SCS-C006917
bafilomycin P
Pathway: Polyketides
Superclass: Macrolides
Class: Bafilomycins
Chemical Structure
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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
676.9 Da
Threshold ≤ 500
ALogP
4.73
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C38H60O10
Molecular Weight:
676.8880 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@@H](O)[C@H](C)[C@@]23OC[C@@]4(O)CO[C@@H]([C@H](C)[C@H](C(C)C)O2)[C@H]43)OC1=O
InChIKey:
IMLDYMPYWNKTOA-LADIDGKBSA-N
InChI:
InChI=1S/C38H60O10/c1-20(2)32-26(8)34-35-37(42,18-45-34)19-46-38(35,48-32)27(9)31(40)25(7)33-28(43-10)14-12-13-21(3)15-23(5)30(39)24(6)16-22(4)17-29(44-11)36(41)47-33/h12-14,16-17,20,23-28,30-35,39-40,42H,15,18-19H2,1-11H3/b14-12+,21-13+,22-16+,29-17-/t23-,24+,25-,26+,27-,28-,30-,31+,32-,33+,34-,35+,37-,38+/m0/s1
Calculated Properties
ALogP:
4.726 lipophilicity
TPSA:
133.14 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
10
Rotatable Bonds:
7
Ring Count:
4
(0 aromatic)
Chiral Centers:
14
Fsp³:
0.7632 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006917
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 | 1.44–2.04 μM | 10.1016/j.phytochem.2024.114101 Phytochemistry |
| Antitumor | IC50 | HCT-116 human colon cancer cells | 0.2199999999999999–0.62 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 |