SCS-C005551
(4R, 10S, 4’S)-leptothalenone B
Pathway: Polyketides
Superclass: Naphthalenes
Class: Naphthalenones
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
Pseudopithomyces chartarum
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Didymosphaeriaceae
Genus
Pseudopithomyces
Species
Pseudopithomyces chartarum
South China Sea
DOI:
10.3390/md16050173
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
472.5 Da
Threshold ≤ 500
ALogP
3.41
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C25H28O9
Molecular Weight:
472.4900 Da
SMILES:
COc1cc2c(c(O)c1CO[C@@H](C)c1c(OC)cc3c(c1O)C(=O)CC[C@H]3O)C(=O)CC[C@@H]2O
InChIKey:
YCCGLTFTIMXHAZ-KNXALSJPSA-N
InChI:
InChI=1S/C25H28O9/c1-11(21-20(33-3)9-13-16(27)5-7-18(29)23(13)25(21)31)34-10-14-19(32-2)8-12-15(26)4-6-17(28)22(12)24(14)30/h8-9,11,15-16,26-27,30-31H,4-7,10H2,1-3H3/t11-,15-,16+/m0/s1
Calculated Properties
ALogP:
3.413 lipophilicity
TPSA:
142.75 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
9
Rotatable Bonds:
6
Ring Count:
4
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.4400 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005551
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Naphthalenones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.