SCS-C005915

aerophobin-2

Pathway: Alkaloids Superclass: Histidine alkaloids Class: Imidazole alkaloids

Chemical Structure

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Source Information

Aplysina sp. (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Verongiida Family Aplysinidae Genus Aplysina Species NA

South China Sea · 20–38 m · 8°39,9 N, 111°41,6 E

DOI: 10.1177/1934578x1000500307 · Natural Product Communications

Drug-likeness (Lipinski Ro5)

Molecular Weight

505.2 Da

Threshold ≤ 500

ALogP

1.46

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C16H19Br2N5O4

Molecular Weight:

505.1670 Da

SMILES:

COC1=C(Br)[C@H](O)[C@@]2(C=C1Br)CC(C(=O)NCCCc1c[nH]c(N)n1)=NO2

InChIKey:

                        ZSZRBAQVYFYMTR-XJKSGUPXSA-N
                        
                    

InChI:

InChI=1S/C16H19Br2N5O4/c1-26-12-9(17)5-16(13(24)11(12)18)6-10(23-27-16)14(25)20-4-2-3-8-7-21-15(19)22-8/h5,7,13,24H,2-4,6H2,1H3,(H,20,25)(H3,19,21,22)/t13-,16+/m0/s1

Calculated Properties

ALogP:

1.462 lipophilicity

TPSA:

134.85 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.4375 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005915

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Histidine alkaloids

NPClassifier Class:

Imidazole 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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