SCS-C000222
chrysopiperazine A
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Simple diketopiperazine 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 chrysogenum
(fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium chrysogenum
South China Sea
DOI:
10.3390/md17050250
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
389.4 Da
Threshold ≤ 500
ALogP
2.31
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H27N3O5
Molecular Weight:
389.4000 Da
SMILES:
CC[C@H](C)[C@]1(OC)NC(=O)[C@@H](C(C)C)n2c1nc1c(c2=O)C=C(OC)C=CO1
InChIKey:
QAGOKKIRIONYAD-PGICJIBASA-N
InChI:
InChI=1S/C20H27N3O5/c1-7-12(4)20(27-6)19-21-17-14(10-13(26-5)8-9-28-17)18(25)23(19)15(11(2)3)16(24)22-20/h8-12,15H,7H2,1-6H3,(H,22,24)/t12-,15+,20+/m0/s1
Calculated Properties
ALogP:
2.309 lipophilicity
TPSA:
91.68 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
7
Rotatable Bonds:
5
Ring Count:
3
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.5500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000222
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Simple diketopiperazine alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.