SCS-C006918
bafilomycin Q
Pathway: Polyketides
Superclass: Macrolides
Class: Bafilomycins
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Streptomyces cavourensis SCSIO 66814
(NA)
Original source name: Streptomyces sp. SCSIO 66814
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces cavourensis
South China Sea
DOI:
10.1016/j.phytochem.2024.114101
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
658.9 Da
Threshold ≤ 500
ALogP
5.67
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C38H58O9
Molecular Weight:
658.8730 Da
SMILES:
CO/C1=C\C(C)=C\[C@@H](C)[C@@H](O)[C@@H](C)C/C(C)=C/C=C/[C@H](OC)[C@@H]([C@@H](C)/C=C(\C)[C@@]23OC[C@@]4(O)CO[C@@H]([C@H](C)[C@H](C(C)C)O2)[C@H]43)OC1=O
InChIKey:
OLNJMGLROKCXMM-GMBHNQNMSA-N
InChI:
InChI=1S/C38H58O9/c1-21(2)32-28(9)34-35-37(41,19-44-34)20-45-38(35,47-32)27(8)18-26(7)33-29(42-10)14-12-13-22(3)15-24(5)31(39)25(6)16-23(4)17-30(43-11)36(40)46-33/h12-14,16-18,21,24-26,28-29,31-35,39,41H,15,19-20H2,1-11H3/b14-12+,22-13+,23-16+,27-18+,30-17-/t24-,25+,26-,28+,29-,31-,32-,33+,34-,35+,37-,38+/m0/s1
Calculated Properties
ALogP:
5.675 lipophilicity
TPSA:
112.91 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
9
Rotatable Bonds:
6
Ring Count:
4
(0 aromatic)
Chiral Centers:
12
Fsp³:
0.7105 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006918
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Bafilomycins
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 |
|---|---|---|---|---|
| Antitumor | IC50 | A-549 human non-small cell lung cancer cells | 0.99–1.1900000000000002 μM | 10.1016/j.phytochem.2024.114101 Phytochemistry |
| Antitumor | IC50 | HCT-116 human colon cancer cells | 0.18–0.38 μM | 10.1016/j.phytochem.2024.114101 Phytochemistry |
| Antibacterial | inhibition | Staphylococcus aureus | compounds 1–6 were tested for antibacterial activity against Bacillus subtilis, Staphylococcus aureus, Enterococcus faecalis and Escherichia coli, but none of them displayed obvious antibacterial activity. | 10.1016/j.phytochem.2024.114101 Phytochemistry |