SCS-C006455

(1R,7S,12S)-9-bromo-14-imino-7-methoxy-5,11,13,15-tetraazatetracyclo[10.3.0.0^{7,11}.0^{1,5}]pentadec-8-ene-6,10-dione

Pathway: Alkaloids | Amino acids and Peptides

Chemical Structure

$Structure of (1R,7S,12S)-9-bromo-14-imino-7-methoxy-5,11,13,15-tetraazatetracyclo[10.3.0.0^{7,11}.0^{1,5}]pentadec-8-ene-6,10-dione$

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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

356.2 Da

Threshold ≤ 500

ALogP

-0.76

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C12H14BrN5O3

Molecular Weight:

356.1800 Da

SMILES:

CO[C@]12C=C(Br)C(=O)N1[C@@H]1NC(=N)N[C@@]13CCCN3C2=O

InChIKey:

                        CIYPQAXJJHGIIS-AXTRIDKLSA-N
                        
                    

InChI:

InChI=1S/C12H14BrN5O3/c1-21-12-5-6(13)7(19)18(12)8-11(16-10(14)15-8)3-2-4-17(11)9(12)20/h5,8H,2-4H2,1H3,(H3,14,15,16)/t8-,11+,12-/m0/s1

Calculated Properties

ALogP:

-0.764 lipophilicity

TPSA:

97.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.5833 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006455

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

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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