SCS-C007883

kendomycin B

Pathway: Polyketides Superclass: Macrolides Class: Ansa macrolides Glycoside

Chemical Structure

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Download: SDF SMILES

Source Information

Verrucosispora sp. SCSIO 07399 (NA)

Original source name: Verrucosispora sp.

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Micromonosporales Family Micromonosporaceae Genus Micromonospora Species Verrucosispora sp. SCSIO 07399

South China Sea · 2500 m

DOI: 10.1021/acs.jnatprod.9b00654 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

470.6 Da

Threshold ≤ 500

ALogP

6.01

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H42O5

Molecular Weight:

470.6500 Da

SMILES:

C/C1=C\[C@@H](C)CC[C@H]2O[C@@H](C3=C(O)C(=O)C=C4O[C@](O)(C=C43)[C@@H](C)C[C@H](C)C1)[C@H](C)[C@@H](C)[C@H]2C

InChIKey:

                        KWKITCKAXYJDML-RPSOVOHRSA-N
                        
                    

InChI:

InChI=1S/C29H42O5/c1-15-8-9-24-20(6)19(5)21(7)28(33-24)26-22-14-29(32,34-25(22)13-23(30)27(26)31)18(4)12-17(3)11-16(2)10-15/h10,13-15,17-21,24,28,31-32H,8-9,11-12H2,1-7H3/b16-10+/t15-,17+,18-,19-,20+,21+,24+,28+,29+/m0/s1

Calculated Properties

ALogP:

6.015 lipophilicity

TPSA:

75.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.6897 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007883

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Ansa macrolides

Glycoside:

Yes

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
Antibacterial	MIC	Six Gram-positive bacteria (S. aureus ATCC 29213, S. aureus 745524, MRSA shhs-A1, E. faecalis ATCC 29212, B. subtilis BS01, B. thuringiensis BT01)	0.5–8.0 μg/mL	10.1021/acs.jnatprod.9b00654 Journal of Natural Products
Antitumor	IC50	gastric carcinoma cell line MGC803	2.2 μM	10.1021/acs.jnatprod.9b00654 Journal of Natural Products

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