SCS-C007675
penicacid N
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: Phthalide derivatives
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 sp. HN-66
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
Dongsha Atoll
· 500 meters
· 115.1540° E, 20.1404° N
DOI:
10.1002/cbdv.202401657
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
392.4 Da
Threshold ≤ 500
ALogP
2.36
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H24O8
Molecular Weight:
392.4040 Da
SMILES:
COC(=O)C[C@@H](OC(C)=O)/C(C)=C/Cc1c(O)c2c(c(C)c1OC)COC2=O
InChIKey:
KNYSTANFAYKBKY-WCLQSUPFSA-N
InChI:
InChI=1S/C20H24O8/c1-10(15(28-12(3)21)8-16(22)25-4)6-7-13-18(23)17-14(9-27-20(17)24)11(2)19(13)26-5/h6,15,23H,7-9H2,1-5H3/b10-6+/t15-/m1/s1
Calculated Properties
ALogP:
2.363 lipophilicity
TPSA:
108.36 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
8
Rotatable Bonds:
7
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.4500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007675
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
Phthalide derivatives
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 |
|---|---|---|---|---|
| Antibacterial | MIC | Escherichia coli | 50.0 μg/mL | 10.1002/cbdv.202401657 Chemistry & Biodiversity |