SCS-C005597
3-(1,3-benzodioxol-5-ylmethyl)-6-isopropyl-2,5-diketopiperazine
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
Streptomyces sp.
(bacterium)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
NA
Guangdong coast
Drug-likeness (Lipinski Ro5)
Molecular Weight
290.3 Da
Threshold ≤ 500
ALogP
0.60
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H18N2O4
Molecular Weight:
290.3190 Da
SMILES:
CC(C)[C@H]1NC(=O)[C@@H](Cc2ccc3c(c2)OCO3)NC1=O
InChIKey:
HHAYWQJLLMPZCE-ZWNOBZJWSA-N
InChI:
InChI=1S/C15H18N2O4/c1-8(2)13-15(19)16-10(14(18)17-13)5-9-3-4-11-12(6-9)21-7-20-11/h3-4,6,8,10,13H,5,7H2,1-2H3,(H,16,19)(H,17,18)/t10-,13-/m1/s1
Calculated Properties
ALogP:
0.597 lipophilicity
TPSA:
76.66 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
3
Ring Count:
3
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.4667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005597
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.