SCS-C003663

scedapin F

Pathway: Alkaloids Superclass: Tyrosine alkaloids Class: Phenylethylamines

Chemical Structure

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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

357.4 Da

Threshold ≤ 500

ALogP

2.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H23NO5

Molecular Weight:

357.4060 Da

SMILES:

COc1ccc(C[C@H](NC=O)C(=O)Cc2ccc(OC)c(OC)c2)cc1

InChIKey:

                        BZHZHBJDEXREKK-KRWDZBQOSA-N
                        
                    

InChI:

InChI=1S/C20H23NO5/c1-24-16-7-4-14(5-8-16)10-17(21-13-22)18(23)11-15-6-9-19(25-2)20(12-15)26-3/h4-9,12-13,17H,10-11H2,1-3H3,(H,21,22)/t17-/m0/s1

Calculated Properties

ALogP:

2.181 lipophilicity

TPSA:

73.86 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.3000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003663

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tyrosine alkaloids

NPClassifier Class:

Phenylethylamines

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD29004

Biological Activity Data

No bioactivity data available for this compound.

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