SCS-C005615
3-((1,3-benzodioxol-5-yl)methyl)-6-isobutyl-2,5-diketopiperazine
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids | Small peptides
Class: Dipeptides | 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
304.3 Da
Threshold ≤ 500
ALogP
0.99
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:
C16H20N2O4
Molecular Weight:
304.3460 Da
SMILES:
CC(C)C[C@H]1NC(=O)[C@@H](Cc2ccc3c(c2)OCO3)NC1=O
InChIKey:
MQZBOPQIPCOUQH-VXGBXAGGSA-N
InChI:
InChI=1S/C16H20N2O4/c1-9(2)5-11-15(19)18-12(16(20)17-11)6-10-3-4-13-14(7-10)22-8-21-13/h3-4,7,9,11-12H,5-6,8H2,1-2H3,(H,17,20)(H,18,19)/t11-,12-/m1/s1
Calculated Properties
ALogP:
0.987 lipophilicity
TPSA:
76.66 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
3
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005615
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
Small peptides
NPClassifier Class:
Dipeptides
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.