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SCS-C000111

piericidin A1

Pathway: Alkaloids | Polyketides
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Chemical Structure

Structure of piericidin A1
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

marine-derived actinomycete strains (NA)
Original source name: Streptomyces iakyrus SCSIO NS104; Streptomyces psammoticus SCSIO NS126; marine-derived actinomycete strains
Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order NA Family NA Genus NA Species NA
South China Sea
DOI: 10.1016/s1875-5364(25)60866-1  · Chinese Journal of Natural Medicines
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
Streptomyces iakyrus SCSIO NS104 (NA)
Original source name: Streptomyces iakyrus SCSIO NS104; Streptomyces psammoticus SCSIO NS126; marine-derived actinomycete strains
Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces iakyrus
South China Sea
DOI: 10.1016/s1875-5364(25)60866-1  · Chinese Journal of Natural Medicines
Streptomyces marincola (marine actinomycete)
Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces marincola
Luhuitou Peninsula  · 2m  · 18.50°N, 109.46°E
DOI: 10.3389/fmicb.2022.860308  · Frontiers in Microbiology
Streptomyces psammoticus SCSIO NS126 (Streptomyces)
Original source name: Streptomyces iakyrus SCSIO NS104; Streptomyces psammoticus SCSIO NS126; marine-derived actinomycete strains
Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces psammoticus
South China Sea
DOI: 10.1016/s1875-5364(25)60866-1  · Chinese Journal of Natural Medicines

Drug-likeness (Lipinski Ro5)

Molecular Weight
415.6 Da
Threshold ≤ 500
ALogP
5.05
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C25H37NO4
Molecular Weight:
415.6000 Da
SMILES:
C/C=C(\C)[C@H](O)[C@H](C)/C=C(C)/C=C/C/C(C)=C/Cc1[nH]c(OC)c(OC)c(=O)c1C
InChIKey:
BBLGCDSLCDDALX-LKGBESRRSA-N
InChI:
InChI=1S/C25H37NO4/c1-9-18(4)22(27)19(5)15-17(3)12-10-11-16(2)13-14-21-20(6)23(28)24(29-7)25(26-21)30-8/h9-10,12-13,15,19,22,27H,11,14H2,1-8H3,(H,26,28)/b12-10+,16-13+,17-15+,18-9+/t19-,22+/m1/s1
Calculated Properties
ALogP:
5.045 lipophilicity
TPSA:
71.55 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
10
Ring Count:
1 (1 aromatic)
Chiral Centers:
2
Fsp³:
0.4800 fraction sp³ carbon

Database Information

Compound ID:
SCS-C000111
NPClassifier Pathway:
Alkaloids Polyketides
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
No
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 — Peroxiredoxin 1 — Structured numeric value is not available in this record; see the primary reference. 10.3389/fmicb.2022.860308 Frontiers in Microbiology
Enzyme inhibition IC50 mitochondrial complex I 0.5 μM 10.1021/acs.joc.9b01270 The Journal of Organic Chemistry
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Structure enlarged