(4-Hydroxy-4-phenylpiperidin-1-yl)(5-methyl-2-(pyridin-4-yl)-phenyl)methanone

ID: ALA5285292

Max Phase: Preclinical

Molecular Formula: C24H24N2O2

Molecular Weight: 372.47

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2ccncc2)c(C(=O)N2CCC(O)(c3ccccc3)CC2)c1

Standard InChI:  InChI=1S/C24H24N2O2/c1-18-7-8-21(19-9-13-25-14-10-19)22(17-18)23(27)26-15-11-24(28,12-16-26)20-5-3-2-4-6-20/h2-10,13-14,17,28H,11-12,15-16H2,1H3

Standard InChI Key:  QNSZTMGEXVXFGZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   12.6459  -16.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4709  -16.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0620  -16.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3319  -16.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3308  -17.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0455  -18.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7620  -17.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7591  -16.9929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0437  -16.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0472  -19.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3311  -19.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3305  -20.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0454  -20.7089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7623  -20.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7594  -19.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0413  -15.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6159  -18.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6153  -19.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9019  -17.8228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9019  -16.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1919  -16.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4721  -17.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1866  -18.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2389  -16.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4148  -16.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9978  -16.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4111  -17.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2340  -17.6935    0.0000 C   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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  6 10  1  0
  9 16  1  0
  5 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 23  1  0
 20 21  1  0
 21  2  1  0
  2 22  1  0
 22 23  1  0
  1 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285292

   ---

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: 372.47

Molecular Weight (Monoisotopic): 372.1838

AlogP: 4.18

#Rotatable Bonds: 3

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: 14.00

CX Basic pKa: 4.73

CX LogP: 3.18

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.75

Np Likeness Score: -0.73

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