SCS-C004414

geospallin A

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids Class: Thiodiketopiperazine alkaloids

Chemical Structure

Loading 3D structure...

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

Geosmithia putterillii (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Bionectriaceae Genus Geosmithia Species Geosmithia putterillii

South China Sea

DOI: 10.3390/md16120464 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

446.5 Da

Threshold ≤ 500

ALogP

-0.58

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H26N2O7S2

Molecular Weight:

446.5470 Da

SMILES:

CO[C@]12C[C@@]3(O)[C@@H](SC)C=C[C@H](OC(C)=O)[C@H]3N1C(=O)[C@](CO)(SC)N(C)C2=O

InChIKey:

                        BHOQXJLGJIKGDC-BJQVYURBSA-N
                        
                    

InChI:

InChI=1S/C18H26N2O7S2/c1-10(22)27-11-6-7-12(28-4)16(25)8-17(26-3)14(23)19(2)18(9-21,29-5)15(24)20(17)13(11)16/h6-7,11-13,21,25H,8-9H2,1-5H3/t11-,12-,13+,16+,17-,18-/m0/s1

Calculated Properties

ALogP:

-0.582 lipophilicity

TPSA:

116.61 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7222 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004414

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Thiodiketopiperazine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30572

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds