(4-Benzyl-4-hydroxypiperidin-1-yl)(2-(pyrimidin-4-yl)pyridin-3-yl)methanone

ID: ALA5279173

Max Phase: Preclinical

Molecular Formula: C22H22N4O2

Molecular Weight: 374.44

Names and Identifiers

Canonical SMILES:  O=C(c1cccnc1-c1ccncn1)N1CCC(O)(Cc2ccccc2)CC1

Standard InChI:  InChI=1S/C22H22N4O2/c27-21(18-7-4-11-24-20(18)19-8-12-23-16-25-19)26-13-9-22(28,10-14-26)15-17-5-2-1-3-6-17/h1-8,11-12,16,28H,9-10,13-15H2

Standard InChI Key:  OHRVYMHZGONAKH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   36.7478  -10.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4605  -10.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1749  -10.0270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1721   -9.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4588   -8.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4622  -11.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7481  -11.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7475  -12.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4604  -12.9041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1752  -12.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1723  -11.6681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0352  -10.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0345  -11.2607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3231  -10.0263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3231   -9.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6152   -8.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9001   -9.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8975  -10.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6099  -10.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1896   -8.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4754   -9.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7654   -8.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0517   -9.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0474  -10.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7629  -10.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4738  -10.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8921   -8.3716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  4  5  1  0
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  9 10  2  0
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  3  7  1  0
  2 13  1  0
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 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 18 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279173

   ---

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: 374.44

Molecular Weight (Monoisotopic): 374.1743

AlogP: 2.75

#Rotatable Bonds: 4

Polar Surface Area: 79.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.86

CX LogP: 1.80

CX LogD: 1.80

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.76

Np Likeness Score: -0.75

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