SCS-C004402

cottoquinazoline C

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/acs.jnatprod.6b00801 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

427.4 Da

Threshold ≤ 500

ALogP

0.86

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H17N5O4

Molecular Weight:

427.4200 Da

SMILES:

C=C1C(=O)N2c3ccccc3[C@@]3(O)C[C@H]4C(=O)N[C@H](c5nc6ccccc6c(=O)n54)N1[C@H]23

InChIKey:

                        YEQPBHIVHBCYCF-ATTMEURXSA-N
                        
                    

InChI:

InChI=1S/C23H17N5O4/c1-11-20(30)28-15-9-5-3-7-13(15)23(32)10-16-19(29)25-18(26(11)22(23)28)17-24-14-8-4-2-6-12(14)21(31)27(16)17/h2-9,16,18,22,32H,1,10H2,(H,25,29)/t16-,18-,22+,23-/m0/s1

Calculated Properties

ALogP:

0.860 lipophilicity

TPSA:

107.77 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (3 aromatic)

Chiral Centers:

Fsp³:

0.2174 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004402

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 CMNPD: CMNPD27354

Biological Activity Data

No bioactivity data available for this compound.

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