6-((3,5-dimethylphenyl)amino)-[3,4'-bipyridine]-5-carbonitrile

ID: ALA5290888

Max Phase: Preclinical

Molecular Formula: C19H16N4

Molecular Weight: 300.37

Names and Identifiers

Canonical SMILES:  Cc1cc(C)cc(Nc2ncc(-c3ccncc3)cc2C#N)c1

Standard InChI:  InChI=1S/C19H16N4/c1-13-7-14(2)9-18(8-13)23-19-16(11-20)10-17(12-22-19)15-3-5-21-6-4-15/h3-10,12H,1-2H3,(H,22,23)

Standard InChI Key:  KUWUNRPLQQVMSZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.4300    1.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300    0.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -0.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149    1.4300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    1.4300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300    1.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300    0.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1450   -0.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8598    0.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8598    1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1450    1.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5750    1.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1450   -1.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -0.6324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1450   -0.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8598    0.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5750   -0.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5750   -1.0725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8598   -1.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1450   -1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
 12 14  1  0
 10 15  1  0
  4 16  1  0
 16 17  3  0
  2 18  1  0
 19 18  2  0
 20 19  1  0
 20 21  2  0
 22 21  1  0
 18 23  1  0
 23 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290888

   ---

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: 300.37

Molecular Weight (Monoisotopic): 300.1375

AlogP: 4.38

#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: ┄

CX Basic pKa: 4.89

CX LogP: 4.10

CX LogD: 4.10

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: -1.44

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