SCS-C004903

brevibactin A

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

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

Brevibacterium sp. (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Micrococcales Family Brevibacteriaceae Genus Brevibacterium Species NA

South China Sea

DOI: 10.1080/14786419.2015.1026340 · Natural Product Research

Drug-likeness (Lipinski Ro5)

Molecular Weight

434.5 Da

Threshold ≤ 500

ALogP

-1.05

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (HBD) — borderline drug-like

Chemical Properties

Molecular Formula:

C21H30N4O6

Molecular Weight:

434.4930 Da

SMILES:

CC(C)C[C@H]1NC(=O)[C@@H](C)NC(=O)[C@@H](Cc2ccc(O)cc2)NC(=O)[C@@H](CO)NC1=O

InChIKey:

                        LJRJAZMYNGHLGX-BASLNEPJSA-N
                        
                    

InChI:

InChI=1S/C21H30N4O6/c1-11(2)8-15-20(30)25-17(10-26)21(31)24-16(9-13-4-6-14(27)7-5-13)19(29)22-12(3)18(28)23-15/h4-7,11-12,15-17,26-27H,8-10H2,1-3H3,(H,22,29)(H,23,28)(H,24,31)(H,25,30)/t12-,15-,16-,17-/m1/s1

Calculated Properties

ALogP:

-1.054 lipophilicity

TPSA:

156.86 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5238 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004903

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: CMNPD27242

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds