SCS-C005379
3S-hydroxycyclo(S-Pro-S-Phe)
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
Penicillium sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
Zhanjiang
DOI:
10.1016/s1875-5364(18)30068-2
· Chinese Journal of Natural Medicines
Drug-likeness (Lipinski Ro5)
Molecular Weight
260.3 Da
Threshold ≤ 500
ALogP
0.04
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H16N2O3
Molecular Weight:
260.2900 Da
SMILES:
O=C1N[C@@H](Cc2ccccc2)C(=O)N2[C@@H](O)CC[C@@H]12
InChIKey:
BAMJSSRCISLLPC-SRVKXCTJSA-N
InChI:
InChI=1S/C14H16N2O3/c17-12-7-6-11-13(18)15-10(14(19)16(11)12)8-9-4-2-1-3-5-9/h1-5,10-12,17H,6-8H2,(H,15,18)/t10-,11-,12-/m0/s1
Calculated Properties
ALogP:
0.037 lipophilicity
TPSA:
69.64 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
2
Ring Count:
3
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.4286 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005379
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.