(4-Benzyl-4-hydroxypiperidin-1-yl)(2-methyl-6-(pyridin-4-yl)-phenyl)methanone

ID: ALA5275089

Max Phase: Preclinical

Molecular Formula: C25H26N2O2

Molecular Weight: 386.50

Names and Identifiers

Canonical SMILES:  Cc1cccc(-c2ccncc2)c1C(=O)N1CCC(O)(Cc2ccccc2)CC1

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

Standard InChI Key:  UDSJXTDBMPJQQF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   37.1649  -26.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8777  -26.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5922  -26.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5893  -25.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8759  -25.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8795  -27.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1652  -27.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1647  -28.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8775  -29.1574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5925  -28.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5895  -27.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4521  -26.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4515  -27.5138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7400  -26.2793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7401  -25.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0321  -25.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3168  -25.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3142  -26.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0268  -26.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6063  -25.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8919  -25.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1819  -25.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4680  -25.4362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4638  -26.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1794  -26.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8903  -26.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3090  -24.6244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4536  -25.0441    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
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5275089

   ---

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: -0.55

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