SCS-C000254
versiquinazoline A
Pathway: Alkaloids
Superclass: Anthranilic acid alkaloids
Class: Quinazoline alkaloids
Chemical Structure
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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
441.4 Da
Threshold ≤ 500
ALogP
1.44
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C24H19N5O4
Molecular Weight:
441.4000 Da
SMILES:
C[C@H]1C(=O)N2c3ccccc3[C@@]34C[C@H]5C(=O)N(CN1[C@H]23)[C@@H](O4)c1nc2ccccc2c(=O)n15
InChIKey:
QWWBXBCMNXTPTL-CBZVYWDSSA-N
InChI:
InChI=1S/C24H19N5O4/c1-12-19(30)29-16-9-5-3-7-14(16)24-10-17-21(32)27(11-26(12)23(24)29)22(33-24)18-25-15-8-4-2-6-13(15)20(31)28(17)18/h2-9,12,17,22-23H,10-11H2,1H3/t12-,17-,22-,23+,24-/m0/s1
Calculated Properties
ALogP:
1.442 lipophilicity
TPSA:
87.98 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
7
Rotatable Bonds:
0
Ring Count:
9
(3 aromatic)
Chiral Centers:
5
Fsp³:
0.3333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000254
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Anthranilic acid alkaloids
NPClassifier Class:
Quinazoline alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.