SCS-C004708

violaceomide A

Pathway: Amino acids and Peptides Superclass: Oligopeptides Class: Cyclic peptides

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.

Download: SDF SMILES

Source Information

Aspergillus violaceofuscus (NA)

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

South China Sea

DOI: 10.1039/c8ra06854b · RSC Advances

Drug-likeness (Lipinski Ro5)

Molecular Weight

476.6 Da

Threshold ≤ 500

ALogP

-0.02

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H36N4O6

Molecular Weight:

476.5740 Da

SMILES:

CC[C@H](C)[C@@H]1NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](Cc2ccc(OC)cc2)NC(=O)[C@H](C)N(C)C1=O

InChIKey:

                        VYYORNYTPDMQJR-JHSPYMOQSA-N
                        
                    

InChI:

InChI=1S/C24H36N4O6/c1-7-13(2)19-24(33)28(5)14(3)21(30)25-18(12-16-8-10-17(34-6)11-9-16)22(31)27-20(15(4)29)23(32)26-19/h8-11,13-15,18-20,29H,7,12H2,1-6H3,(H,25,30)(H,26,32)(H,27,31)/t13-,14-,15+,18-,19-,20-/m0/s1

Calculated Properties

ALogP:

-0.021 lipophilicity

TPSA:

137.07 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5833 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004708

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Oligopeptides

NPClassifier Class:

Cyclic peptides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30415

Biological Activity Data

No bioactivity data available for this compound.

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