SCS-C000329
chrysogeamide E
Pathway: Amino acids and Peptides | Polyketides
Superclass: Oligopeptides
Class: Cyclic peptides | Depsipeptides | Lipopeptides
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 chrysogenum
(fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium chrysogenum
South China Sea
DOI:
10.1021/acs.joc.8b02614
· The Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
657.8 Da
Threshold ≤ 500
ALogP
2.54
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C35H55N5O7
Molecular Weight:
657.8000 Da
SMILES:
CCCC[C@H](C)[C@@H]1CC(=O)NCC(=O)N[C@H](CC(C)C)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc2ccccc2)C(=O)O1
InChIKey:
JPYUYFWFAUFFIX-ZVECCUNCSA-N
InChI:
InChI=1S/C35H55N5O7/c1-8-9-13-23(6)29-19-30(41)36-20-31(42)38-26(16-21(2)3)34(45)39-27(17-22(4)5)33(44)37-24(7)32(43)40-28(35(46)47-29)18-25-14-11-10-12-15-25/h10-12,14-15,21-24,26-29H,8-9,13,16-20H2,1-7H3,(H,36,41)(H,37,44)(H,38,42)(H,39,45)(H,40,43)/t23-,24-,26+,27+,28-,29-/m0/s1
Calculated Properties
ALogP:
2.538 lipophilicity
TPSA:
171.80 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
7
Rotatable Bonds:
10
Ring Count:
2
(1 aromatic)
Chiral Centers:
6
Fsp³:
0.6571 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000329
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
Depsipeptides
Lipopeptides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.