SCS-C008276

gephysulfuromycin

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Angucyclines

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

402.4 Da

Threshold ≤ 500

ALogP

1.45

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H18O7S

Molecular Weight:

402.4240 Da

SMILES:

CC[C@]12CC(=O)[C@@]3(O)[C@](O)(CC(O)=C4C(=O)c5c(O)cccc5C(=O)[C@@]43S1)C2

InChIKey:

                        LUKXNMOYAICSSJ-FUMNGEBKSA-N
                        
                    

InChI:

InChI=1S/C20H18O7S/c1-2-17-7-12(23)20(27)18(26,8-17)6-11(22)14-15(24)13-9(4-3-5-10(13)21)16(25)19(14,20)28-17/h3-5,21-22,26-27H,2,6-8H2,1H3/t17-,18+,19+,20-/m1/s1

Calculated Properties

ALogP:

1.446 lipophilicity

TPSA:

132.13 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (1 aromatic)

Chiral Centers:

Fsp³:

0.4500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008276

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

Angucyclines

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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