2-(3-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-6-yl)phenyl)propan-2-ol

ID: ALA4564985

Cas Number: 1015231-98-7

PubChem CID: 24759785

Max Phase: Preclinical

Molecular Formula: C22H19ClN2O

Molecular Weight: 362.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(O)c1cccc(-c2ccc3nc(-c4ccc(Cl)cc4)cn3c2)c1

Standard InChI:  InChI=1S/C22H19ClN2O/c1-22(2,26)18-5-3-4-16(12-18)17-8-11-21-24-20(14-25(21)13-17)15-6-9-19(23)10-7-15/h3-14,26H,1-2H3

Standard InChI Key:  YQUSXNRKHZXSGH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    3.6567  -20.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0694  -20.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2519  -20.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7779  -20.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7768  -21.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4848  -21.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1945  -21.3726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1916  -20.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4830  -20.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8953  -20.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6044  -20.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6005  -18.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8903  -19.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3096  -19.3216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3110  -20.1387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0886  -20.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5678  -19.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0863  -19.0678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3817  -19.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7910  -20.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6074  -20.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0156  -19.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6013  -19.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7863  -19.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8328  -19.7215    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0699  -19.3279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  2  0
 10 13  1  0
 11 15  1  0
 14 12  1  0
 12 13  2  0
  8 10  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  2  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 17 19  1  0
 22 25  1  0
  4  2  1  0
  2 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4564985

   NOT Receptor Modulator 1

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: 362.86

Molecular Weight (Monoisotopic): 362.1186

AlogP: 5.55

#Rotatable Bonds: 3

Polar Surface Area: 37.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.40

CX LogP: 4.97

CX LogD: 4.97

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.52

Np Likeness Score: -1.19

References

1. Lesuisse D, Malanda A, Peyronel JF, Evanno Y, Lardenois P, De-Peretti D, Abécassis PY, Barnéoud P, Brunel P, Burgevin MC, Cegarra C, Auger F, Dommergue A, Lafon C, Even L, Tsi J, Luc TPH, Almario A, Olivier A, Castel MN, Taupin V, Rooney T, Vigé X..  (2019)  Development of a novel NURR1/NOT agonist from hit to lead and candidate for the potential treatment of Parkinson's disease.,  29  (7): [PMID:30773432] [10.1016/j.bmcl.2019.01.024]

Source

Source(1):

• Scientific Literature