SCS-C007516
borrelidin M
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 olivaceus SCSIO LO13
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces olivaceus
South China Sea
· N22°33′13.71″, E114°31′09.20″
DOI:
10.1002/cbdv.201900560
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
476.6 Da
Threshold ≤ 500
ALogP
4.90
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C28H32N2O5
Molecular Weight:
476.5730 Da
SMILES:
Cc1cc(C)cc(C)c(O)c(C#N)ccccc(C2CCCC2C(N)=O)oc(=O)cc(O)c(C)c1
InChIKey:
IEKAQCMRAKKNTP-UHFFFAOYSA-N
InChI:
InChI=1S/C28H32N2O5/c1-17-12-18(2)14-20(4)27(33)21(16-29)8-5-6-11-25(22-9-7-10-23(22)28(30)34)35-26(32)15-24(31)19(3)13-17/h5-6,8,11-15,22-23,31,33H,7,9-10H2,1-4H3,(H2,30,34)
Calculated Properties
ALogP:
4.899 lipophilicity
TPSA:
137.55 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
2
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.3214 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007516
NPClassifier Pathway:
N/A
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
No classification
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 | A549; HeLa; HepG2; MCF7; RKO | compounds 1–3 and 5–7 failed to show any significant activities against any of the five cancer lines. Conversely, both 1 and 5 showed weak cytotoxic activity against normal human hepatic cell lines L02. | 10.1002/cbdv.201900560 Chemistry & Biodiversity |
| Antibacterial | MIC | Micrococcus luteus | 33.0 μM | 10.1002/cbdv.201900560 Chemistry & Biodiversity |
| Antibacterial | MIC | Bacillus subtilis | 131.0 μM | 10.1002/cbdv.201900560 Chemistry & Biodiversity |