SCS-C008263
proximicin C
Pathway: Alkaloids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
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
436.4 Da
Threshold ≤ 500
ALogP
3.76
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H20N4O6
Molecular Weight:
436.4240 Da
SMILES:
COC(=O)Nc1coc(C(=O)Nc2coc(C(=O)NCCc3c[nH]c4ccccc34)c2)c1
InChIKey:
OHKHJUCMNWFOEB-UHFFFAOYSA-N
InChI:
InChI=1S/C22H20N4O6/c1-30-22(29)26-15-9-19(32-12-15)21(28)25-14-8-18(31-11-14)20(27)23-7-6-13-10-24-17-5-3-2-4-16(13)17/h2-5,8-12,24H,6-7H2,1H3,(H,23,27)(H,25,28)(H,26,29)
Calculated Properties
ALogP:
3.757 lipophilicity
TPSA:
138.60 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
7
Ring Count:
4
(4 aromatic)
Chiral Centers:
0
Fsp³:
0.1364 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008263
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 |