SCS-C006049

mayamycin B

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Angucyclines

Chemical Structure

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Download: SDF SMILES

Source Information

Streptomyces globisporus SCSIO LCY30 (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces globisporus

South China Sea

DOI: 10.3390/md22010021 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

449.5 Da

Threshold ≤ 500

ALogP

2.58

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H23NO7

Molecular Weight:

449.4590 Da

SMILES:

Cc1cc(O)c2c3c(c(O)c(C4CC(N)C(O)C(C)O4)c2c1)C(=O)c1c(O)cccc1C3=O

InChIKey:

                        YNBJLMMIDVNPQX-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C25H23NO7/c1-9-6-12-17(15(28)7-9)20-21(24(31)18-11(23(20)30)4-3-5-14(18)27)25(32)19(12)16-8-13(26)22(29)10(2)33-16/h3-7,10,13,16,22,27-29,32H,8,26H2,1-2H3

Calculated Properties

ALogP:

2.579 lipophilicity

TPSA:

150.31 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.2800 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006049

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
Antibacterial	MIC	Micrococcus luteus ML01	1.0 μg/mL	10.3390/md22010021 Marine Drugs
Antitumor	IC50	14 tested human cell lines	2.05–7.16 μM	10.3390/md22010021 Marine Drugs

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