SCS-C008279

homostealthin D

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides

Chemical Structure

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Source Information

Micromonospora echinospora (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Micromonosporales Family Micromonosporaceae Genus Micromonospora Species Micromonospora echinospora

South China Sea · 3025 m

DOI: 10.1021/acs.jnatprod.0c00719 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

377.4 Da

Threshold ≤ 500

ALogP

2.64

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H19NO5

Molecular Weight:

377.3960 Da

SMILES:

CCc1cc(O)c2c(c1)C(N)=C1C(=O)c3c(O)cccc3C(=O)C12CC(C)=O

InChIKey:

                        PEQXTGCSSKTOEU-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C22H19NO5/c1-3-11-7-13-17(15(26)8-11)22(9-10(2)24)18(19(13)23)20(27)16-12(21(22)28)5-4-6-14(16)25/h4-8,25-26H,3,9,23H2,1-2H3

Calculated Properties

ALogP:

2.640 lipophilicity

TPSA:

117.69 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.2273 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008279

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

N/A

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
Antitumor	IC50	SF-268, MCF-7, HepG2 cells	> 100.0 μM	10.1021/acs.jnatprod.0c00719 Journal of Natural Products
Antibacterial	MIC	S. aureus ATCC 29213, B. thuringensis SCSIO BT01, B. subtilis 1064, M. luteus SCSIO ML01, MRSA shhs-A1	> 64.0 μg/mL	10.1021/acs.jnatprod.0c00719 Journal of Natural Products

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