SCS-C004209

penicillenol C1 ?

Pathway: Amino acids and Peptides | Polyketides Superclass: Linear polyketides Class: 3-acyl tetramic acids

Chemical Structure

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Source Information

Aspergillus restrictus (NA)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus restrictus

South China Sea · 2326 m · 17°59'742' N, 111°48'092' E

DOI: 10.1038/ja.2017.45 · The Journal of Antibiotics

Penicillium sp. (soft coral-derived fungus)

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

Gaoqiao Mangrove

DOI: 10.1248/cpb.56.217 · Chemical and Pharmaceutical Bulletin

Drug-likeness (Lipinski Ro5)

Molecular Weight

295.4 Da

Threshold ≤ 500

ALogP

1.97

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H25NO4

Molecular Weight:

295.3800 Da

SMILES:

C/C=C/CCCC(C)/C(O)=C1\C(=O)[C@H](C(C)O)N(C)C1=O

InChIKey:

                        DRDBTDHUTFJYHV-PZMARAHQSA-N
                        
                    

InChI:

InChI=1S/C16H25NO4/c1-5-6-7-8-9-10(2)14(19)12-15(20)13(11(3)18)17(4)16(12)21/h5-6,10-11,13,18-19H,7-9H2,1-4H3/b6-5+,14-12-/t10?,11?,13-/m0/s1

Calculated Properties

ALogP:

1.972 lipophilicity

TPSA:

77.84 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.6250 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004209

NPClassifier Pathway:

Amino acids and Peptides Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

3-acyl tetramic acids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD18597

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
Antifungal	BIC80	Candida albicans	> 200.0 μg ml-1	10.1038/ja.2017.45 The Journal of Antibiotics

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