SCS-C004713

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

Drug-likeness (Lipinski Ro5)

Molecular Weight

471.5 Da

Threshold ≤ 500

ALogP

1.76

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C26H25N5O4

Molecular Weight:

471.5170 Da

SMILES:

CC[C@H](C)[C@H]1C(=O)N2c3ccccc3[C@@]3(O)C[C@H]4C(=O)N[C@H](c5nc6ccccc6c(=O)n54)N1[C@H]23

InChIKey:

                        PZOAJKRRXRFASI-JCZWZIPTSA-N
                        
                    

InChI:

InChI=1S/C26H25N5O4/c1-3-13(2)19-24(34)30-17-11-7-5-9-15(17)26(35)12-18-22(32)28-21(31(19)25(26)30)20-27-16-10-6-4-8-14(16)23(33)29(18)20/h4-11,13,18-19,21,25,35H,3,12H2,1-2H3,(H,28,32)/t13-,18-,19-,21-,25-,26-/m0/s1

Calculated Properties

ALogP:

1.760 lipophilicity

TPSA:

107.77 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (3 aromatic)

Chiral Centers:

Fsp³:

0.3846 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004713

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: CMNPD27355

Biological Activity Data

No bioactivity data available for this compound.

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