SCS-C005361

peniazaphilone D

Pathway: Polyketides Superclass: Chromanes Class: Azaphilones

Chemical Structure

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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

405.9 Da

Threshold ≤ 500

ALogP

3.66

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H28ClNO4

Molecular Weight:

405.9200 Da

SMILES:

CC[C@H](C)/C=C(C)/C=C/C1=CC2=C(Cl)C(=O)[C@](C)(OC)C(=O)C2=CN1CCO

InChIKey:

                        OQBMKYQRSFMIJA-TWVHFMMASA-N
                        
                    

InChI:

InChI=1S/C22H28ClNO4/c1-6-14(2)11-15(3)7-8-16-12-17-18(13-24(16)9-10-25)20(26)22(4,28-5)21(27)19(17)23/h7-8,11-14,25H,6,9-10H2,1-5H3/b8-7+,15-11+/t14-,22+/m0/s1

Calculated Properties

ALogP:

3.660 lipophilicity

TPSA:

66.84 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.4545 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005361

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: CMNPD27518

Biological Activity Data

No bioactivity data available for this compound.

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