SCS-C008409

17-O-demethyllebstatin

Pathway: Polyketides Superclass: Macrolides Class: Ansa macrolides

Chemical Structure

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

Streptomyces sp. (bacterium)

Original source name: Streptomyces sp. SCSIO 1934

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

South China Sea · 200 m · E111°26.118', N18°34.363'

Year: 2011

Drug-likeness (Lipinski Ro5)

Molecular Weight

532.6 Da

Threshold ≤ 500

ALogP

3.56

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H40N2O8

Molecular Weight:

532.6340 Da

SMILES:

COC1/C=C\C=C(/C)C(=O)Nc2cc(O)c(O)c(c2)C[C@@H](C)C[C@@H](OC)[C@H](O)[C@@H](C)/C=C(\C)C1OC(N)=O

InChIKey:

                        SNJFVUQUEMBXLQ-RVUDINAOSA-N
                        
                    

InChI:

InChI=1S/C28H40N2O8/c1-15-10-19-13-20(14-21(31)25(19)33)30-27(34)16(2)8-7-9-22(36-5)26(38-28(29)35)18(4)12-17(3)24(32)23(11-15)37-6/h7-9,12-15,17,22-24,26,31-33H,10-11H2,1-6H3,(H2,29,35)(H,30,34)/b9-7-,16-8+,18-12+/t15-,17+,22?,23-,24-,26?/m1/s1

Calculated Properties

ALogP:

3.558 lipophilicity

TPSA:

160.57 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008409

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Ansa macrolides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds