SCS-C000329

chrysogeamide E

Pathway: Amino acids and Peptides | Polyketides Superclass: Oligopeptides Class: Cyclic peptides | Depsipeptides | Lipopeptides

Chemical Structure

Structure of chrysogeamide E
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Penicillium chrysogenum (fungus)
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:

Biological Activity Data

No bioactivity data available for this compound.

Structure enlarged