SCS-C007522

borrelidin E

Pathway: Polyketides Superclass: Macrolides

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

505.7 Da

Threshold ≤ 500

ALogP

3.61

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H43NO7

Molecular Weight:

505.6520 Da

SMILES:

C[C@@H]1C[C@H](C)[C@@H](O)CC(=O)O[C@H]([C@@H]2CCC[C@H]2C(=O)O)C/C=C/C=C(/C#N)[C@H](O)[C@@H](C)C[C@H](C)[C@@H]1O

InChIKey:

                        JYDQFLOVUQYSLP-DDAGGOIUSA-N
                        
                    

InChI:

InChI=1S/C28H43NO7/c1-16-12-17(2)26(32)18(3)13-19(4)27(33)20(15-29)8-5-6-11-24(36-25(31)14-23(16)30)21-9-7-10-22(21)28(34)35/h5-6,8,16-19,21-24,26-27,30,32-33H,7,9-14H2,1-4H3,(H,34,35)/b6-5+,20-8-/t16-,17+,18-,19-,21+,22+,23-,24-,26+,27+/m0/s1

Calculated Properties

ALogP:

3.606 lipophilicity

TPSA:

148.08 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.7500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007522

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

N/A

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

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