SCS-C000296

speradine C

Pathway: Alkaloids | Amino acids and Peptides Superclass: Tetramate alkaloids Class: Cyclopiazonic acid-tpye tetramate alkaloids

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Chemical Structure

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Pseudallescheria boydii (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Microascales Family Microascaceae Genus Pseudallescheria Species Pseudallescheria boydii

South China Sea

DOI: 10.1039/c6ra06661e · RSC Advances

Drug-likeness (Lipinski Ro5)

Molecular Weight

414.4 Da

Threshold ≤ 500

ALogP

-0.38

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H22N2O7

Molecular Weight:

414.4000 Da

SMILES:

CN1C(=O)[C@]23OC(=O)[C@]45O[C@](C)(O)[C@H](O)C(=O)N4C(C)(C)[C@H](Cc4cccc1c42)[C@@H]53

InChIKey:

                        RHFFQULQDSVSJZ-ARHGDUTDSA-N
                        
                    

InChI:

InChI=1S/C21H22N2O7/c1-18(2)10-8-9-6-5-7-11-12(9)20(16(26)22(11)4)13(10)21(17(27)29-20)23(18)15(25)14(24)19(3,28)30-21/h5-7,10,13-14,24,28H,8H2,1-4H3/t10-,13-,14-,19+,20+,21+/m1/s1

Calculated Properties

ALogP:

-0.380 lipophilicity

TPSA:

116.61 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (1 aromatic)

Chiral Centers:

Fsp³:

0.5714 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000296

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Tetramate alkaloids

NPClassifier Class:

Cyclopiazonic acid-tpye tetramate 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
Antitumor	IC50	Sf9 cells	0.9 μM	10.1039/c6ra06661e RSC Advances

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