SCS-C005670
3-hydroxyglyantrypine
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Anthranilic acid alkaloids | Peptide alkaloids
Class: Other indole diketopiperazine alkaloids | Quinazoline 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
Cladosporium sp.
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Cladosporiales
Family
Cladosporiaceae
Genus
Cladosporium
Species
NA
Guangzhou
DOI:
10.1021/np400200k
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
360.4 Da
Threshold ≤ 500
ALogP
1.78
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H16N4O3
Molecular Weight:
360.3730 Da
SMILES:
O=C1N[C@@H](O)c2nc3ccccc3c(=O)n2[C@@H]1Cc1c[nH]c2ccccc12
InChIKey:
YMSZGOBWCXGQOE-APWZRJJASA-N
InChI:
InChI=1S/C20H16N4O3/c25-18-16(9-11-10-21-14-7-3-1-5-12(11)14)24-17(19(26)23-18)22-15-8-4-2-6-13(15)20(24)27/h1-8,10,16,19,21,26H,9H2,(H,23,25)/t16-,19+/m1/s1
Calculated Properties
ALogP:
1.782 lipophilicity
TPSA:
100.01 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
5
(4 aromatic)
Chiral Centers:
2
Fsp³:
0.1500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005670
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Anthranilic acid alkaloids
Peptide alkaloids
NPClassifier Class:
Other indole diketopiperazine alkaloids
Quinazoline alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.