(4-Benzyl-4-methoxypiperidin-1-yl)(5-methyl-2-(pyridin-4-yl)-phenyl)methanone

ID: ALA5282243

Max Phase: Preclinical

Molecular Formula: C26H28N2O2

Molecular Weight: 400.52

Names and Identifiers

Canonical SMILES:  COC1(Cc2ccccc2)CCN(C(=O)c2cc(C)ccc2-c2ccncc2)CC1

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

Standard InChI Key:  PSKMZKNBDNRDMY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.8903  -11.3738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8874  -10.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1740  -10.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1776  -12.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4633  -13.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4628  -13.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1756  -14.2513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8906  -13.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.7502  -11.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7496  -12.6077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0381  -11.3731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0382  -10.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3302  -10.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6149  -10.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6123  -11.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3249  -11.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9044  -10.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1900  -10.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4800  -10.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7661  -10.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7619  -11.3535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4775  -11.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1884  -11.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6071   -9.7182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3155   -9.3000    0.0000 C   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
  5  6  2  0
  6  1  1  0
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  9 10  2  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
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282243

   ---

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: 4.92

#Rotatable Bonds: 5

Polar Surface Area: 42.43

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.73

CX LogP: 4.11

CX LogD: 4.11

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.61

Np Likeness Score: -0.54

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