SCS-C004253
chartarlactam K
Pathway: Polyketides | Terpenoids
Superclass: Meroterpenoids | Sesquiterpenoids
Class: Drimane sesquiterpenoids | Spriromeroterpenoids | Tetraketide meroterpenoids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Stachybotrys chartarum
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Stachybotryaceae
Genus
Stachybotrys
Species
Stachybotrys chartarum
Weizhou Island
DOI:
10.1021/np400824u
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
443.5 Da
Threshold ≤ 500
ALogP
3.08
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C25H33NO6
Molecular Weight:
443.5400 Da
SMILES:
CC(=O)O[C@@H]1[C@H](O)C[C@@]2(C)[C@@H](CC[C@@H](C)[C@]23Cc2c(O)cc4c(c2O3)CNC4=O)C1(C)C
InChIKey:
JOLITHWHEFIGDT-ZNHXSYRVSA-N
InChI:
InChI=1S/C25H33NO6/c1-12-6-7-19-23(3,4)21(31-13(2)27)18(29)10-24(19,5)25(12)9-15-17(28)8-14-16(20(15)32-25)11-26-22(14)30/h8,12,18-19,21,28-29H,6-7,9-11H2,1-5H3,(H,26,30)/t12-,18-,19+,21-,24+,25-/m1/s1
Calculated Properties
ALogP:
3.084 lipophilicity
TPSA:
105.09 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
1
Ring Count:
5
(1 aromatic)
Chiral Centers:
6
Fsp³:
0.6800 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004253
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
Meroterpenoids
Sesquiterpenoids
NPClassifier Class:
Drimane sesquiterpenoids
Spriromeroterpenoids
Tetraketide meroterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.