SCS-C000257

versiquinazoline K

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide 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.

Download: SDF SMILES

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

369.4 Da

Threshold ≤ 500

ALogP

1.89

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H23N3O4

Molecular Weight:

369.4000 Da

SMILES:

C=CC(C)(C)[C@@]12C=C(OC)C(=O)N3[C@@H](C)C(=O)N[C@]31N(O)c1ccccc12

InChIKey:

                        YXPGFDAICHAMPT-OUWQEXSBSA-N
                        
                    

InChI:

InChI=1S/C20H23N3O4/c1-6-18(3,4)19-11-15(27-5)17(25)22-12(2)16(24)21-20(19,22)23(26)14-10-8-7-9-13(14)19/h6-12,26H,1H2,2-5H3,(H,21,24)/t12-,19-,20-/m0/s1

Calculated Properties

ALogP:

1.890 lipophilicity

TPSA:

82.11 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.4000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000257

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds