ID: ALA268796

Max Phase: Preclinical

Molecular Formula: C19H19N3O2

Molecular Weight: 321.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CC(C)(C)c1[nH]c2ccccc2c1/C=c1\[nH]c(=O)c(=C)[nH]c1=O

Standard InChI:  InChI=1S/C19H19N3O2/c1-5-19(3,4)16-13(12-8-6-7-9-14(12)21-16)10-15-18(24)20-11(2)17(23)22-15/h5-10,21H,1-2H2,3-4H3,(H,20,24)(H,22,23)/b15-10-

Standard InChI Key:  GVVVEKSVCAGUTP-GDNBJRDFSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 321.38

Molecular Weight (Monoisotopic): 321.1477

AlogP: 1.25

#Rotatable Bonds: 3

Polar Surface Area: 81.51

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.05

CX Basic pKa:

CX LogP: 2.69

CX LogD: 2.28

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: 1.62

References

1. Wang WL, Lu ZY, Tao HW, Zhu TJ, Fang YC, Gu QQ, Zhu WM..  (2007)  Isoechinulin-type alkaloids, variecolorins A-L, from halotolerant Aspergillus variecolor.,  70  (10): [PMID:17896816] [10.1021/np070208z]

2. Chen X, Si L, Liu D, Proksch P, Zhang L, Zhou D, Lin W..  (2015)  Neoechinulin B and its analogues as potential entry inhibitors of influenza viruses, targeting viral hemagglutinin.,  93  [PMID:25681711] [10.1016/j.ejmech.2015.02.006]

3. Nishiuchi K, Ohashi H, Nishioka K, Yamasaki M, Furuta M, Mashiko T, Tomoshige S, Ohgane K, Kamisuki S, Watashi K, Kuramochi K..  (2022)  Synthesis and Antiviral Activities of Neoechinulin B and Its Derivatives.,  85  (1.0): [PMID:34967639] [10.1021/acs.jnatprod.1c01120]

Source

Source(1):

• Scientific Literature