SCS-C001178

Carbonarone B

Pathway: Alkaloids

Chemical Structure

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Source Information

Aspergillus carbonarius (marine-derived fungus)

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

Weizhou Island

DOI: 10.1038/ja.2007.15 · The Journal of Antibiotics

Drug-likeness (Lipinski Ro5)

Molecular Weight

229.2 Da

Threshold ≤ 500

ALogP

1.48

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C13H11NO3

Molecular Weight:

229.2300 Da

SMILES:

O=Cc1c(O)cc(Cc2ccccc2)[nH]c1=O

InChIKey:

                        OFDKPWCCYRMWNM-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C13H11NO3/c15-8-11-12(16)7-10(14-13(11)17)6-9-4-2-1-3-5-9/h1-5,7-8H,6H2,(H2,14,16,17)

Calculated Properties

ALogP:

1.484 lipophilicity

TPSA:

70.16 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.0769 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001178

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

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
Antitumor	IC50	K562 cells	27.8 μg/mL	10.1038/ja.2007.15 The Journal of Antibiotics

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