SCS-C003554
penilloid A
Pathway: Alkaloids
Superclass: Histidine alkaloids
Class: Imidazole alkaloids
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.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
Sanya
DOI:
10.1177/1934578x1300800313
· Natural Product Communications
Penicillium sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
DOI:
10.1177/1934578x1300800313
· Natural Product Communications
Drug-likeness (Lipinski Ro5)
Molecular Weight
321.3 Da
Threshold ≤ 500
ALogP
1.09
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H15N5O2
Molecular Weight:
321.3400 Da
SMILES:
O=C1NC(Cc2c[nH]c3ccccc23)C(=O)N/C1=C/c1c[nH]cn1
InChIKey:
ITXQTTPWGBFRNK-GIDUJCDVSA-N
InChI:
InChI=1S/C17H15N5O2/c23-16-14(5-10-7-19-13-4-2-1-3-12(10)13)21-17(24)15(22-16)6-11-8-18-9-20-11/h1-4,6-9,14,19H,5H2,(H,18,20)(H,21,24)(H,22,23)/b15-6+
Calculated Properties
ALogP:
1.089 lipophilicity
TPSA:
102.67 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
3
Rotatable Bonds:
3
Ring Count:
4
(3 aromatic)
Chiral Centers:
1
Fsp³:
0.1176 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003554
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Histidine alkaloids
NPClassifier Class:
Imidazole alkaloids
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 |
|---|---|---|---|---|
| Antifouling | antilarval settlement | Balanus amphitrite larvae | 12.3 μg/mL | 10.1177/1934578x1300800313 Natural Product Communications |