SCS-C008261

proximicin G

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

381.4 Da

Threshold ≤ 500

ALogP

3.06

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H19N3O5

Molecular Weight:

381.3880 Da

SMILES:

CC(=O)Nc1coc(C(=O)Nc2coc(C(=O)NCCc3ccccc3)c2)c1

InChIKey:

                        YBHHCAKQDPEPCO-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C20H19N3O5/c1-13(24)22-15-9-18(28-11-15)20(26)23-16-10-17(27-12-16)19(25)21-8-7-14-5-3-2-4-6-14/h2-6,9-12H,7-8H2,1H3,(H,21,25)(H,22,24)(H,23,26)

Calculated Properties

ALogP:

3.056 lipophilicity

TPSA:

113.58 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.1500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008261

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	Bacillus subtilis 1064	32.0 μg mL?1	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

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