SCS-C000270
N1-methyl-17-hydroxybrevianamide
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Other indole diketopiperazine alkaloids
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
Aspergillus sp.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
DOI:
10.1021/acs.jnatprod.1c00098
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
335.3 Da
Threshold ≤ 500
ALogP
1.16
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H13N3O4
Molecular Weight:
335.3190 Da
SMILES:
O=C1NC(=O)[C@@H](Cc2ccccc2O)n2c1nc1ccccc1c2=O
InChIKey:
FWYQOSQGSCRKJR-CYBMUJFWSA-N
InChI:
InChI=1S/C18H13N3O4/c22-14-8-4-1-5-10(14)9-13-16(23)20-17(24)15-19-12-7-3-2-6-11(12)18(25)21(13)15/h1-8,13,22H,9H2,(H,20,23,24)/t13-/m1/s1
Calculated Properties
ALogP:
1.156 lipophilicity
TPSA:
101.29 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
2
Ring Count:
4
(3 aromatic)
Chiral Centers:
1
Fsp³:
0.1111 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000270
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Other indole diketopiperazine alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.