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

ID: ALA5288993

Max Phase: Preclinical

Molecular Formula: C25H26N2O

Molecular Weight: 370.50

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H26N2O/c1-19-7-8-23(22-9-13-26-14-10-22)24(17-19)25(28)27-15-11-21(12-16-27)18-20-5-3-2-4-6-20/h2-10,13-14,17,21H,11-12,15-16,18H2,1H3

Standard InChI Key:  FCJWBZFNRDSZHR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.3755   -3.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0883   -3.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8026   -3.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7998   -2.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0865   -2.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0899   -4.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3758   -4.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3753   -5.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0881   -6.1450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8030   -5.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8000   -4.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0840   -1.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6629   -3.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6622   -4.5016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508   -3.2673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -2.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2429   -2.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5278   -2.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5252   -3.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2376   -3.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8173   -2.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031   -2.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931   -2.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6794   -2.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751   -3.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3906   -3.6621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -3.2524    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
  6 13  1  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288993

   ---

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: 370.50

Molecular Weight (Monoisotopic): 370.2045

AlogP: 5.15

#Rotatable Bonds: 4

Polar Surface Area: 33.20

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.73

CX LogP: 4.93

CX LogD: 4.93

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: -0.88

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