SCS-C004473

5-chlorogriseofulvin

Pathway: Polyketides Superclass: Aromatic polyketides Class: Griseofulvins

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

Arthrinium sp. (sponge-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Apiosporaceae Genus Arthrinium Species NA

South China Sea

DOI: 10.1007/s10600-016-1849-3 · Chemistry of Natural Compounds

Drug-likeness (Lipinski Ro5)

Molecular Weight

387.2 Da

Threshold ≤ 500

ALogP

3.46

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H16Cl2O6

Molecular Weight:

387.2150 Da

SMILES:

COC1=CC(=O)C[C@@H](C)[C@]12Oc1c(Cl)c(OC)c(Cl)c(OC)c1C2=O

InChIKey:

                        VOYKFNUPFUJNKL-GJEGPGMTSA-N
                        
                    

InChI:

InChI=1S/C17H16Cl2O6/c1-7-5-8(20)6-9(22-2)17(7)16(21)10-13(23-3)11(18)15(24-4)12(19)14(10)25-17/h6-7H,5H2,1-4H3/t7-,17+/m1/s1

Calculated Properties

ALogP:

3.464 lipophilicity

TPSA:

71.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.4118 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004473

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Aromatic polyketides

NPClassifier Class:

Griseofulvins

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27309

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds