SCS-C005391

peniazaphilone A

Pathway: Polyketides Superclass: Chromanes Class: Azaphilones

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

Zhanjiang

DOI: 10.1016/j.phytol.2016.10.010 · Phytochemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

423.5 Da

Threshold ≤ 500

ALogP

3.32

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H29NO5

Molecular Weight:

423.5100 Da

SMILES:

CC[C@H](C)/C=C(C)/C=C/C1=CC2=CC(=O)[C@@]3(C)OC(=O)C(C(C)=O)=C3C2=CN1CCO

InChIKey:

                        GINSPIYWEDNKKY-GYSWHFCDSA-N
                        
                    

InChI:

InChI=1S/C25H29NO5/c1-6-15(2)11-16(3)7-8-19-12-18-13-21(29)25(5)23(20(18)14-26(19)9-10-27)22(17(4)28)24(30)31-25/h7-8,11-15,27H,6,9-10H2,1-5H3/b8-7+,16-11+/t15-,25+/m0/s1

Calculated Properties

ALogP:

3.321 lipophilicity

TPSA:

83.91 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.4000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005391

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Chromanes

NPClassifier Class:

Azaphilones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27515

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds