SCS-C000255

versiquinazoline B

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

Chemical Structure

Loading 3D structure...

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 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

453.4 Da

Threshold ≤ 500

ALogP

1.59

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H19N5O4

Molecular Weight:

453.4000 Da

SMILES:

O=C1[C@@H]2C[C@@]34O[C@@H](c5nc6ccccc6c(=O)n52)N1CN1[C@@H]3N(C(=O)C12CC2)c1ccccc14

InChIKey:

                        PVXTUOIMWMPANT-OVSKJSCNSA-N
                        
                    

InChI:

InChI=1S/C25H19N5O4/c31-19-13-5-1-3-7-15(13)26-18-21-27-12-28-22-25(34-21,11-17(20(27)32)29(18)19)14-6-2-4-8-16(14)30(22)23(33)24(28)9-10-24/h1-8,17,21-22H,9-12H2/t17-,21-,22+,25-/m0/s1

Calculated Properties

ALogP:

1.586 lipophilicity

TPSA:

87.98 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

10 (3 aromatic)

Chiral Centers:

Fsp³:

0.3600 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000255

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

No bioactivity data available for this compound.

Back to Compounds