5-[2-(5-Methoxy-1H-indol-3-yl)ethyl]-N-methyl-1,3,4-oxadiazol-2-amine

ID: ALA4794879

PubChem CID: 162673578

Max Phase: Preclinical

Molecular Formula: C14H16N4O2

Molecular Weight: 272.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1nnc(CCc2c[nH]c3ccc(OC)cc23)o1

Standard InChI:  InChI=1S/C14H16N4O2/c1-15-14-18-17-13(20-14)6-3-9-8-16-12-5-4-10(19-2)7-11(9)12/h4-5,7-8,16H,3,6H2,1-2H3,(H,15,18)

Standard InChI Key:  BQFCFEKFFSVPDO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   40.7880  -16.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7868  -16.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4949  -17.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4931  -15.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2017  -16.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2020  -16.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9806  -17.1846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.4617  -16.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9802  -15.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0802  -15.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3726  -16.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2325  -15.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0317  -14.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2840  -14.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0581  -13.8840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.0578  -13.0668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.2805  -12.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8005  -13.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.0277  -12.0375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.5742  -11.4299    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  2  0
 17 18  1  0
 18 14  1  0
 17 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4794879

   ---

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: 272.31

Molecular Weight (Monoisotopic): 272.1273

AlogP: 2.39

#Rotatable Bonds: 5

Polar Surface Area: 75.97

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.93

CX Basic pKa: ┄

CX LogP: 1.45

CX LogD: 1.45

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.75

Np Likeness Score: -0.95

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