SCS-C005224
guignardin E
Pathway: Polyketides
Superclass: Naphthalenes
Class: Spirodioxynaphthalenes
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.
Source Information
Guignardia sp.
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Botryosphaeriales
Family
Phyllostictaceae
Genus
Guignardia
Species
NA
Daya Bay
DOI:
10.1016/j.tet.2014.06.041
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
368.8 Da
Threshold ≤ 500
ALogP
3.33
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H13ClO5
Molecular Weight:
368.7720 Da
SMILES:
O=C1c2c(O)cccc2C2(Oc3cccc4cccc(c34)O2)[C@H](O)[C@@H]1Cl
InChIKey:
VERJQRRBSKVZER-IEBWSBKVSA-N
InChI:
InChI=1S/C20H13ClO5/c21-17-18(23)16-11(6-3-7-12(16)22)20(19(17)24)25-13-8-1-4-10-5-2-9-14(26-20)15(10)13/h1-9,17,19,22,24H/t17-,19-/m1/s1
Calculated Properties
ALogP:
3.334 lipophilicity
TPSA:
75.99 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
5
(3 aromatic)
Chiral Centers:
2
Fsp³:
0.1500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005224
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Spirodioxynaphthalenes
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.