SCS-C006834
2-ethyl-10-hydroxy-2,3,4,5,6,7-hexahydro-7-oxo-benzoxonin-8-acetic acid ethyl ester
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
Phomopsis sp. ZSU-H76
(fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Diaporthales
Family
Diaporthaceae
Genus
Phomopsis
Species
NA
South China Sea
DOI:
10.1016/j.phytochem.2008.02.002
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
789.2 Da
Threshold ≤ 500
ALogP
0.51
Threshold ≤ 5
H-Bond Donors
9
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C36H45ClN6O12
Molecular Weight:
789.2390 Da
SMILES:
C=C(C)[C@@H]1NC(=O)[C@@H](NC)[C@@H](O)c2cc(Cl)c(O)c(c2)O[C@](C)(CC)[C@@H](C(=O)N2CC=C[C@H]2C(=O)N/C(C(=O)N/C(=C/C(=O)O)C(=O)O)=C(\C)CC)NC1=O
InChIKey:
FAFRRYBYQKPKSY-AJSRVUJESA-N
InChI:
InChI=1S/C36H45ClN6O12/c1-8-17(5)25(32(50)39-20(35(53)54)15-23(44)45)41-30(48)21-11-10-12-43(21)34(52)29-36(6,9-2)55-22-14-18(13-19(37)28(22)47)27(46)26(38-7)33(51)40-24(16(3)4)31(49)42-29/h10-11,13-15,21,24,26-27,29,38,46-47H,3,8-9,12H2,1-2,4-7H3,(H,39,50)(H,40,51)(H,41,48)(H,42,49)(H,44,45)(H,53,54)/b20-15+,25-17+/t21-,24-,26-,27-,29+,36+/m0/s1
Calculated Properties
ALogP:
0.510 lipophilicity
TPSA:
273.03 Ų polar surface area
H-Bond Donors:
9
H-Bond Acceptors:
11
Rotatable Bonds:
11
Ring Count:
3
(1 aromatic)
Chiral Centers:
6
Fsp³:
0.4167 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006834
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
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antimicrobial | MIC | three bacterial strains, two fungal strains | — Structured numeric value is not available in this record; see the primary reference. | 10.1016/j.phytochem.2008.02.002 Phytochemistry |