SCS-C004971

eurotiumin B

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

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Source Information

Eurotium sp. (gorgonian-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Eurotium Species NA

South China Sea

DOI: 10.3390/md16040136 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

341.4 Da

Threshold ≤ 500

ALogP

1.33

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H23N3O3

Molecular Weight:

341.4110 Da

SMILES:

C=CC(C)(C)[C@]12Nc3ccccc3[C@@]1(O)C[C@H]1C(=O)N[C@@H](C)C(=O)N12

InChIKey:

                        LNQGVLLVNIPEPY-QNLNDQRBSA-N
                        
                    

InChI:

InChI=1S/C19H23N3O3/c1-5-17(3,4)19-18(25,12-8-6-7-9-13(12)21-19)10-14-15(23)20-11(2)16(24)22(14)19/h5-9,11,14,21,25H,1,10H2,2-4H3,(H,20,23)/t11-,14-,18-,19+/m0/s1

Calculated Properties

ALogP:

1.327 lipophilicity

TPSA:

81.67 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.4737 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004971

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 CMNPD: CMNPD30536

Biological Activity Data

No bioactivity data available for this compound.

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