SCS-C006285

epi-aszonalenin B

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids Class: Other indole diketopiperazine alkaloids

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

Aspergillus hiratsukae (SCSIO 7S2001)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus hiratsukae

South China Sea

DOI: 10.3390/md20020150 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

401.5 Da

Threshold ≤ 500

ALogP

3.31

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H23N3O3

Molecular Weight:

401.4660 Da

SMILES:

C=CC(C)(C)[C@@]12C[C@H]3C(=O)Nc4ccccc4C(=O)N3[C@H]1N(C=O)c1ccccc12

InChIKey:

                        IWRNQJRIMSPELQ-BPUDTRNYSA-N
                        
                    

InChI:

InChI=1S/C24H23N3O3/c1-4-23(2,3)24-13-19-20(29)25-17-11-7-5-9-15(17)21(30)27(19)22(24)26(14-28)18-12-8-6-10-16(18)24/h4-12,14,19,22H,1,13H2,2-3H3,(H,25,29)/t19-,22+,24+/m0/s1

Calculated Properties

ALogP:

3.306 lipophilicity

TPSA:

69.72 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.2917 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006285

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Other indole diketopiperazine 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.

Back to Compounds