SCS-C006598

chrysomycin F

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Angucyclines

Chemical Structure

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Download: SDF SMILES

Source Information

Streptomyces sp. (bacterium)

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

South China Sea · ?3000 m

DOI: 10.3390/md22060259 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

1017.0 Da

Threshold ≤ 500

ALogP

6.48

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

4 violations (MW, ALogP, HBD, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C56H56O18

Molecular Weight:

1017.0460 Da

SMILES:

COc1cc2c(oc(=O)c3cc(C4CCC4c4cc(OC)c5c(c4)c(=O)oc4c5cc(OC)c5c(O)ccc(C6OC(C)C(O)C(C)(O)C6O)c54)cc(OC)c32)c2c(C3OC(C)C(O)C(C)(O)C3O)ccc(O)c12

InChIKey:

                        BUSWTDRPLLUDJV-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C56H56O18/c1-21-49(59)55(3,65)51(61)47(71-21)27-11-13-33(57)43-37(69-7)19-29-39-31(53(63)73-45(29)41(27)43)15-23(17-35(39)67-5)25-9-10-26(25)24-16-32-40(36(18-24)68-6)30-20-38(70-8)44-34(58)14-12-28(42(44)46(30)74-54(32)64)48-52(62)56(4,66)50(60)22(2)72-48/h11-22,25-26,47-52,57-62,65-66H,9-10H2,1-8H3

Calculated Properties

ALogP:

6.484 lipophilicity

TPSA:

277.64 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

11 (8 aromatic)

Chiral Centers:

Fsp³:

0.3929 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006598

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
Antimycobacterial	inhibition	Mycobacterium tuberculosis (including wild-type and MDR strains)	absence of inhibition against MTB and several other indicators when testing dimer chrysomycin F (1)	10.3390/md22060259 Marine Drugs
Antibacterial	inhibition	Staphylococcus aureus; methicillin-resistant S. aureus (MRSA)	absence of inhibition against MTB and several other indicators when testing dimer chrysomycin F (1)	10.3390/md22060259 Marine Drugs

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