SCS-C002989
janthinolide A
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Tetramate alkaloids | Peptide alkaloids
Class: Pyrazine and Piperazine 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
Penicillium simplicissimum
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium simplicissimum
Hainan Island
DOI:
10.1002/chin.200715195
· Die Pharmazie
Drug-likeness (Lipinski Ro5)
Molecular Weight
448.5 Da
Threshold ≤ 500
ALogP
1.88
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:
C23H32N2O7
Molecular Weight:
448.5160 Da
SMILES:
COC1=[N+](O[O-])C(C)=C(O)N/C1=C\c1ccc(OC/C=C(\C)CC[C@H](O)C(C)(C)O)cc1
InChIKey:
IKQWGWCFHSPNCF-AMJVATJQSA-N
InChI:
InChI=1S/C23H32N2O7/c1-15(6-11-20(26)23(3,4)28)12-13-31-18-9-7-17(8-10-18)14-19-22(30-5)25(32-29)16(2)21(27)24-19/h7-10,12,14,20,24,26,28H,6,11,13H2,1-5H3,(H-,27,29)/b15-12+,19-14-/t20-/m0/s1
Calculated Properties
ALogP:
1.879 lipophilicity
TPSA:
126.48 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
8
Rotatable Bonds:
9
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.4348 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002989
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Tetramate alkaloids
Peptide alkaloids
NPClassifier Class:
Pyrazine and Piperazine alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.