SCS-C006463

(2S,6R,12S)-14-bromo-12-hydroxy-4-imino-1,3,5,10-tetraazatetracyclo[10.3.0.0^{6,10}.0^{2,6}]pentadec-13-ene-11,15-dione

Pathway: Alkaloids

Chemical Structure

$Structure of (2S,6R,12S)-14-bromo-12-hydroxy-4-imino-1,3,5,10-tetraazatetracyclo[10.3.0.0^{6,10}.0^{2,6}]pentadec-13-ene-11,15-dione$

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Source Information

Stylissa massa (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Axinellida Family Axinellidae Genus Stylissa Species Stylissa massa

South China Sea

DOI: 10.3390/md20070454 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

342.2 Da

Threshold ≤ 500

ALogP

-1.42

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C11H12BrN5O3

Molecular Weight:

342.1530 Da

SMILES:

N=C1N[C@H]2N3C(=O)C(Br)=C[C@]3(O)C(=O)N3CCC[C@]23N1

InChIKey:

                        JFFYADKKBCSAOX-XROYCOCOSA-N
                        
                    

InChI:

InChI=1S/C11H12BrN5O3/c12-5-4-11(20)8(19)16-3-1-2-10(16)7(14-9(13)15-10)17(11)6(5)18/h4,7,20H,1-3H2,(H3,13,14,15)/t7-,10+,11-/m0/s1

Calculated Properties

ALogP:

-1.418 lipophilicity

TPSA:

108.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.5455 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006463

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

No bioactivity data available for this compound.

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