SCS-C000299

aspergillspin A

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Carboline alkaloids

Chemical Structure

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Source Information

Aspergillus terreus (mangrove endophytic fungus)

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

South China Sea

DOI: 10.1080/14786419.2019.1569660 · Natural Product Research

Drug-likeness (Lipinski Ro5)

Molecular Weight

278.3 Da

Threshold ≤ 500

ALogP

3.04

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H10N2O3

Molecular Weight:

278.2600 Da

SMILES:

O=c1cc(O)cc(-c2nccc3c2[nH]c2ccccc23)o1

InChIKey:

                        PRCGXZMYVBPOJN-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C16H10N2O3/c19-9-7-13(21-14(20)8-9)16-15-11(5-6-17-16)10-3-1-2-4-12(10)18-15/h1-8,18-19H

Calculated Properties

ALogP:

3.042 lipophilicity

TPSA:

79.12 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (4 aromatic)

Chiral Centers:

Fsp³:

0.0000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000299

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Carboline alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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