Ethyl 2-((3-cyano-5-phenylpyridin-2-yl)amino)isonicotinate

ID: ALA5279018

Max Phase: Preclinical

Molecular Formula: C20H16N4O2

Molecular Weight: 344.37

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccnc(Nc2ncc(-c3ccccc3)cc2C#N)c1

Standard InChI:  InChI=1S/C20H16N4O2/c1-2-26-20(25)15-8-9-22-18(11-15)24-19-16(12-21)10-17(13-23-19)14-6-4-3-5-7-14/h3-11,13H,2H2,1H3,(H,22,23,24)

Standard InChI Key:  CUBRVSBZCSXUPV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.8440    1.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1175    1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3911    1.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3631    0.4190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0896   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8160    0.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616   -0.8660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3631   -0.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1175   -1.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1175   -2.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -2.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3353   -2.0954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8439   -2.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5704   -2.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2967   -2.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3247   -3.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5982   -3.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8719   -3.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3631   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3631    0.8386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967    1.2013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5704    2.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3247    2.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3247    3.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 23  2  0
  1 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279018

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 344.37

Molecular Weight (Monoisotopic): 344.1273

AlogP: 3.94

#Rotatable Bonds: 5

Polar Surface Area: 87.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.94

CX Basic pKa: 2.08

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -1.23

References

1. Hou Z, Lockwood L, Zhang D, Occhiuto CJ, Mo L, Aldrich KE, Stoub HE, Gallo KA, Liby KT, Odom AL..  (2023)  Exploring structural effects in a new class of NRF2 inhibitors.,  14  (1.0): [PMID:36760735] [10.1039/d2md00211f]

Source

Source(1):

• Scientific Literature