SCS-C002298
Penicillazine
Pathway: 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 sp. 386
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
The Journal of Organic Chemistry, 2009, 29(3), 341-349.
Drug-likeness (Lipinski Ro5)
Molecular Weight
434.4 Da
Threshold ≤ 500
ALogP
-1.18
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H22N2O9
Molecular Weight:
434.4010 Da
SMILES:
COc1ccc2c(c1OC)OC(=O)C(NC(=O)C1=NO[C@H]3[C@H](O)C=C[C@@H](O)[C@@]3(O)C1)C2
InChIKey:
VDZWEBNNGSNEIU-PHKOTOFOSA-N
InChI:
InChI=1S/C20H22N2O9/c1-28-13-5-3-9-7-10(19(26)30-15(9)16(13)29-2)21-18(25)11-8-20(27)14(24)6-4-12(23)17(20)31-22-11/h3-6,10,12,14,17,23-24,27H,7-8H2,1-2H3,(H,21,25)/t10?,12-,14-,17+,20+/m1/s1
Calculated Properties
ALogP:
-1.182 lipophilicity
TPSA:
156.14 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
10
Rotatable Bonds:
4
Ring Count:
4
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.4500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002298
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
N/A
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 |
|---|---|---|---|---|
| Antitumor | — | tumor cell lines | cytotoxicity | — |