SCS-C005037
brevianamide Y
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Indole diketopiperazine alkaloids (L-Trp, L-Pro)
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.
Source Information
Penicillium brevicompactum
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium brevicompactum
South China Sea
DOI:
10.3389/fmicb.2017.01284
· Frontiers in Microbiology
Drug-likeness (Lipinski Ro5)
Molecular Weight
365.4 Da
Threshold ≤ 500
ALogP
1.56
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H23N3O3
Molecular Weight:
365.4330 Da
SMILES:
CC1(C)[C@H]2C[C@]34CCCN3C(=O)[C@@]2(C[C@]12C(=O)Nc1ccccc12)NC4=O
InChIKey:
PZTOWERCGLXQSU-LYARXQMPSA-N
InChI:
InChI=1S/C21H23N3O3/c1-18(2)14-10-19-8-5-9-24(19)17(27)21(14,23-15(19)25)11-20(18)12-6-3-4-7-13(12)22-16(20)26/h3-4,6-7,14H,5,8-11H2,1-2H3,(H,22,26)(H,23,25)/t14-,19+,20+,21+/m1/s1
Calculated Properties
ALogP:
1.556 lipophilicity
TPSA:
78.51 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
0
Ring Count:
7
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.5714 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005037
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Indole diketopiperazine alkaloids (L-Trp, L-Pro)
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.