(2E)-3-(5-Methoxy-1H-indol-3-yl)-N-(prop-2-yn-1-yl)prop-2-enamide

ID: ALA4781688

PubChem CID: 162664134

Max Phase: Preclinical

Molecular Formula: C15H14N2O2

Molecular Weight: 254.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCNC(=O)/C=C/c1c[nH]c2ccc(OC)cc12

Standard InChI:  InChI=1S/C15H14N2O2/c1-3-8-16-15(18)7-4-11-10-17-14-6-5-12(19-2)9-13(11)14/h1,4-7,9-10,17H,8H2,2H3,(H,16,18)/b7-4+

Standard InChI Key:  XQWAYIDPXUATOJ-QPJJXVBHSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   39.3682  -26.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3671  -27.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0751  -27.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0733  -26.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7819  -26.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7822  -27.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5609  -27.5109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0419  -26.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5604  -26.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6604  -26.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9528  -26.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8127  -25.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6120  -25.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8642  -24.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6635  -24.2915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.3172  -23.8545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.2105  -24.8986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0098  -24.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8060  -24.5564    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  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781688

   ---

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: 254.29

Molecular Weight (Monoisotopic): 254.1055

AlogP: 1.94

#Rotatable Bonds: 4

Polar Surface Area: 54.12

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.72

CX LogD: 1.72

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.65

Np Likeness Score: -0.62

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