SCS-C008039
iakyricidin B
Pathway: Polyketides
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 iakyrus
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces iakyrus
South China Sea
· E 113°33′11.15″, N 22°53′40.16″
DOI:
10.1021/acs.joc.9b01270
· The Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
485.7 Da
Threshold ≤ 500
ALogP
5.04
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C29H43NO5
Molecular Weight:
485.6650 Da
SMILES:
C=C(/C=C(\C)C/C(C)=C/Cc1[nH]c(OC)c(OC)c(=O)c1C)[C@H]1[C@H](C)[C@@H](O)[C@@](C)(O)[C@H]1/C(C)=C/C
InChIKey:
VGOVLJPTSLVOIH-HWBPDTFXSA-N
InChI:
InChI=1S/C29H43NO5/c1-11-18(4)24-23(21(7)27(32)29(24,8)33)19(5)15-17(3)14-16(2)12-13-22-20(6)25(31)26(34-9)28(30-22)35-10/h11-12,15,21,23-24,27,32-33H,5,13-14H2,1-4,6-10H3,(H,30,31)/b16-12+,17-15+,18-11+/t21-,23-,24-,27+,29-/m0/s1
Calculated Properties
ALogP:
5.042 lipophilicity
TPSA:
91.78 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
9
Ring Count:
2
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.5517 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008039
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
N/A
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 |
|---|---|---|---|---|
| Enzyme inhibition | inhibition rate | mitochondrial complex I | 12.0–17.0 % | 10.1021/acs.joc.9b01270 The Journal of Organic Chemistry |
| Antitumor | IC50 | ACHN, 786-O, OS-RC-2 cells | 13.0–31.0 μM | 10.1021/acs.joc.9b01270 The Journal of Organic Chemistry |