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

ID: ALA4791901

PubChem CID: 162671665

Max Phase: Preclinical

Molecular Formula: C15H16N2O2

Molecular Weight: 256.31

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H16N2O2/c1-3-8-16-15(18)7-4-11-10-17-14-6-5-12(19-2)9-13(11)14/h3-7,9-10,17H,1,8H2,2H3,(H,16,18)/b7-4+

Standard InChI Key:  HDLFQFAQPOYSJW-QPJJXVBHSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    3.2302   -4.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2291   -5.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9371   -5.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9353   -4.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6439   -4.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442   -5.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4228   -5.7150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9039   -5.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4224   -4.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5224   -4.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8148   -4.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6747   -3.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4740   -3.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7262   -2.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5255   -2.4956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1792   -2.0586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0725   -3.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8718   -2.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4188   -3.5396    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  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791901

   ---

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: 256.31

Molecular Weight (Monoisotopic): 256.1212

AlogP: 2.49

#Rotatable Bonds: 5

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: 2.23

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.64

Np Likeness Score: -0.42

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