SCS-C001654

vermistatin

Pathway: Polyketides Superclass: Cyclic polyketides Class: Phthalide derivatives

Chemical Structure

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Download: SDF SMILES

Source Information

Cladosporium sp. JS1-2 (gorgonian-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Cladosporiales Family Cladosporiaceae Genus Cladosporium Species NA

Dongzhaigang

DOI: 10.1038/s41429-019-0206-8 · The Journal of Antibiotics

Drug-likeness (Lipinski Ro5)

Molecular Weight

328.3 Da

Threshold ≤ 500

ALogP

2.95

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H16O6

Molecular Weight:

328.3000 Da

SMILES:

C/C=C/c1cc(=O)c([C@@H]2OC(=O)c3cc(OC)cc(OC)c32)co1

InChIKey:

                        YORFGPDHNOBVBM-BDUNBXCCSA-N
                        
                    

InChI:

InChI=1S/C18H16O6/c1-4-5-10-7-14(19)13(9-23-10)17-16-12(18(20)24-17)6-11(21-2)8-15(16)22-3/h4-9,17H,1-3H3/b5-4+/t17-/m0/s1

Calculated Properties

ALogP:

2.950 lipophilicity

TPSA:

74.97 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.2222 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001654

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Phthalide derivatives

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	IC50	Helicoverpa armigera Hubner	150.0 μg/mL	10.1038/s41429-019-0206-8 The Journal of Antibiotics
Antibacterial	MIC	Staphylococcus aureus	25.0 μg/mL	10.1038/s41429-019-0206-8 The Journal of Antibiotics
Antibacterial	MIC	Bacillus cereus	25.0 μg/mL	10.1038/s41429-019-0206-8 The Journal of Antibiotics

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