SCS-C000266

cottoquinazoline D

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

Chemical Structure

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Source Information

Aspergillus versicolor (coral-associated fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus versicolor

South China Sea

DOI: 10.1021/ol103164n · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

441.4 Da

Threshold ≤ 500

ALogP

0.88

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H19N5O4

Molecular Weight:

441.4000 Da

SMILES:

O=C1N[C@H]2c3nc4ccccc4c(=O)n3[C@@H]1C[C@@]1(O)c3ccccc3N3C(=O)C4(CC4)N2[C@@H]31

InChIKey:

                        KDEIHABGQBSWKG-OVJGHYRJSA-N
                        
                    

InChI:

InChI=1S/C24H19N5O4/c30-19-16-11-24(33)13-6-2-4-8-15(13)28-21(24)29(23(9-10-23)22(28)32)18(26-19)17-25-14-7-3-1-5-12(14)20(31)27(16)17/h1-8,16,18,21,33H,9-11H2,(H,26,30)/t16-,18-,21-,24-/m1/s1

Calculated Properties

ALogP:

0.878 lipophilicity

TPSA:

107.77 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (3 aromatic)

Chiral Centers:

Fsp³:

0.3333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000266

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Anthranilic acid alkaloids

NPClassifier Class:

Quinazoline alkaloids

Glycoside:

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
Antifungal	MIC	Candida albicans	22.6 μM	10.1021/ol103164n Organic Letters

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