SCS-C007250

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Pathway: Polyketides Superclass: Naphthalenes Class: Naphthalenes and derivatives

Chemical Structure

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Source Information

Aspergillus niger SCSIO Jcsw6F30 (alga)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus niger

South China Sea

DOI: 10.1016/j.bmcl.2015.12.005 · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

290.3 Da

Threshold ≤ 500

ALogP

1.93

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H14O6

Molecular Weight:

290.2710 Da

SMILES:

COc1cc(O)cc2cc3c(c(O)c12)C(=O)CC(C)(O)O3

InChIKey:

                        FKCYENFBFZUSDP-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C15H14O6/c1-15(19)6-9(17)13-11(21-15)4-7-3-8(16)5-10(20-2)12(7)14(13)18/h3-5,16,18-19H,6H2,1-2H3

Calculated Properties

ALogP:

1.933 lipophilicity

TPSA:

96.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.2667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007250

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Naphthalenes and derivatives

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	CCR5-tropic HIV-1 SF162 infection	Other compounds showed no antiviral activities at the concentration of 50 μM (data not shown).	10.1016/j.bmcl.2015.12.005 Bioorganic & Medicinal Chemistry Letters

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