SCS-C004894

penipaline C

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Simple indole 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 paneum (NA)

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

South China Sea

DOI: 10.1002/hlca.201400035 · Helvetica Chimica Acta

Drug-likeness (Lipinski Ro5)

Molecular Weight

229.3 Da

Threshold ≤ 500

ALogP

2.46

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H15NO2

Molecular Weight:

229.2790 Da

SMILES:

C/C(=C\Cc1cccc2c(C=O)c[nH]c12)CO

InChIKey:

                        IETCQZCVQOFLIP-BJMVGYQFSA-N
                        
                    

InChI:

InChI=1S/C14H15NO2/c1-10(8-16)5-6-11-3-2-4-13-12(9-17)7-15-14(11)13/h2-5,7,9,15-16H,6,8H2,1H3/b10-5+

Calculated Properties

ALogP:

2.462 lipophilicity

TPSA:

53.09 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.2143 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004894

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Simple indole alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24766

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds