SCS-C005469
cyclo-( L-leucyl-trans-4-hydroxy-L-prolyl-D-leucyl-trans-4-hydroxy-L-proline)
Pathway: Amino acids and Peptides
Superclass: Oligopeptides
Class: Cyclic peptides
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
Alternaria sp.
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Alternaria
Species
NA
Leizhou Peninsula
DOI:
10.1080/14786419.2014.887074
· Natural Product Research
Drug-likeness (Lipinski Ro5)
Molecular Weight
452.6 Da
Threshold ≤ 500
ALogP
-1.01
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H36N4O6
Molecular Weight:
452.5520 Da
SMILES:
CC(C)C[C@@H]1NC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@@H](CC(C)C)NC(=O)[C@@H]2C[C@@H](O)CN2C1=O
InChIKey:
GFPWUVSZMLDPAF-ZXLDYLNASA-N
InChI:
InChI=1S/C22H36N4O6/c1-11(2)5-15-21(31)25-9-13(27)8-18(25)20(30)24-16(6-12(3)4)22(32)26-10-14(28)7-17(26)19(29)23-15/h11-18,27-28H,5-10H2,1-4H3,(H,23,29)(H,24,30)/t13-,14-,15-,16+,17+,18+/m1/s1
Calculated Properties
ALogP:
-1.015 lipophilicity
TPSA:
139.28 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
4
Ring Count:
3
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.8182 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005469
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.