SCS-C004924

geospallin B

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

Chemical Structure

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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

432.5 Da

Threshold ≤ 500

ALogP

-1.24

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H24N2O7S2

Molecular Weight:

432.5200 Da

SMILES:

CS[C@H]1C=C[C@H](OC(C)=O)[C@H]2N3C(=O)[C@](CO)(SC)N(C)C(=O)[C@@]3(O)C[C@@]12O

InChIKey:

                        UAUFKQPIIUAFIW-RSZILCHPSA-N
                        
                    

InChI:

InChI=1S/C17H24N2O7S2/c1-9(21)26-10-5-6-11(27-3)15(24)7-16(25)13(22)18(2)17(8-20,28-4)14(23)19(16)12(10)15/h5-6,10-12,20,24-25H,7-8H2,1-4H3/t10-,11-,12+,15+,16-,17-/m0/s1

Calculated Properties

ALogP:

-1.236 lipophilicity

TPSA:

127.61 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7059 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004924

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: CMNPD30573

Biological Activity Data

No bioactivity data available for this compound.

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