SCS-C003961

(-)-spiroreticulatine

Pathway: Alkaloids Superclass: Histidine alkaloids Class: Imidazole alkaloids

Chemical Structure

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Source Information

Fascaplysinopsis reticulata (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Thorectidae Genus Fascaplysinopsis Species Fascaplysinopsis reticulata

Xisha Islands

DOI: 10.1021/acs.orglett.5b01503 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

301.3 Da

Threshold ≤ 500

ALogP

0.87

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H15N3O4

Molecular Weight:

301.3020 Da

SMILES:

COC1=C[C@]2(C(=O)N(C)C(=O)N2C)N(C=O)c2ccccc21

InChIKey:

                        UFKOTOQRCXOMPT-OAHLLOKOSA-N
                        
                    

InChI:

InChI=1S/C15H15N3O4/c1-16-13(20)15(17(2)14(16)21)8-12(22-3)10-6-4-5-7-11(10)18(15)9-19/h4-9H,1-3H3/t15-/m1/s1

Calculated Properties

ALogP:

0.870 lipophilicity

TPSA:

70.16 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.2667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003961

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 CMNPD: CMNPD26618

Biological Activity Data

No bioactivity data available for this compound.

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