(4-Benzyl-4-hydroxypiperidin-1-yl)(5-methoxy-2-(pyridin-4-yl)-phenyl)methanone

ID: ALA5269674

Max Phase: Preclinical

Molecular Formula: C25H26N2O3

Molecular Weight: 402.49

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccncc2)c(C(=O)N2CCC(O)(Cc3ccccc3)CC2)c1

Standard InChI:  InChI=1S/C25H26N2O3/c1-30-21-7-8-22(20-9-13-26-14-10-20)23(17-21)24(28)27-15-11-25(29,12-16-27)18-19-5-3-2-4-6-19/h2-10,13-14,17,29H,11-12,15-16,18H2,1H3

Standard InChI Key:  NLMRQZHEKUEART-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.1821   -2.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8949   -3.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6093   -2.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6065   -2.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8931   -1.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8966   -4.1593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1824   -4.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1819   -5.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8947   -5.8041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6097   -5.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6067   -4.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4693   -3.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4686   -4.1605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7572   -2.9260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7573   -2.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0492   -1.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3340   -2.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3314   -2.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0439   -3.3345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6235   -1.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9091   -2.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1991   -1.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4852   -2.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4810   -2.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1966   -3.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9075   -2.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3261   -1.2712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8906   -0.8678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6019   -0.4543    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
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  9 10  2  0
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  3  7  1  0
  2 13  1  0
 13 14  2  0
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 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
  6 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5269674

   ---

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: 402.49

Molecular Weight (Monoisotopic): 402.1943

AlogP: 3.97

#Rotatable Bonds: 5

Polar Surface Area: 62.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.77

CX LogP: 2.80

CX LogD: 2.80

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.70

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