SCS-C006076
lecanicillium A
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
Gamszarea kalimantanensis
(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
372.4 Da
Threshold ≤ 500
ALogP
0.34
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H16N2O5S
Molecular Weight:
372.4020 Da
SMILES:
O=C1N2[C@@H]3OC=C[C@@H]4S[C@]2(C[C@@H]3[C@@H]4O)C(=O)N[C@]12Cc1ccccc1O2
InChIKey:
BTHHXCMQOAXVSD-BQHBVLGJSA-N
InChI:
InChI=1S/C18H16N2O5S/c21-13-10-8-18-15(22)19-17(7-9-3-1-2-4-11(9)25-17)16(23)20(18)14(10)24-6-5-12(13)26-18/h1-6,10,12-14,21H,7-8H2,(H,19,22)/t10-,12+,13+,14-,17+,18-/m1/s1
Calculated Properties
ALogP:
0.339 lipophilicity
TPSA:
88.10 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
0
Ring Count:
6
(1 aromatic)
Chiral Centers:
6
Fsp³:
0.4444 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006076
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.