SCS-C003570

scedapin E

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

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

Pseudallescheria boydii (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Microascales Family Microascaceae Genus Pseudallescheria Species Pseudallescheria boydii

Sanya

DOI: 10.1021/acs.orglett.7b02238 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

417.4 Da

Threshold ≤ 500

ALogP

2.12

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H19N3O5

Molecular Weight:

417.4210 Da

SMILES:

CC1(C)C(=O)c2nc3ccccc3c(=O)n2[C@@H]2C[C@@]3(O[C@@]21O)C(=O)Nc1ccccc13

InChIKey:

                        BHSVORMFPXUPEG-XARZLDAJSA-N
                        
                    

InChI:

InChI=1S/C23H19N3O5/c1-21(2)17(27)18-24-14-9-5-3-7-12(14)19(28)26(18)16-11-22(31-23(16,21)30)13-8-4-6-10-15(13)25-20(22)29/h3-10,16,30H,11H2,1-2H3,(H,25,29)/t16-,22+,23+/m1/s1

Calculated Properties

ALogP:

2.117 lipophilicity

TPSA:

110.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (3 aromatic)

Chiral Centers:

Fsp³:

0.3043 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003570

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Anthranilic acid alkaloids

NPClassifier Class:

Quinazoline alkaloids

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD29003

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds