SCS-C003732

scequinadoline E

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

Chemical Structure

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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

499.6 Da

Threshold ≤ 500

ALogP

2.40

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C28H29N5O4

Molecular Weight:

499.5710 Da

SMILES:

CC(C)=C1NC(=O)[C@@H](C[C@]2(O)c3ccccc3N3C(=O)[C@H](C(C)C)N[C@H]32)n2c1nc1ccccc1c2=O

InChIKey:

                        HEWGHFCCTGMGGN-SQSVJPPKSA-N
                        
                    

InChI:

InChI=1S/C28H29N5O4/c1-14(2)21-23-29-18-11-7-5-9-16(18)25(35)32(23)20(24(34)30-21)13-28(37)17-10-6-8-12-19(17)33-26(36)22(15(3)4)31-27(28)33/h5-12,15,20,22,27,31,37H,13H2,1-4H3,(H,30,34)/t20-,22+,27-,28+/m1/s1

Calculated Properties

ALogP:

2.397 lipophilicity

TPSA:

116.56 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (3 aromatic)

Chiral Centers:

Fsp³:

0.3571 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003732

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: CMNPD29010

Biological Activity Data

No bioactivity data available for this compound.

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