SCS-C004668
versiquinazoline I
Pathway: Alkaloids
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
Aspergillus versicolor
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
South China Sea
DOI:
10.1021/acs.jnatprod.6b00801
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
360.4 Da
Threshold ≤ 500
ALogP
2.00
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=C1NCc2nc3c(O)cccc3c(=O)n2[C@H]1Cc1c[nH]c2ccccc12
InChIKey:
FYNCCCIMEWMEME-HNNXBMFYSA-N
InChI:
InChI=1S/C20H16N4O3/c25-16-7-3-5-13-18(16)23-17-10-22-19(26)15(24(17)20(13)27)8-11-9-21-14-6-2-1-4-12(11)14/h1-7,9,15,21,25H,8,10H2,(H,22,26)/t15-/m0/s1
Calculated Properties
ALogP:
1.997 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:
1
Fsp³:
0.1500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004668
NPClassifier Pathway:
Alkaloids
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.