SCS-C006772

fumiquinazoline A

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

Download: SDF SMILES

Source Information

Aspergillus sydowii (coral-derived fungus)

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

South China Sea

DOI: 10.1177/1934578x1300800313 · Natural Product Communications

Drug-likeness (Lipinski Ro5)

Molecular Weight

475.5 Da

Threshold ≤ 500

ALogP

1.08

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H25N5O5

Molecular Weight:

475.5050 Da

SMILES:

COc1ccc2nc3n(c(=O)c2c1)[C@H](C[C@]1(O)c2ccccc2N2C(=O)[C@H](C)N[C@@H]21)C(=O)N[C@@H]3C

InChIKey:

                        JYYZMXFDNATJEO-GHTWTZLRSA-N
                        
                    

InChI:

InChI=1S/C25H25N5O5/c1-12-20-28-17-9-8-14(35-3)10-15(17)23(33)29(20)19(21(31)26-12)11-25(34)16-6-4-5-7-18(16)30-22(32)13(2)27-24(25)30/h4-10,12-13,19,24,27,34H,11H2,1-3H3,(H,26,31)/t12-,13+,19-,24+,25+/m1/s1

Calculated Properties

ALogP:

1.079 lipophilicity

TPSA:

125.79 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (3 aromatic)

Chiral Centers:

Fsp³:

0.3600 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006772

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
Antifouling	settlement inhibition	Bugula neritina larvae	9–16 were tested only towards B. neritina larvae because of the sample amount limitation... 6, 9, 13, and 16 towards B. neritina larvae	10.1177/1934578x1300800313 Natural Product Communications

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