SCS-C003271

pyranonigrin F

Pathway: Polyketides Superclass: Cyclic polyketides Class: 2-pyrone derivatives

Chemical Structure

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Source Information

Penicillium brocae (NA)

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

Hainan Island

DOI: 10.1016/j.cclet.2015.01.024 · Chinese Chemical Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

251.2 Da

Threshold ≤ 500

ALogP

0.89

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C12H13NO5

Molecular Weight:

251.2380 Da

SMILES:

CCC/C=C/c1oc2c(c(=O)c1O)C(=O)N[C@@H]2O

InChIKey:

                        YOQLPHWWXAYPFI-ZYOFXKKJSA-N
                        
                    

InChI:

InChI=1S/C12H13NO5/c1-2-3-4-5-6-8(14)9(15)7-10(18-6)12(17)13-11(7)16/h4-5,12,14,17H,2-3H2,1H3,(H,13,16)/b5-4+/t12-/m1/s1

Calculated Properties

ALogP:

0.893 lipophilicity

TPSA:

99.77 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.3333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003271

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

2-pyrone derivatives

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD26339

Biological Activity Data

No bioactivity data available for this compound.

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