SCS-C006766
neoxaline
Pathway: Alkaloids
Superclass: Histidine alkaloids | Peptide alkaloids
Class: Imidazole alkaloids | Other indole diketopiperazine 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
Penicillium sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
DOI:
10.1177/1934578x1300800313
· Natural Product Communications
Drug-likeness (Lipinski Ro5)
Molecular Weight
435.5 Da
Threshold ≤ 500
ALogP
1.66
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C23H25N5O4
Molecular Weight:
435.4840 Da
SMILES:
C=CC(C)(C)[C@@]12C[C@H](O)C(=O)N3/C(=C/c4c[nH]cn4)C(=O)N[C@]31N(OC)c1ccccc12
InChIKey:
HHLNXXASUKFCCX-FUNOPTADSA-N
InChI:
InChI=1S/C23H25N5O4/c1-5-21(2,3)22-11-18(29)20(31)27-17(10-14-12-24-13-25-14)19(30)26-23(22,27)28(32-4)16-9-7-6-8-15(16)22/h5-10,12-13,18,29H,1,11H2,2-4H3,(H,24,25)(H,26,30)/b17-10+/t18-,22-,23-/m0/s1
Calculated Properties
ALogP:
1.659 lipophilicity
TPSA:
110.79 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
4
Ring Count:
5
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.3478 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006766
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Histidine alkaloids
Peptide alkaloids
NPClassifier Class:
Imidazole alkaloids
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.