SCS-C005284

penisporolide B

Pathway: Polyketides Superclass: Linear polyketides Class: Open-chain polyketides

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

Hong Kong

DOI: 10.1021/acs.joc.6b00788 · The Journal of Organic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

310.4 Da

Threshold ≤ 500

ALogP

2.75

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H26O5

Molecular Weight:

310.3900 Da

SMILES:

CCCC(=O)CC[C@@H]1CC[C@]2(C[C@H]3OC(=O)C(C)(C)[C@H]3O2)O1

InChIKey:

                        VSQDCUDZISJHTP-WVZRYYJFSA-N
                        
                    

InChI:

InChI=1S/C17H26O5/c1-4-5-11(18)6-7-12-8-9-17(21-12)10-13-14(22-17)16(2,3)15(19)20-13/h12-14H,4-10H2,1-3H3/t12-,13-,14+,17+/m1/s1

Calculated Properties

ALogP:

2.752 lipophilicity

TPSA:

61.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.8824 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005284

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

Open-chain polyketides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27766

Biological Activity Data

No bioactivity data available for this compound.

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