SCS-C005656

meyeroguilline C

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Isoindole alkaloids

Chemical Structure

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Source Information

Phomopsis phaseoli (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Diaporthales Family Diaporthaceae Genus Phomopsis Species Phomopsis phaseoli

Guangzhou

DOI: 10.1016/j.bmcl.2017.01.029 · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

279.3 Da

Threshold ≤ 500

ALogP

1.40

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H17NO5

Molecular Weight:

279.2920 Da

SMILES:

COC(=O)CCCCN1Cc2c(O)cc(O)cc2C1=O

InChIKey:

                        IVVBSFVDBKZHEA-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C14H17NO5/c1-20-13(18)4-2-3-5-15-8-11-10(14(15)19)6-9(16)7-12(11)17/h6-7,16-17H,2-5,8H2,1H3

Calculated Properties

ALogP:

1.397 lipophilicity

TPSA:

87.07 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4286 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005656

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

Isoindole alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD29167

Biological Activity Data

No bioactivity data available for this compound.

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