(4-Benzyl-4-hydroxypiperidin-1-yl)(5-methyl-2-(2-methylpyridin-4-yl)phenyl)methanone

ID: ALA5281369

Max Phase: Preclinical

Molecular Formula: C26H28N2O2

Molecular Weight: 400.52

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2ccnc(C)c2)c(C(=O)N2CCC(O)(Cc3ccccc3)CC2)c1

Standard InChI:  InChI=1S/C26H28N2O2/c1-19-8-9-23(22-10-13-27-20(2)17-22)24(16-19)25(29)28-14-11-26(30,12-15-28)18-21-6-4-3-5-7-21/h3-10,13,16-17,30H,11-12,14-15,18H2,1-2H3

Standard InChI Key:  XOLGYAQPQLGXGZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.6646  -17.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6618  -16.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9484  -16.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9520  -18.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2379  -19.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2373  -19.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9502  -20.2849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6649  -19.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6620  -19.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9460  -15.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5248  -17.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5242  -18.6415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8129  -17.4071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8129  -16.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1049  -16.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3899  -16.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3872  -17.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0997  -17.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6793  -16.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9651  -16.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2551  -16.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5414  -16.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5372  -17.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2527  -17.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9635  -17.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3819  -15.7524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3787  -20.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
  4  5  1  0
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  6  1  1  0
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  3  7  1  0
  6 13  1  0
  2 14  1  0
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 14 16  1  0
 16 17  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 19 29  1  0
 11 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5281369

   ---

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: 400.52

Molecular Weight (Monoisotopic): 400.2151

AlogP: 4.58

#Rotatable Bonds: 4

Polar Surface Area: 53.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.43

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.70

Np Likeness Score: -0.60

References

1. Koike T, Yoshikawa M, Ando HK, Farnaby W, Nishi T, Watanabe E, Yano J, Miyamoto M, Kondo S, Ishii T, Kuroita T..  (2021)  Discovery of Soticlestat, a Potent and Selective Inhibitor for Cholesterol 24-Hydroxylase (CH24H).,  64  (16.0): [PMID:34387987] [10.1021/acs.jmedchem.1c00864]

Source

Source(1):

• Scientific Literature