SCS-C005228

cladosporone A

Pathway: Polyketides Superclass: Naphthalenes Class: Bisnaphthalenes

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

Cladosporium sp. (gorgonian-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Cladosporiales Family Cladosporiaceae Genus Cladosporium Species NA

Daya Bay

DOI: 10.1038/ja.2014.126 · The Journal of Antibiotics

Drug-likeness (Lipinski Ro5)

Molecular Weight

352.3 Da

Threshold ≤ 500

ALogP

2.20

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H16O6

Molecular Weight:

352.3420 Da

SMILES:

O=C1CC[C@H](c2ccc(O)c3c2C(=O)[C@@H](O)[C@@H]2O[C@H]32)c2cccc(O)c21

InChIKey:

                        ABQWPANFECMPDF-KLAQTDMKSA-N
                        
                    

InChI:

InChI=1S/C20H16O6/c21-11-3-1-2-9-8(4-6-12(22)14(9)11)10-5-7-13(23)16-15(10)17(24)18(25)20-19(16)26-20/h1-3,5,7-8,18-21,23,25H,4,6H2/t8-,18+,19+,20-/m0/s1

Calculated Properties

ALogP:

2.203 lipophilicity

TPSA:

107.36 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.3000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005228

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Bisnaphthalenes

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD26299

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds