SCS-C001364

Neopetrosin C

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Simple indole alkaloids

Chemical Structure

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Source Information

Neopetrosia chaliniformis (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Haplosclerida Family Petrosiidae Genus Neopetrosia Species Neopetrosia chaliniformis

Xisha Islands

DOI: 10.1021/acs.jnatprod.2c00292 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

337.3 Da

Threshold ≤ 500

ALogP

-0.53

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H19NO7

Molecular Weight:

337.3280 Da

SMILES:

COC(=O)c1c([C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[nH]c2ccccc12

InChIKey:

                        GOACKSHCPMZLJV-DALJILGISA-N
                        
                    

InChI:

InChI=1S/C16H19NO7/c1-23-16(22)10-7-4-2-3-5-8(7)17-11(10)15-14(21)13(20)12(19)9(6-18)24-15/h2-5,9,12-15,17-21H,6H2,1H3/t9-,12-,13+,14+,15-/m1/s1

Calculated Properties

ALogP:

-0.531 lipophilicity

TPSA:

132.24 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.4375 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001364

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Simple indole alkaloids

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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