SCS-C005325

acanthiline A

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Carbazole alkaloids

Chemical Structure

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Download: SDF SMILES

Source Information

Acanthus ilicifolius (NA)

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Lamiales Family Acanthaceae Genus Acanthus Species Acanthus ilicifolius

Zhanjiang Mangrove Nature Reserve

DOI: 10.1080/10286020.2018.1488834 · Journal of Asian Natural Products Research

Drug-likeness (Lipinski Ro5)

Molecular Weight

257.2 Da

Threshold ≤ 500

ALogP

2.02

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H11NO4

Molecular Weight:

257.2450 Da

SMILES:

COC1=CC(=O)c2c(OC)c3ccccc3n2C1=O

InChIKey:

                        YKIDFJOLQYCVSZ-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C14H11NO4/c1-18-11-7-10(16)12-13(19-2)8-5-3-4-6-9(8)15(12)14(11)17/h3-7H,1-2H3

Calculated Properties

ALogP:

2.017 lipophilicity

TPSA:

57.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.1429 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005325

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Carbazole alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD31502

Biological Activity Data

No bioactivity data available for this compound.

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