SCS-C001494

neopetroside A

Pathway: Alkaloids | Shikimates and Phenylpropanoids

Chemical Structure

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Source Information

Xestospongia sp. (sponge)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Haplosclerida Family Petrosiidae Genus Xestospongia Species NA

Xidao Island · -15-20m

DOI: 10.1007/s42995-021-00096-w · Marine Life Science & Technology

Drug-likeness (Lipinski Ro5)

Molecular Weight

375.3 Da

Threshold ≤ 500

ALogP

-1.48

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H17NO8

Molecular Weight:

375.3000 Da

SMILES:

O=C([O-])c1ccc[n+]([C@H]2O[C@H](COC(=O)c3ccc(O)cc3)[C@@H](O)[C@H]2O)c1

InChIKey:

                        LENHVODFBAESBM-FPCVCCKLSA-N
                        
                    

InChI:

InChI=1S/C18H17NO8/c20-12-5-3-10(4-6-12)18(25)26-9-13-14(21)15(22)16(27-13)19-7-1-2-11(8-19)17(23)24/h1-8,13-16,21-22H,9H2,(H-,20,23,24,25)/t13-,14-,15-,16+/m1/s1

Calculated Properties

ALogP:

-1.481 lipophilicity

TPSA:

140.23 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.2778 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001494

NPClassifier Pathway:

Alkaloids Shikimates and Phenylpropanoids

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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