SCS-C006454

(6Z)-6-(2-amino-1-methyl-5-oxo-1H-imidazol-4-ylidene)-3,10-diazabicyclo[5.3.0]deca-1(7),8-dien-2-one

Pathway: Alkaloids Superclass: Histidine alkaloids Class: Imidazole alkaloids

Chemical Structure

Structure of (6Z)-6-(2-amino-1-methyl-5-oxo-1H-imidazol-4-ylidene)-3,10-diazabicyclo[5.3.0]deca-1(7),8-dien-2-one

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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

259.3 Da

Threshold ≤ 500

ALogP

-0.35

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C12H13N5O2

Molecular Weight:

259.2690 Da

SMILES:

CN1C(=O)/C(=C2\CCNC(=O)c3[nH]ccc32)N=C1N

InChIKey:

                        KHLUZLHEYPCPQF-CLFYSBASSA-N
                        
                    

InChI:

InChI=1S/C12H13N5O2/c1-17-11(19)9(16-12(17)13)7-3-5-15-10(18)8-6(7)2-4-14-8/h2,4,14H,3,5H2,1H3,(H2,13,16)(H,15,18)/b9-7-

Calculated Properties

ALogP:

-0.354 lipophilicity

TPSA:

103.58 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.2500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006454

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

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Enzyme inhibition	IC50	aldose reductase (ALR2)	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md20070454 Marine Drugs

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