SCS-C004476

1956333-65-5

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Simple indole alkaloids

Chemical Structure

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Source Information

Laurencia similis (NA)

Kingdom NA Phylum Rhodophyta Class Florideophyceae Order Ceramiales Family Rhodomelaceae Genus Laurencia Species Laurencia similis

South China Sea

DOI: 10.1016/j.bmcl.2016.06.015 · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

538.9 Da

Threshold ≤ 500

ALogP

6.51

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C15H9Br4NO

Molecular Weight:

538.8590 Da

SMILES:

Oc1ccc(Cc2c(Br)[nH]c3cc(Br)c(Br)cc23)cc1Br

InChIKey:

                        YHXZFYBWLMYMNG-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C15H9Br4NO/c16-10-5-8-9(15(19)20-13(8)6-11(10)17)3-7-1-2-14(21)12(18)4-7/h1-2,4-6,20-21H,3H2

Calculated Properties

ALogP:

6.514 lipophilicity

TPSA:

36.02 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.0667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004476

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Simple indole alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27874

Biological Activity Data

No bioactivity data available for this compound.

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