SCS-C005319

penibruguieramine A

Pathway: Alkaloids

Chemical Structure

Loading 3D structure...

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

Penicillium sp. (soft coral-derived fungus)

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

Taiteng Island

DOI: 10.1021/ol5001523 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

281.4 Da

Threshold ≤ 500

ALogP

1.86

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H27NO3

Molecular Weight:

281.3960 Da

SMILES:

C/C=C/CCCC[C@@]1(O)[C@H](C)C(=O)N2CCC[C@@]21CO

InChIKey:

                        XEJNHBMJNYJKBH-UBPNVYNFSA-N
                        
                    

InChI:

InChI=1S/C16H27NO3/c1-3-4-5-6-7-10-16(20)13(2)14(19)17-11-8-9-15(16,17)12-18/h3-4,13,18,20H,5-12H2,1-2H3/b4-3+/t13-,15+,16-/m1/s1

Calculated Properties

ALogP:

1.857 lipophilicity

TPSA:

60.77 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.8125 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005319

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24909

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds