SCS-C001354

10-Ketone piericidin A

Pathway: Alkaloids | Polyketides

Chemical Structure

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Source Information

Streptomyces psammoticus (Streptomyces)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces psammoticus

Pearl River Estuary · -5m · E 113°33′11.15″, N22°53′40.16″

DOI: 10.1021/acs.jmedchem.9b00598 · Journal of Medicinal Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

413.5 Da

Threshold ≤ 500

ALogP

5.25

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C25H35NO4

Molecular Weight:

413.5000 Da

SMILES:

C/C=C(\C)C(=O)[C@H](C)/C=C(C)/C=C/C/C(C)=C/Cc1[nH]c(OC)c(OC)c(=O)c1C

InChIKey:

                        OSVHOYYZVAEGDX-VISRUDLRSA-N
                        
                    

InChI:

InChI=1S/C25H35NO4/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/h9-10,12-13,15,19H,11,14H2,1-8H3,(H,26,28)/b12-10+,16-13+,17-15+,18-9+/t19-/m1/s1

Calculated Properties

ALogP:

5.253 lipophilicity

TPSA:

68.39 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.4400 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001354

NPClassifier Pathway:

Alkaloids Polyketides

NPClassifier Superclass:

N/A

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	Peroxiredoxin 1 (PRDX1)	> 100.0 μM	10.1021/acs.jmedchem.9b00598 Journal of Medicinal Chemistry

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