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

ID: ALA5275961

Max Phase: Preclinical

Molecular Formula: C25H26N2O2

Molecular Weight: 386.50

Names and Identifiers

Canonical SMILES:  Cc1cccc(C(=O)N2CCC(O)(Cc3ccccc3)CC2)c1-c1ccncc1

Standard InChI:  InChI=1S/C25H26N2O2/c1-19-6-5-9-22(23(19)21-10-14-26-15-11-21)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:  CHBYAFPJMYUKNG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   16.8947  -25.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8935  -25.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6063  -26.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3205  -25.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3177  -25.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6045  -24.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6080  -27.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8938  -27.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8933  -28.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6061  -28.7568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3209  -28.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3179  -27.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1808  -26.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1802  -27.1134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4688  -25.8789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4689  -25.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7609  -24.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0458  -25.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0431  -25.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7556  -26.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3353  -24.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6210  -25.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9111  -24.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1973  -25.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1931  -25.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9086  -26.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6194  -25.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0379  -24.2243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0336  -26.2898    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
  4 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5275961

   ---

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: 4.69

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.73

Np Likeness Score: -0.52

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