SCS-C008262

proximicin B

Chemical Structure

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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

413.4 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:

C20H19N3O7

Molecular Weight:

413.3860 Da

SMILES:

COC(=O)Nc1coc(C(=O)Nc2coc(C(=O)NCCc3ccc(O)cc3)c2)c1

InChIKey:

                        BZMYFWODEQYLTK-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C20H19N3O7/c1-28-20(27)23-14-9-17(30-11-14)19(26)22-13-8-16(29-10-13)18(25)21-7-6-12-2-4-15(24)5-3-12/h2-5,8-11,24H,6-7H2,1H3,(H,21,25)(H,22,26)(H,23,27)

Calculated Properties

ALogP:

2.981 lipophilicity

TPSA:

143.04 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-C008262

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, Bacillus subtilis 1064	8.0–16.0 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
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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