SCS-C004946
versiquinazoline J
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide 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
383.4 Da
Threshold ≤ 500
ALogP
2.06
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H25N3O4
Molecular Weight:
383.4480 Da
SMILES:
C=CC(C)(C)[C@@]12C=C(OC)C(=O)N3[C@@H](C)C(=O)N[C@]31N(OC)c1ccccc12
InChIKey:
LGGAWFXKLUZYBW-ZEWGMFERSA-N
InChI:
InChI=1S/C21H25N3O4/c1-7-19(3,4)20-12-16(27-5)18(26)23-13(2)17(25)22-21(20,23)24(28-6)15-11-9-8-10-14(15)20/h7-13H,1H2,2-6H3,(H,22,25)/t13-,20-,21-/m0/s1
Calculated Properties
ALogP:
2.063 lipophilicity
TPSA:
71.11 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
4
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.4286 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004946
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.