SCS-C007884
kendomycin C
Pathway: Polyketides
Superclass: Macrolides
Class: Ansa macrolides
Glycoside
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Verrucosispora sp.
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Micromonosporales
Family
Micromonosporaceae
Genus
Verrucosispora
Species
NA
South China Sea
· 2500 m
DOI:
10.1021/acs.jnatprod.9b00654
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
518.7 Da
Threshold ≤ 500
ALogP
5.43
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C29H42O6S
Molecular Weight:
518.7160 Da
SMILES:
CSC1=C2C3=CC(=O)C(O)=C2[C@@H]2O[C@H](CC[C@H](C)/C=C(\C)C[C@@H](C)C[C@H](C)[C@]1(O)O3)[C@H](C)[C@H](O)[C@H]2C
InChIKey:
BRSYIZDGORMHPW-ZJEIIBDYSA-N
InChI:
InChI=1S/C29H42O6S/c1-14-8-9-21-18(5)25(31)19(6)27(34-21)24-23-22(13-20(30)26(24)32)35-29(33,28(23)36-7)17(4)12-16(3)11-15(2)10-14/h10,13-14,16-19,21,25,27,31-33H,8-9,11-12H2,1-7H3/b15-10+/t14-,16+,17-,18-,19+,21+,25-,27+,29-/m0/s1
Calculated Properties
ALogP:
5.430 lipophilicity
TPSA:
96.22 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
1
Ring Count:
4
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.6897 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007884
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Ansa macrolides
Glycoside:
Yes
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 |
|---|---|---|---|---|
| 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 | hepatocellular carcinoma cell line HepG2 | 6.7 μM | 10.1021/acs.jnatprod.9b00654 Journal of Natural Products |