SCS-C007521

borrelidin K

Pathway: Polyketides Superclass: Linear polyketides Class: Open-chain polyketides

Chemical Structure

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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

521.7 Da

Threshold ≤ 500

ALogP

4.24

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H47NO7

Molecular Weight:

521.6950 Da

SMILES:

COC(=O)[C@@H]1CCC[C@H]1[C@@H](O)C/C=C/C=C(/C#N)[C@H](O)[C@@H](C)C[C@H](C)C[C@H](C)C[C@H](C)[C@@H](O)CC(=O)O

InChIKey:

                        OQVUUSDKICWAQX-FNAXLFQASA-N
                        
                    

InChI:

InChI=1S/C29H47NO7/c1-18(14-20(3)26(32)16-27(33)34)13-19(2)15-21(4)28(35)22(17-30)9-6-7-12-25(31)23-10-8-11-24(23)29(36)37-5/h6-7,9,18-21,23-26,28,31-32,35H,8,10-16H2,1-5H3,(H,33,34)/b7-6+,22-9-/t18-,19+,20-,21-,23+,24+,25-,26-,28+/m0/s1

Calculated Properties

ALogP:

4.244 lipophilicity

TPSA:

148.08 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.7586 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007521

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

Open-chain polyketides

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
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.	10.1002/cbdv.201900560 Chemistry & Biodiversity
Antibacterial	MIC	Micrococcus luteus	33.0 μM	10.1002/cbdv.201900560 Chemistry & Biodiversity

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