SCS-C003723

scequinadoline D

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

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

485.5 Da

Threshold ≤ 500

ALogP

2.15

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H27N5O4

Molecular Weight:

485.5440 Da

SMILES:

CC[C@@H]1N[C@@H]2N(C1=O)c1ccccc1[C@@]2(O)C[C@@H]1C(=O)NC(=C(C)C)c2nc3ccccc3c(=O)n21

InChIKey:

                        DLUMNMLJWXNQCA-XFFJOWCWSA-N
                        
                    

InChI:

InChI=1S/C27H27N5O4/c1-4-17-25(35)32-19-12-8-6-10-16(19)27(36,26(32)29-17)13-20-23(33)30-21(14(2)3)22-28-18-11-7-5-9-15(18)24(34)31(20)22/h5-12,17,20,26,29,36H,4,13H2,1-3H3,(H,30,33)/t17-,20+,26+,27-/m0/s1

Calculated Properties

ALogP:

2.151 lipophilicity

TPSA:

116.56 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (3 aromatic)

Chiral Centers:

Fsp³:

0.3333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003723

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: CMNPD29009

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds