SCS-C008259

proximicin F

Chemical Structure

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Download: SDF SMILES

Source Information

Verrucosispora sp. (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Micromonosporales Family Micromonosporaceae Genus Verrucosispora Species NA

South China Sea · 227.02 m · E 119°29′998″, N 22°30′181″

DOI: 10.1021/acs.jnatprod.9b01185 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

307.3 Da

Threshold ≤ 500

ALogP

1.66

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C13H13N3O6

Molecular Weight:

307.2620 Da

SMILES:

CNC(=O)c1cc(NC(=O)c2cc(NC(=O)OC)co2)co1

InChIKey:

                        VCGUFEIVDYFLAR-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C13H13N3O6/c1-14-11(17)9-3-7(5-21-9)15-12(18)10-4-8(6-22-10)16-13(19)20-2/h3-6H,1-2H3,(H,14,17)(H,15,18)(H,16,19)

Calculated Properties

ALogP:

1.663 lipophilicity

TPSA:

122.81 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.1538 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008259

NPClassifier Pathway:

N/A

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

No classification

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	Staphylococcus aureus ATCC 29213; methicillin-resistant Staphylococcus aureus shhs-A1	Compounds 1?5 were evaluated for their antibacterial activities against four indicator strains...	10.1021/acs.jnatprod.9b01185 Journal of Natural Products
Enzyme inhibition	inhibition	α-glucosidase; tyrosinase; acetylcholinesterase	Compounds 1?5 were also tested for their inhibitory activities toward α-glucosidase, tyrosinase, and acetylcholinesterase. However, compounds 1?5 failed to exhibit enzyme inhibitory activities	10.1021/acs.jnatprod.9b01185 Journal of Natural Products
Antitumor	IC50	SF-268, MCF-7, HepG-2, A549 human cancer cell lines	> 10.0 μM	10.1021/acs.jnatprod.9b01185 Journal of Natural Products

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