SCS-C003207

pseudellone B

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids Class: Indole diketopiperazine alkaloids (L-Trp, L-Ala)

Back to List

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

Pseudallescheria ellipsoidea (soft coral-derived fungus)

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

Hainan Island

DOI: 10.1021/acs.orglett.5b02311 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

303.3 Da

Threshold ≤ 500

ALogP

0.25

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H13N3O3S

Molecular Weight:

303.3430 Da

SMILES:

CN1C(=O)[C@H]2NC(=O)[C@]1(C)S[C@@]21C(=O)Nc2ccccc21

InChIKey:

                        JWGKPMGYZPIUOY-BIGNPOOSSA-N
                        
                    

InChI:

InChI=1S/C14H13N3O3S/c1-13-11(19)16-9(10(18)17(13)2)14(21-13)7-5-3-4-6-8(7)15-12(14)20/h3-6,9H,1-2H3,(H,15,20)(H,16,19)/t9-,13+,14-/m1/s1

Calculated Properties

ALogP:

0.254 lipophilicity

TPSA:

78.51 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.3571 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003207

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Indole diketopiperazine alkaloids (L-Trp, L-Ala)

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD26178

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds