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

ID: ALA5271033

Max Phase: Preclinical

Molecular Formula: C25H26N2O2

Molecular Weight: 386.50

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)N2CCC(O)(Cc3ccccc3)CC2)c(-c2ccncc2)c1

Standard InChI:  InChI=1S/C25H26N2O2/c1-19-7-8-22(23(17-19)21-9-13-26-14-10-21)24(28)27-15-11-25(29,12-16-27)18-20-5-3-2-4-6-20/h2-10,13-14,17,29H,11-12,15-16,18H2,1H3

Standard InChI Key:  WVTLCXCEJHQFNU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.5196  -25.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5184  -26.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2313  -26.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9456  -26.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9428  -25.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2295  -24.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2329  -27.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5187  -27.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5182  -28.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2311  -29.0666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9460  -28.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9430  -27.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8057  -26.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8050  -27.4230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0935  -26.1885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0936  -25.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3856  -24.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6703  -25.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6677  -26.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3803  -26.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9598  -24.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2455  -25.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5354  -24.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8216  -25.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8173  -26.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5329  -26.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2438  -26.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6625  -24.5336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6538  -24.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
  2 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 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
  5 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5271033

   ---

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: 386.50

Molecular Weight (Monoisotopic): 386.1994

AlogP: 4.27

#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: 4.67

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.73

Np Likeness Score: -0.62

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