5-[(E)-2-(6,7-Dimethoxynaphthalen-1-yl)ethenyl]-1,3,4-oxadiazol-2(3H)-one

ID: ALA4794450

PubChem CID: 162672373

Max Phase: Preclinical

Molecular Formula: C16H14N2O4

Molecular Weight: 298.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2cccc(/C=C/c3n[nH]c(=O)o3)c2cc1OC

Standard InChI:  InChI=1S/C16H14N2O4/c1-20-13-8-11-5-3-4-10(12(11)9-14(13)21-2)6-7-15-17-18-16(19)22-15/h3-9H,1-2H3,(H,18,19)/b7-6+

Standard InChI Key:  QFGVNCVFVBJKLH-VOTSOKGWSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   40.2721   -5.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2709   -6.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9790   -6.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9772   -4.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6858   -5.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6847   -6.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3908   -6.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1027   -6.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1039   -5.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3932   -4.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5643   -4.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8567   -5.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3932   -4.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1009   -3.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1009   -2.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7607   -2.4587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.5082   -1.6814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6910   -1.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4385   -2.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.2106   -1.0203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.5629   -6.6259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8555   -6.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  1 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
 18 20  2  0
  2 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4794450

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 298.30

Molecular Weight (Monoisotopic): 298.0954

AlogP: 2.70

#Rotatable Bonds: 4

Polar Surface Area: 77.35

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.27

CX Basic pKa: ┄

CX LogP: 2.84

CX LogD: 2.53

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -0.18

References

1. Herrera-Arozamena C,Estrada-Valencia M,Pérez C,Lagartera L,Morales-García JA,Pérez-Castillo A,Franco-Gonzalez JF,Michalska P,Duarte P,León R,López MG,Mills A,Gago F,García-Yagüe ÁJ,Fernández-Ginés R,Cuadrado A,Rodríguez-Franco MI.  (2020)  Tuning melatonin receptor subtype selectivity in oxadiazolone-based analogues: Discovery of QR2 ligands and NRF2 activators with neurogenic properties.,  190  [PMID:32018096] [10.1016/j.ejmech.2020.112090]

Source

Source(1):

• Scientific Literature