SCS-C000607

tirandamycin F

Pathway: Polyketides Superclass: Linear polyketides Class: 3-oligoenoyltetramic acids

Chemical Structure

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Source Information

Streptomyces sp. SCSIO 1666 (bacterium)

Original source name: Streptomyces sp. SCSIO1666

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces sp. SCSIO1666

South China Sea

DOI: 10.1021/ol200447h · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

405.4 Da

Threshold ≤ 500

ALogP

1.06

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H27NO7

Molecular Weight:

405.4000 Da

SMILES:

CC(/C=C/C(O)=C1/C(=O)CNC1=O)=C\[C@@H](C)[C@@H]1C[C@@H]2O[C@](C)(O1)[C@@]1(C)O[C@H]1[C@@H]2O

InChIKey:

                        LPAAPNGEFDCKHG-PQSUYKGESA-N
                        
                    

InChI:

InChI=1S/C21H27NO7/c1-10(5-6-12(23)16-13(24)9-22-19(16)26)7-11(2)14-8-15-17(25)18-20(3,29-18)21(4,27-14)28-15/h5-7,11,14-15,17-18,23,25H,8-9H2,1-4H3,(H,22,26)/b6-5+,10-7+,16-12+/t11-,14+,15+,17-,18+,20+,21+/m1/s1

Calculated Properties

ALogP:

1.058 lipophilicity

TPSA:

117.62 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.6190 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000607

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

3-oligoenoyltetramic acids

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
Antibacterial	—	Gram-positive bacteria	antibacterial	10.1021/ol200447h Organic Letters

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