3-Heptyl-5-[2-(5-methoxy-1H-indol-3-yl)ethyl]-1,3,4-oxadiazol-2(3H)-one

ID: ALA4787595

PubChem CID: 162667374

Max Phase: Preclinical

Molecular Formula: C20H27N3O3

Molecular Weight: 357.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCn1nc(CCc2c[nH]c3ccc(OC)cc23)oc1=O

Standard InChI:  InChI=1S/C20H27N3O3/c1-3-4-5-6-7-12-23-20(24)26-19(22-23)11-8-15-14-21-18-10-9-16(25-2)13-17(15)18/h9-10,13-14,21H,3-8,11-12H2,1-2H3

Standard InChI Key:  BXNOYMDUUOYKFD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   37.9679   -6.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6760   -6.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6742   -5.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3828   -5.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3831   -6.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1617   -6.5900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6428   -5.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1613   -5.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2613   -5.1138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5537   -5.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4136   -4.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2128   -4.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4651   -3.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2392   -3.2894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.2389   -2.4722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4616   -2.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9816   -2.8813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.2088   -1.4429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.8999   -1.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6466   -2.3238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3075   -1.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0542   -2.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7151   -1.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4618   -2.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.1227   -1.5464    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
  6  7  1  0
  7  8  1  0
  8  9  2  0
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  1 10  1  0
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  9 12  1  0
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 13 14  1  0
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 15 16  1  0
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 17 18  1  0
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 16 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4787595

   ---

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: 357.45

Molecular Weight (Monoisotopic): 357.2052

AlogP: 4.08

#Rotatable Bonds: 10

Polar Surface Area: 73.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -0.73

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