SCS-C006359

2-methyl-3-heptyl-prodiginine

Pathway: Alkaloids Superclass: Proline alkaloids Class: Prodigiosins

Chemical Structure

Structure of 2-methyl-3-heptyl-prodiginine

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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

Hahella chejuensis NBU794 (NA)

Kingdom Pseudomonadati Phylum Pseudomonadota Class Gammaproteobacteria Order Oceanospirillales Family Hahellaceae Genus Hahella Species Hahella chejuensis

South China Sea

DOI: 10.3390/md20040269 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

351.5 Da

Threshold ≤ 500

ALogP

6.12

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C22H29N3O

Molecular Weight:

351.4940 Da

SMILES:

CCCCCCCC1=C/C(=C\c2[nH]c(-c3ccc[nH]3)cc2OC)N=C1C

InChIKey:

                        FUQGYJBNZNPALU-NBVRZTHBSA-N
                        
                    

InChI:

InChI=1S/C22H29N3O/c1-4-5-6-7-8-10-17-13-18(24-16(17)2)14-21-22(26-3)15-20(25-21)19-11-9-12-23-19/h9,11-15,23,25H,4-8,10H2,1-3H3/b18-14+

Calculated Properties

ALogP:

6.121 lipophilicity

TPSA:

53.17 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.4091 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006359

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Proline alkaloids

NPClassifier Class:

Prodigiosins

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antibacterial	MIC	Escherichia coli, Salmonella paratyphi B, Methicillin-resistant Staphylococcus aureus, Bacillus subtilis	1.56–50.0 μg/mL	10.3390/md20040269 Marine Drugs
Antifungal	MIC	Candida albicans	1.56–50.0 μg/mL	10.3390/md20040269 Marine Drugs

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