SCS-C000528
N-mycophenoyl-L-phenyloalanine
Pathway: Polyketides
Superclass: Cyclic polyketides
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Penicillium bialowiezense
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium bialowiezense
South China Sea
DOI:
10.3390/md16070230
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
0.0 Da
Threshold ≤ 500
ALogP
3.46
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Insufficient data for complete Ro5 evaluation
Chemical Properties
Molecular Formula:
C26H29NO7
Molecular Weight:
N/A
SMILES:
COc1c(C)c2c(c(CC=C(C)CCC(=O)N[C@@H](Cc3ccccc3)C(=O)O)c1O)COC2=O
InChIKey:
ZUXCLRHDKITQJY-FQEVSTJZSA-N
InChI:
InChI=1S/C26H29NO7/c1-15(10-12-21(28)27-20(25(30)31)13-17-7-5-4-6-8-17)9-11-18-19-14-34-26(32)22(19)16(2)24(33-3)23(18)29/h4-9,20,29H,10-14H2,1-3H3,(H,27,28)(H,30,31)/t20-/m0/s1
Calculated Properties
ALogP:
3.461 lipophilicity
TPSA:
122.16 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
10
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.3462 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000528
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
N/A
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 |
|---|---|---|---|---|
| Immunomodulatory / Anti-allergic | IC50 | IMPDH2 | 3.27–24.68 μM | 10.3390/md16070230 Marine Drugs |