SCS-C008014

eurotamine A

Pathway: Alkaloids Superclass: Nicotinic acid alkaloids Class: Pyridine alkaloids

Chemical Structure

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Source Information

Eurotium sp. (gorgonian-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Eurotium Species NA

South China Sea

DOI: 10.1021/acs.orglett.5c03641 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

337.5 Da

Threshold ≤ 500

ALogP

4.35

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H27NO2

Molecular Weight:

337.4630 Da

SMILES:

CC(C)=CCC12C(=O)c3cnc(C)cc3C3(O)CC[C@H](C=CC1C)C32

InChIKey:

                        VOZAYCPPPLDXLS-BJZFBNCUSA-N
                        
                    

InChI:

InChI=1S/C22H27NO2/c1-13(2)7-9-21-14(3)5-6-16-8-10-22(25,19(16)21)18-11-15(4)23-12-17(18)20(21)24/h5-7,11-12,14,16,19,25H,8-10H2,1-4H3/t14?,16-,19?,21?,22?/m0/s1

Calculated Properties

ALogP:

4.349 lipophilicity

TPSA:

50.19 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.5455 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008014

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Nicotinic acid alkaloids

NPClassifier Class:

Pyridine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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