SCS-C008411

17-O-demethylgeldanamycin

Pathway: Polyketides Superclass: Macrolides Class: Ansa macrolides

Chemical Structure

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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

546.6 Da

Threshold ≤ 500

ALogP

2.32

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H38N2O9

Molecular Weight:

546.6170 Da

SMILES:

COC1/C=C\C=C(/C)C(=O)NC2=CC(=O)C(O)=C(C[C@@H](C)C[C@@H](OC)[C@H](O)[C@@H](C)/C=C(\C)C1OC(N)=O)C2=O

InChIKey:

                        KKZJVQQMUCBLHR-NZUYUGNBSA-N
                        
                    

InChI:

InChI=1S/C28H38N2O9/c1-14-10-18-24(33)19(13-20(31)25(18)34)30-27(35)15(2)8-7-9-21(37-5)26(39-28(29)36)17(4)12-16(3)23(32)22(11-14)38-6/h7-9,12-14,16,21-23,26,32,34H,10-11H2,1-6H3,(H2,29,36)(H,30,35)/b9-7-,15-8+,17-12+/t14-,16+,21?,22-,23-,26?/m1/s1

Calculated Properties

ALogP:

2.320 lipophilicity

TPSA:

174.48 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008411

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

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
Antiviral	inhibition	herpes simplex virus type 1	antiviral activity; inhibition; target: herpes simplex virus type 1	—

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