SCS-C003900
arthpyrone A
Pathway: Alkaloids
Superclass: Nicotinic acid alkaloids
Class: Pyridine alkaloids
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
Arthrinium arundinis
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Apiosporaceae
Genus
Apiospora
Species
Apiospora arundinis
Xisha Islands
DOI:
10.1021/ol503646c
· Organic Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
445.5 Da
Threshold ≤ 500
ALogP
1.61
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C24H31NO7
Molecular Weight:
445.5120 Da
SMILES:
C[C@@H]1CC[C@H]2[C@H](C(=O)c3c4c(cn(O)c3=O)[C@@]3(O)CC[C@H](O)[C@H](O4)[C@@H]3O)[C@H](C)C=C[C@@H]2C1
InChIKey:
XFLQCMDKBYZBJL-XFDICZTPSA-N
InChI:
InChI=1S/C24H31NO7/c1-11-3-6-14-13(9-11)5-4-12(2)17(14)19(27)18-20-15(10-25(31)23(18)29)24(30)8-7-16(26)21(32-20)22(24)28/h4-5,10-14,16-17,21-22,26,28,30-31H,3,6-9H2,1-2H3/t11-,12-,13-,14-,16+,17-,21+,22+,24+/m1/s1
Calculated Properties
ALogP:
1.607 lipophilicity
TPSA:
129.22 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
8
Rotatable Bonds:
2
Ring Count:
5
(1 aromatic)
Chiral Centers:
9
Fsp³:
0.6667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003900
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Nicotinic acid alkaloids
NPClassifier Class:
Pyridine alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.