SCS-C005596
3-(3-hydroxy-4-methoxybenzyl)-6-isobutyl-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
306.4 Da
Threshold ≤ 500
ALogP
0.97
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H22N2O4
Molecular Weight:
306.3620 Da
SMILES:
COc1ccc(C[C@H]2NC(=O)[C@@H](CC(C)C)NC2=O)cc1O
InChIKey:
UAAHEUFOBRJXPN-VXGBXAGGSA-N
InChI:
InChI=1S/C16H22N2O4/c1-9(2)6-11-15(20)18-12(16(21)17-11)7-10-4-5-14(22-3)13(19)8-10/h4-5,8-9,11-12,19H,6-7H2,1-3H3,(H,17,21)(H,18,20)/t11-,12-/m1/s1
Calculated Properties
ALogP:
0.973 lipophilicity
TPSA:
87.66 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
5
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005596
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.