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

ID: ALA4793947

PubChem CID: 162673916

Max Phase: Preclinical

Molecular Formula: C18H21N3O3

Molecular Weight: 327.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2[nH]cc(CCc3nn(CC4CCC4)c(=O)o3)c2c1

Standard InChI:  InChI=1S/C18H21N3O3/c1-23-14-6-7-16-15(9-14)13(10-19-16)5-8-17-20-21(18(22)24-17)11-12-3-2-4-12/h6-7,9-10,12,19H,2-5,8,11H2,1H3

Standard InChI Key:  FUMDPKVVUNFCGG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    3.7461  -15.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7450  -16.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530  -16.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4512  -15.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1598  -15.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1601  -16.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9388  -16.8379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4198  -16.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9383  -15.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0383  -15.3617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3307  -15.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1906  -14.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9899  -14.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2421  -13.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0162  -13.5373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0160  -12.7201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2386  -12.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586  -13.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9858  -11.6908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6769  -12.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4236  -12.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7154  -13.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4783  -13.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1851  -12.2788    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
  9  5  1  0
  1 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
 17 19  2  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4793947

   ---

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: 327.38

Molecular Weight (Monoisotopic): 327.1583

AlogP: 2.91

#Rotatable Bonds: 6

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: 3.48

CX LogD: 3.48

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -0.77

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