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

ID: ALA5288661

Max Phase: Preclinical

Molecular Formula: C24H23ClN2O2

Molecular Weight: 406.91

Names and Identifiers

Canonical SMILES:  O=C(c1cc(Cl)ccc1-c1ccncc1)N1CCC(O)(Cc2ccccc2)CC1

Standard InChI:  InChI=1S/C24H23ClN2O2/c25-20-6-7-21(19-8-12-26-13-9-19)22(16-20)23(28)27-14-10-24(29,11-15-27)17-18-4-2-1-3-5-18/h1-9,12-13,16,29H,10-11,14-15,17H2

Standard InChI Key:  CIVVWBYBGLBPAM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.2847   -2.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9975   -2.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7118   -2.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7090   -1.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9957   -1.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9991   -3.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2850   -4.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2845   -5.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9973   -5.4640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7122   -5.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7092   -4.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5721   -2.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5714   -3.8206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8600   -2.5863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8601   -1.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1521   -1.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4370   -1.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4344   -2.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1468   -2.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265   -1.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0123   -1.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3023   -1.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5886   -1.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5843   -2.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2998   -2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0107   -2.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4291   -0.9315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9932   -0.5283    0.0000 Cl  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
  6 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288661

   ---

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: 406.91

Molecular Weight (Monoisotopic): 406.1448

AlogP: 4.61

#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: 4.66

CX LogP: 3.56

CX LogD: 3.56

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -0.75

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