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SCS-C001316

aurantiomide C

Pathway: Alkaloids Superclass: Anthranilic acid alkaloids Class: Quinazoline alkaloids
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Chemical Structure

Structure of aurantiomide C
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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.
Download: SDF SMILES

Source Information

Penicillium sp. (soft coral-derived fungus)
Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA
South China Sea
DOI: 10.1002/cbdv.202401544  · Chemistry & Biodiversity
Penicillium sp. SCSIO 41413 (soft coral-derived fungus)
Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA
Weizhou Island
DOI: 10.3390/md21010027  · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight
340.4 Da
Threshold ≤ 500
ALogP
1.33
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C18H20N4O3
Molecular Weight:
340.4000 Da
SMILES:
CC(C)/C=C1\NC(=O)[C@H](CCC(N)=O)n2c1nc1ccccc1c2=O
InChIKey:
UKYRPVOCKVERNT-XXYUJHKVSA-N
InChI:
InChI=1S/C18H20N4O3/c1-10(2)9-13-16-20-12-6-4-3-5-11(12)18(25)22(16)14(17(24)21-13)7-8-15(19)23/h3-6,9-10,14H,7-8H2,1-2H3,(H2,19,23)(H,21,24)/b13-9-/t14-/m0/s1
Calculated Properties
ALogP:
1.330 lipophilicity
TPSA:
107.08 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
3 (2 aromatic)
Chiral Centers:
1
Fsp³:
0.3333 fraction sp³ carbon

Database Information

Compound ID:
SCS-C001316
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Anthranilic acid alkaloids
NPClassifier Class:
Quinazoline alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

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
Antioxidant EC50 DPPH radical scavenging 0.46 mg/mL 10.1002/cbdv.202401544 Chemistry & Biodiversity
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Structure enlarged