SCS-C008043

IT-143-B

Pathway: Polyketides Superclass: Linear polyketides Class: Open-chain polyketides

Chemical Structure

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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

455.6 Da

Threshold ≤ 500

ALogP

6.40

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H41NO4

Molecular Weight:

455.6390 Da

SMILES:

C/C=C(C)/C=C(\C)[C@H](O)[C@H](C)/C=C(C)/C=C/C/C(C)=C/Cc1nc(OC)c(OC)c(O)c1C

InChIKey:

                        QDBZGOIMALIBKV-LCJGRIDISA-N
                        
                    

InChI:

InChI=1S/C28H41NO4/c1-10-18(2)16-21(5)25(30)22(6)17-20(4)13-11-12-19(3)14-15-24-23(7)26(31)27(32-8)28(29-24)33-9/h10-11,13-14,16-17,22,25,30H,12,15H2,1-9H3,(H,29,31)/b13-11+,18-10+,19-14+,20-17+,21-16+/t22-,25+/m1/s1

Calculated Properties

ALogP:

6.404 lipophilicity

TPSA:

71.81 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.4643 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008043

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

Open-chain polyketides

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	ACHN; 786-O; OS-RC-2 cells	In the cell antiproliferative test of 1-6 against three human renal carcinoma cell lines, ACHN, 786-O, and OS-RC-2	10.1021/acs.joc.9b01270 The Journal of Organic Chemistry

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