SCS-C003070

sonneratine A

Pathway: Alkaloids Superclass: Lysine alkaloids Class: Piperidine alkaloids

Chemical Structure

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Source Information

Sonneratia hainanensis (NA)

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Myrtales Family Lythraceae Genus Sonneratia Species Sonneratia hainanensis

Hainan Island

DOI: 10.1055/s-0029-1240811 · Planta Medica

Drug-likeness (Lipinski Ro5)

Molecular Weight

423.6 Da

Threshold ≤ 500

ALogP

4.40

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C26H33NO4

Molecular Weight:

423.5530 Da

SMILES:

COc1ccc(CCC(=O)C[C@@H]2CCC[C@H](CC(=O)CCc3ccc(O)cc3)N2)cc1

InChIKey:

                        JGDGIEYGWBIOHI-YADHBBJMSA-N
                        
                    

InChI:

InChI=1S/C26H33NO4/c1-31-26-15-9-20(10-16-26)8-14-25(30)18-22-4-2-3-21(27-22)17-24(29)13-7-19-5-11-23(28)12-6-19/h5-6,9-12,15-16,21-22,27-28H,2-4,7-8,13-14,17-18H2,1H3/t21-,22+/m1/s1

Calculated Properties

ALogP:

4.395 lipophilicity

TPSA:

75.63 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.4615 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003070

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Lysine alkaloids

NPClassifier Class:

Piperidine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD20617

Biological Activity Data

No bioactivity data available for this compound.

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