DOI: 10.1016/j.bmcl.2017.01.029 · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

299.3 Da

Threshold ≤ 500

ALogP

2.44

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H13NO5

Molecular Weight:

299.2820 Da

SMILES:

COC(=O)c1cc(OC)cc2oc3cc(C)ncc3c(=O)c12

InChIKey:

                        LKLORZXBLHWLBI-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C16H13NO5/c1-8-4-12-11(7-17-8)15(18)14-10(16(19)21-3)5-9(20-2)6-13(14)22-12/h4-7H,1-3H3

Calculated Properties

ALogP:

2.445 lipophilicity

TPSA:

78.63 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.1875 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005655

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Xanthones

NPClassifier Class:

Methyl xanthones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD29163

Biological Activity Data

No bioactivity data available for this compound.

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