SCS-C005208

guignardin A

Pathway: Polyketides Superclass: Naphthalenes Class: Spirodioxynaphthalenes

Chemical Structure

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Source Information

Guignardia sp. (NA)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Botryosphaeriales Family Phyllostictaceae Genus Guignardia Species NA

Daya Bay

DOI: 10.1016/j.tet.2014.06.041 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

390.4 Da

Threshold ≤ 500

ALogP

3.47

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H18O6

Molecular Weight:

390.3910 Da

SMILES:

CC(=O)C[C@@]1(O)CC2(Oc3cccc4cccc(c34)O2)c2cccc(O)c2C1=O

InChIKey:

                        BZOJTNLXPLGYIH-JOCHJYFZSA-N
                        
                    

InChI:

InChI=1S/C23H18O6/c1-13(24)11-22(27)12-23(15-7-4-8-16(25)20(15)21(22)26)28-17-9-2-5-14-6-3-10-18(29-23)19(14)17/h2-10,25,27H,11-12H2,1H3/t22-/m1/s1

Calculated Properties

ALogP:

3.466 lipophilicity

TPSA:

93.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.2174 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005208

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Spirodioxynaphthalenes

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24890

Biological Activity Data

No bioactivity data available for this compound.

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