(4-Hydroxy-4-(pyridin-2-ylmethyl)piperidin-1-yl)(2-(pyridin-4-yl)-phenyl)methanone

ID: ALA5269081

Max Phase: Preclinical

Molecular Formula: C23H23N3O2

Molecular Weight: 373.46

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1-c1ccncc1)N1CCC(O)(Cc2ccccn2)CC1

Standard InChI:  InChI=1S/C23H23N3O2/c27-22(21-7-2-1-6-20(21)18-8-13-24-14-9-18)26-15-10-23(28,11-16-26)17-19-5-3-4-12-25-19/h1-9,12-14,28H,10-11,15-17H2

Standard InChI Key:  IYZKEZCGMBARID-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.7272   -9.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4399  -10.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1544   -9.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1516   -9.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4381   -8.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4417  -11.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7275  -11.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7269  -12.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4398  -12.8218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1547  -12.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1518  -11.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0144  -10.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0137  -11.1783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3023   -9.9437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3023   -9.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5943   -8.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8791   -9.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8765   -9.9359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5890  -10.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1685   -8.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4542   -9.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7441   -8.6932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0303   -9.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0261   -9.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7417  -10.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4526   -9.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8712   -8.2888    0.0000 O   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
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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
M  END

Alternative Forms

1. Parent:

   

   ALA5269081

   ---

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: 373.46

Molecular Weight (Monoisotopic): 373.1790

AlogP: 3.35

#Rotatable Bonds: 4

Polar Surface Area: 66.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.30

CX LogP: 1.77

CX LogD: 1.76

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.76

Np Likeness Score: -0.97

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