SCS-C005244

guignardin B

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

334.3 Da

Threshold ≤ 500

ALogP

2.98

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H14O5

Molecular Weight:

334.3270 Da

SMILES:

Oc1cccc2c1[C@H]1O[C@H]1[C@@H](O)C21Oc2cccc3cccc(c23)O1

InChIKey:

                        YFSCOMBSRWTBMQ-GUDVDZBRSA-N
                        
                    

InChI:

InChI=1S/C20H14O5/c21-12-7-3-6-11-16(12)17-18(23-17)19(22)20(11)24-13-8-1-4-10-5-2-9-14(25-20)15(10)13/h1-9,17-19,21-22H/t17-,18-,19-/m1/s1

Calculated Properties

ALogP:

2.984 lipophilicity

TPSA:

71.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (3 aromatic)

Chiral Centers:

Fsp³:

0.2000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005244

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: CMNPD24891

Biological Activity Data

No bioactivity data available for this compound.

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