SCS-C001352

11-Demethyl-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

401.5 Da

Threshold ≤ 500

ALogP

4.66

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H35NO4

Molecular Weight:

401.5000 Da

SMILES:

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:

                        WFEFGXNOSOLREF-CFLFHXAXSA-N
                        
                    

InChI:

InChI=1S/C24H35NO4/c1-8-10-21(26)18(4)15-17(3)12-9-11-16(2)13-14-20-19(5)22(27)23(28-6)24(25-20)29-7/h8-10,12-13,15,18,21,26H,11,14H2,1-7H3,(H,25,27)/b10-8+,12-9+,16-13+,17-15+/t18-,21+/m1/s1

Calculated Properties

ALogP:

4.655 lipophilicity

TPSA:

71.55 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.4583 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001352

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)	4.1 μM	10.1021/acs.jmedchem.9b00598 Journal of Medicinal Chemistry

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