SCS-C000439

pestalone

Pathway: Polyketides Superclass: Aromatic polyketides Class: Benzophenones

Chemical Structure

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Source Information

Pestalotiopsis sp. (coral-associated fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Sporocadaceae Genus Pestalotiopsis Species NA

South China Sea

DOI: 10.1007/s10600-017-2230-x · Chemistry of Natural Compounds

Drug-likeness (Lipinski Ro5)

Molecular Weight

439.3 Da

Threshold ≤ 500

ALogP

4.98

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H20Cl2O6

Molecular Weight:

439.3000 Da

SMILES:

COc1c(Cl)c(C)c(Cl)c(O)c1C(=O)c1c(C=O)c(O)cc(O)c1CC=C(C)C

InChIKey:

                        ACRANQNXYMAQKJ-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C21H20Cl2O6/c1-9(2)5-6-11-13(25)7-14(26)12(8-24)15(11)19(27)16-20(28)17(22)10(3)18(23)21(16)29-4/h5,7-8,25-26,28H,6H2,1-4H3

Calculated Properties

ALogP:

4.979 lipophilicity

TPSA:

104.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.2381 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000439

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Aromatic polyketides

NPClassifier Class:

Benzophenones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antibacterial	MIC	MRSA,30740,31007,31692,31709,31956,Bacillus megaterium,Micrococcus lysodeikticus	12.5 μM	10.1007/s10600-017-2230-x Chemistry of Natural Compounds
Antibacterial	MIC	MRSA	MIC=37 ng/mL (MRSA)	10.1007/s10600-017-2230-x Chemistry of Natural Compounds

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