SCS-C007520
borrelidin CR1
Pathway: Polyketides
Superclass: Macrolides
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
488.7 Da
Threshold ≤ 500
ALogP
4.04
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:
C28H44N2O5
Molecular Weight:
488.6690 Da
SMILES:
C[C@@H]1C[C@H](C)C[C@H](C)[C@@H](O)CC(=O)O[C@H]([C@@H]2CCC[C@H]2C(N)=O)C/C=C/C=C(/C#N)[C@H](O)[C@@H](C)C1
InChIKey:
IOHLCKBCGGSSCP-UGKRXNSESA-N
InChI:
InChI=1S/C28H44N2O5/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/h5-6,8,17-20,22-25,27,31,33H,7,9-15H2,1-4H3,(H2,30,34)/b6-5+,21-8-/t17-,18+,19-,20-,22+,23+,24-,25-,27+/m0/s1
Calculated Properties
ALogP:
4.036 lipophilicity
TPSA:
133.64 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
2
Ring Count:
2
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007520
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
N/A
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 | 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 |