2-((6-methylpyridin-2-yl)amino)-5-phenylnicotinonitrile

ID: ALA5280541

Max Phase: Preclinical

Molecular Formula: C18H14N4

Molecular Weight: 286.34

Names and Identifiers

Canonical SMILES:  Cc1cccc(Nc2ncc(-c3ccccc3)cc2C#N)n1

Standard InChI:  InChI=1S/C18H14N4/c1-13-6-5-9-17(21-13)22-18-15(11-19)10-16(12-20-18)14-7-3-2-4-8-14/h2-10,12H,1H3,(H,20,21,22)

Standard InChI Key:  SHMUGWYACGNXER-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    0.0000    1.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150   -0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425   -1.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0275   -1.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6874   -1.0450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299    0.1924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299    1.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7425    1.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7425    2.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4574    2.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1724    2.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1450    1.4025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    2.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4575   -1.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1725   -1.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -1.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -2.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1725   -2.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4575   -2.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.8429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
 13 15  1  0
  4 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
  1 22  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280541

   ---

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: 286.34

Molecular Weight (Monoisotopic): 286.1218

AlogP: 4.07

#Rotatable Bonds: 3

Polar Surface Area: 61.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.87

CX Basic pKa: 4.76

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: -1.66

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