SCS-C006078
lecanicillium D
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Thiodiketopiperazine 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
Lecanicillium kalimantanense
(NA)
Original source name: Lecanicillium kalimantanense | L. kalimantanense SCSIO41702
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Cordycipitaceae
Genus
Gamszarea
Species
Gamszarea kalimantanensis
South China Sea
DOI:
10.3390/md21110575
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
550.6 Da
Threshold ≤ 500
ALogP
0.48
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C24H26N2O9S2
Molecular Weight:
550.6110 Da
SMILES:
CS[C@@]12CC3=COC=C[C@H](OC(C)=O)[C@H]3N1C(=O)[C@]1(SC)C[C@]3(O)C=CC(=O)[C@H](OC(C)=O)[C@H]3N1C2=O
InChIKey:
CHHVZSMNYIAKIL-JZUZQBQSSA-N
InChI:
InChI=1S/C24H26N2O9S2/c1-12(27)34-16-6-8-33-10-14-9-23(36-3)20(30)26-19-18(35-13(2)28)15(29)5-7-22(19,32)11-24(26,37-4)21(31)25(23)17(14)16/h5-8,10,16-19,32H,9,11H2,1-4H3/t16-,17-,18-,19+,22+,23+,24+/m0/s1
Calculated Properties
ALogP:
0.482 lipophilicity
TPSA:
139.75 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
11
Rotatable Bonds:
4
Ring Count:
5
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.5417 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006078
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Thiodiketopiperazine alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.